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Caprolactam

Caprolactam structure

Caprolactam 

structure
  • CAS No:

    105-60-2

  • Formula:

    C6H11NO

  • Chemical Name:

    Caprolactam

  • Synonyms:

    2H-Azepin-2-one,hexahydro-;Hexahydro-2H-azepin-2-one;Aminocaproic lactam;Caprolactam;ε-Caprolactam;2-Ketohexamethylenimine;2-Oxohexamethylenimine;Hexanoic acid,6-amino-,cyclic lactam;Hexahydro-2-azepinone;2-Azacycloheptanone;6-Caprolactam;6-Hexanelactam;2-Perhydroazepinone;ω-Caprolactam;1-Aza-2-cycloheptanone;Hexanolactam;Azepan-2-one;Hexano-6-lactam;NSC 117393;NSC 25536;NSC 4977;Hexahydro-1H-azepin-2-one;AP;AP (lactam);A 19374;2-Oxoazepane;6-Aminohexanoic acid lactam;AP-Nylon;117955-36-9;2953-03-9;32838-21-4;32838-23-6;34876-18-1;168214-28-6

  • Categories:

    Organic Chemistry  >  Amides

Description

White, crystalline solid or flakes with an unpleasant odor. [Note: Significant vapor concentrations would be expected only at elevated temperatures.]


Caprolactam is a clear to milky white-colored solution with a mild, disagreeable odor. Contact may cause slight irritation to skin, eyes, and mucous membranes. May be mildly toxic by ingestion. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. As a liquid it can easily penetrate the soil and contaminate groundwater and nearby streams. Used to make other chemicals.|DryPowder; DryPowder, Liquid; Liquid; OtherSolid; OtherSolid, Liquid; PelletsLargeCrystals; PelletsLargeCrystals, Liquid|WHITE HYGROSCOPIC CRYSTALS OR FLAKES.|Yellowish solid; Amine, spicy aroma|Clear to milky white-colored solution with a mild, disagreeable odor.|White, crystalline solid or flakes with an unpleasant odor. [Note: Significant vapor concentrations would be expected only at elevated temperatures.]


Caprolactam is a clear to milky white-colored solution with a mild, disagreeable odor. Contact may cause slight irritation to skin, eyes, and mucous membranes. May be mildly toxic by ingestion. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. As a liquid it can easily penetrate the soil and contaminate groundwater and nearby streams. Used to make other chemicals.|Epsilon-caprolactam is a member of the class of caprolactams that is azepane substituted by an oxo group at position 2. It has a role as a human blood serum metabolite.|Caprolactam is used in the manufacture of synthetic fibers. Acute (short-term) exposure to caprolactam may result in irritation and burning of the eyes, nose, throat, and skin in humans. Headaches, malaise, confusion, and nervous irritation have been observed in workers exposed to caprolactam by inhalation. Chronic (long-term) exposure of workers to caprolactam has been observed to cause peeling of the hands and some eye, nose, and throat irritation, but no other effects on general health. EPA has not classified caprolactam for carcinogenicity.|Cyclic amide of caproic acid used in manufacture of synthetic fibers of the polyamide type. Can cause local irritation.

Caprolactam Basic Attributes

113.15800

113.16

919-537-5

6879X594Z8

0118

117393|25536|4977

3082

DTXSID4020240

Hygroscopic leaflets from petroleum ether|White, crystalline solid or flakes ... [Note: Significant vapor concentrations would be expected only at elevated temperatures].|White flakes or fused

2933710000

Characteristics

29.10000

-0.1

Caprolactam is a clear to milky white-colored solution with a mild, disagreeable odor. Contact may cause slight irritation to skin, eyes, and mucous membranes. May be mildly toxic by ingestion. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. As a liquid it can easily penetrate the soil and contaminate groundwater and nearby streams. Used to make other chemicals.

1.02 g/cm3

69.3 °C

270 °C

152ºC

1.4935

H2O: 4560 g/L (20 ºC)

Store in a cool, dry place. Store in a tightly closed container.

<0.01 mm Hg ( 20 °C)

3.91

Combustible Solid

Explosive limits , vol% in air: 1.4-8

... Unpleasant odor ...

UNPLEASANT

HEAT OF FUSION: 29 CAL/G; HYGROSCOPIC|HYDROLYSED BY STRONG MINERAL ACIDS, GIVING AMINO ACIDS

Water soluble.

Amides and Imides

Polymerizable

CAPROLACTAM is hygroscopic. This compound can react with strong oxidizing agents and strong bases. It can also react with chlorinated hydrocarbons and nitro compounds. A potentially explosive reaction occurs with acetic acid + dinitrogen trioxide. (NTP, 1992)

707 °F (NTP, 1992)|375 °C

-31,900 J/g (liquid @ 25 °C)

Combustible Solid

116 cal/g

Safety Information

UN 2811

1

R20/22; R36/37/38

S2

CM3675000

Xn

Separated from strong oxidants. Dry.

Stable under normal temperatures and pressures.

P261-P305 + P351 + P338

H302 + H332-H315-H319-H335

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|Controlled incineration (oxides of nitrogen are removed from the effluent gas by scrubbers and/or thermal devices). Also caprolactam may be recovered from caprolactam still bottoms or nylon waste. Recommendable method: Incineration.|The following wastewater treatment technologies have been investigated for caprolactam: biological treatment.

Strong oxidizers, (acetic acid + dinitrogen trioxide).|During preparation of the N-nitroso derivative from the lactam in acetic acid solution, the treatment with dinitrogen trioxide must be very effectively cooled to prevent explosive decomposition.

DHHS/NTP; Carcinogenesis Bioassay of Caprolactam Technical Report Series No. 214 (1981) NIH Publication No. 81-1770

Special Hazards of Combustion Products: Toxic oxides of nitrogen (USCG, 1999)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|H302 (99.95%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 1839 companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P309+P311, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P307+P311, P312, P314, P321, P322, P330, P332+P313, P337+P313, P363, P403+P233, P405, and P501

Use foam, powder, carbon dioxide, water in large amounts.

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. (NIOSH, 2016)|WORKERS SHOULD BE SUPPLIED WITH SUITABLE PROTECTIVE CLOTHING INCL ... GLOVES & EYE-WEAR; RESP PROTECTIVE EQUIPMENT MAY BE NECESSARY.|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|(See protection codes)

Explosive limits , vol% in air: 1.4-8

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|ALL VESSELS & PIPING SHOULD BE REGULARLY CHECKED FOR LEAKS ... EXHAUST VENTILATION SHOULD BE INSTALLED.|CONCN OF.../60 MG/CU M SHOULD/ BE AVOIDED, & HENCE WORKSHOPS SHOULD BE EFFECTIVELY VENTILATED.|For more Preventive Measures (Complete) data for CAPROLACTAM (7 total), please visit the HSDB record page.

On direct contact, vapors irritate eyes, nasal passages, and skin.|A skin and eye irritant.

Vacated 1989 OSHA PEL TWA 1 mg/cu m; STEl 3 mg/cu m is still enforced in some states. /Dust/|Vacated 1989 OSHA PEL TWA 5 ppm (20 mg/cu m); STEL 10 ppm (40 mg/cu m) is still enforced in some states.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 1 mg/cu m. /Dust/|Recommended Exposure Limit: 15 Min Short-Term Exposure Limit: 3 mg/cu m. /Dust/|Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 0.22 ppm (1 mg/cu m). /Vapor/|Recommended Exposure Limit: 15 Min Short-Term Exposure Limit: 0.66 ppm (3 mg/cu m). /Vapor/

Let solidify. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.

Separated from strong oxidants. Dry.

A harmful concentration of airborne particles can be reached quickly when dispersed.

The substance is irritating to the skin, eyes and respiratory tract. The substance may cause effects on the central nervous system.

Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the nervous system and liver.

NO open flames.

PREVENT DISPERSION OF DUST!

Use local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Caprolactam is produced, as an intermediate or a final product, by process units covered under this subpart.|Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Caprolactam is included on this list.

Caprolactam is used in the manufacture of synthetic fibers. Acute (short-term) exposure to caprolactam may result in irritation and burning of the eyes, nose, throat, and skin in humans. Headaches, malaise, confusion, and nervous irritation have been observed in workers exposed to caprolactam by inhalation. Chronic (long-term) exposure of workers to caprolactam has been observed to cause peeling of the hands and some eye, nose, and throat irritation, but no other effects on general health. EPA has not classified caprolactam for carcinogenicity.

July 1976, dye manufacturing plant in MA, concn range 36-150 ug/L(1). Qualitatively identified in water samples taken from advance waste treatment plants in Lake Tahoe, CA Oct 1974 and Washington D.C. Sept 1974(2). Present in trace amounts in the waste waters from nylon 6 manufacturing plants in Japan and Russia(3).

URBAN/SUBURBAN: A survey of ambient atmospheric sampling data in populated areas of the United States was conducted for the compounds in the 189 Hazardous Air Pollutant List (HAP), one of which is caprolactam(1). No ambient measurement data for caprolactam was located(1).

Residual monomers and oligomers were determined in nylon food packing following oven cooking with food oil(1). The average content of caprolactam in an oven roasting bag is 0.438 mg/g; the average amount of caprolactam migrating to oil after heating was 0.98 ug/g(1).

Toxicity

LD50 Mouse (male) oral 2.1 g/kg|LD50 Mouse (female) oral 2.5 g/kg|LD50 Rat (male) oral 1.6 g/kg|LD50 Rat (female) oral 1.2 g/kg|For more Non-Human Toxicity Values (Complete) data for CAPROLACTAM (12 total), please visit the HSDB record page.

A carcinogenesis bioassay of caprolactam ... was conducted by feeding diets containing 3,750 or 7,500 ppm caprolactam to groups of 50 male or female F344 rats and 7,500 or 15,000 ppm to groups of 50 male or female B6C3F1 mice for 103 wk. Control groups consisted of 50 undosed rats and 50 undosed mice of each sex. ... Under the conditions of this bioassay, caprolactam was not carcinogenic for F344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

Caprolactam was not thought to occur naturally in the environment(1), but it has been found as a secondary metabolite of the sunflower(2). It is thought to act as a growth regulator in these plants and inhibits the growth of other dicot seedlings (cress)(2).

Caprolactam's production and use in the manufacture of synthetic fibers of the polyamide type and as a solvent for high molecular weight polymers(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 57(SRC), determined from a structure estimation method(2), indicates that caprolactam is expected to have high mobility in soil(SRC). Volatilization of caprolactam from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.4X10-11 atm-cu m/mole from its vapor pressure, 1.9X10-3 mm Hg at 25 °C(5), and water solubility, 5.25X10+6 mg/l(6). Caprolactam is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.9X10-3 mm Hg at 25 °C(5). Caprolactam is degraded in aquatic environments with a half life of 5 to 15 days, and is expected to be degraded in aerobic soils in a similar timeframe(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 57(SRC), determined from an estimation method(2), indicates that caprolactam is not expected to adsorb to suspended solids or to sediments in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.4X10-11 atm-cu m/mole(SRC) calculated from its vapor pressure, 1.9X10-3 mm Hg at 25 °C(4), and water solubility, 5.25X10+6 mg/l(5). According to a classification scheme(6), an estimated BCF of 3.1(SRC), from an estimated log Kow of 0.66(7) suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation in aquatic environments is expected to be extensive; complete degradation of 50-100 ug/ml caprolactam was observed in nutrient-amended or sediment-associated lake water in 21 days(8). Slightly less caprolactam was degraded (36-85%) after 21 days if higher concentrations (1000 to 2000 ug/ml) were used. However, in none of these control cases was any complete degradation (mineralization) of the caprolactam observed. Based on very slow hydrolysis rates of other aliphatic acid amides, hydrolysis is not expected to be an important fate process(5). Experiments conducted with sterile natural waters, however, demonstrated that caprolactam is abiotically degraded. It is not known whether or not the product of this abiotic degradation is the product of hydrolysis, aminocaproic acid(5).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), caprolactam, which has a vapor pressure of 1.9X10-3 mm Hg at 25 °C(4), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase caprolactam is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 21 hours(SRC), calculated from its rate constant of 18X10-12 cu cm/molecule-sec at 25 °C(3). Caprolactam does not absorb light in the environmental spectrum (>290 nm), indicating there is little potential for direct photolysis.

The rate constant for the vapor-phase reaction of caprolactam with photochemically-produced hydroxyl radicals has been estimated nas 1.8X10+13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 21 hrs(SRC) at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). Caprolactam is reported to have an atmospheric lifetime of less than one day, based on the lack of reaction product data(2). It has been reported that aliphatic acid amides are resistant to hydrolysis(3). Conversely, it has also been reported that amides undergo chemical hydrolysis(4). Based on experimental evidence(5), caprolactam underwent primary degradation in sterile water, which may have been due to chemical hydrolysis, however, no identification of the reaction product was performed. Caprolactam is not expected to photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm).

An estimated BCF of 3.2 was calculated for caprolactam(SRC), using an estimated log Kow of 0.66(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for caprolactam is estimated to be 57(SRC). According to a classification scheme(2), this estimated Koc value suggests that caprolactam is expected to have high mobility in soil.

The Henry's Law constant for caprolactam is estimated as 5.4X10-11 atm-cu m/mole(SRC), calculated from its vapor pressure, 1.9X10-3 mm Hg at 25 °C(1), and water solubility, 5.25X10+6 mg/l(2). This Henry's Law constant indicates that caprolactam is expected to be essentially nonvolatile from water surfaces(3). Caprolactam's estimated Henry's Law constant indicates that volatilization from moist soil surfaces will not occur(SRC). Caprolactam is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

CAPROLACTAM ... REPORTED TO BE PRESENT ... IN WASTE WATERS FROM NYLON 6 PLANTS IN JAPAN & RUSSIA ... DETECTED IN (1) FINISHED DRINKING-WATER IN US...(2) EFFLUENT WATER FROM LANDFILL LEACHATE IN DELAWARE ... (3) FINAL EFFLUENT WASTE-WATER FROM DYE MFR PLANT, @ LEVELS OF 36-150 UG/L.|GROUND WATER: June 1975 qualitatively identified in well water(1). April 1974 qualitatively identified in landfill leachate from sites in Dover, DE and Newcastle County, DE(1). A series of montoring wells installed at the Wilder's Grove landfill, Raleigh, NC showed concns of caprolactam at 995, 95, <5.0, 133 ug/l (outflow from sedimentation basin) and 78, 88, <5.0, and <5.0 ug/l, inflow from surrounding waste deposit sites to sedimentation basin(2).|DRINKING WATER: July 1975 and Jan 1976 qualitatively identified in drinking water in the US(1). Caprolactam was qualitatively identified in drinking water in Germany(2).|SURFACE WATER: Stream water samples collected Dec 1983, downstream from tire fire which broke out in Winchester, VA during Oct 1983, 9700 ug/l - 0.67 km downstream, 250 ug/l - 1.1 km downstream, and 44 ug/l - 9 km downstream(1). Caprolactam was identified at Lobith, Germany on the Rhine River at a concn of 0.88 ug/l(2).

VALUES OF 20-40 MG/CU M ... IN POLYMERISATION SHOP & IN WEAVING WORKSHOPS. FOR 8 HR WORKING PERIOD THIS REPRESENTS TOTAL AMT OF LACTAM BREATHED EQUAL TO AVG VALUE OF 0.1-0.2 G.|NIOSH has statistically estimated that 8661 workers (4209 of these are female) workers are potentially exposed to caprolactam in the US(1). Occupational exposure to caprolactam may occur through inhalation and dermal contact with this compound at workplaces where caprolactam is produced or used(SRC). The general population may be exposed to caprolactam via inhalation of ambient air, especially around new carpet installations(2,3).

Drug Information

... STUDY IN WHICH ANIMALS WERE ADMIN DAILY 50-100 MG EPSILON-CAPROLACTAM/KG ... RESULTED IN NO ACCUMULATION ... .|DETOXICATION RATE OF EPSILON-CAPROLACTAM WAS DETERMINED TO BE BETWEEN 60-70 MG/KG/HR FOR RATS. ... RAPID RATE OF ELIMINATION ... FROM BODY PREVENT ACCUM @ LEVEL CONSIDERABLY GREATER THAN RECOMMENDED TLV.|The distribution of (14)C caprolactam was studied by whole body autoradiography in male and female mice 3 hr after oral administration of 6.4-6.9 mg/kg body weight. Radioactivity was rapidly absorbed from the stomach and distributed throughout the entire animal; there was efficient elimination by the kidneys and liver. Material secreted by the liver into bile and intestinal contents did not appear to be reabsorbed via the enterohepatic circulation.|When pregnant Swiss-Webster mice were treated by oral intubation with 6.5-6.7 mg/k body weight (14)C caprolactam, rapid transfer of the radioactivity across the placenta was demonstrated by whole body autoradiography, with near complete elimination from the fetal and maternal compartments 24 hr after treatment.|When pregnant Swiss-Webster mice were treated by oral intubation with 6.5-6.7 mg/k body weight (14)C caprolactam, rapid transfer of the radioactivity across the placenta was demonstrated by whole-body autoradiography, with near-complete elimination from the fetal and maternal compartments 24 h after treatment.

METAB STUDIES OF CAPROLACTAM IN RAT & RABBIT PRODUCED EQUIVOCAL RESULTS AS FAR AS THEIR APPLICATION TO MAN IS CONCERNED; RABBIT APPEARED TO METABOLIZE CAPROLACTAM COMPLETELY, WHEREAS RAT EXCRETED CAPROLACTAM ONLY IN PART AS METABOLITE EPSILON-AMINO ACID.|EPSILON-CAPROLACTAM IS EXCRETED BY RATS PARTLY AS LACTAM & PARTLY AS EPSILON-AMINO ACID.

Moisture-0.10% max; iron (as Fe) 0.5 ppm max; volatile bases (as ammonia 5 ppm max; cyclohexanone oxime 10 ppm max

Inhalation causes coughing or mild irritation. Contact with hot liquid will burn eyes and skin. (USCG, 1999)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)


Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention.

Basic Treatment: Establish a patent airway. Suction if necessary. Encourage patient to take deep breaths. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . /Irritating materials/|Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Early intubation at the first sign of upper airway obstruction may be necessary. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Irritating materials/|Basic Treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/in. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

... WORKERS ... EXPOSED TO 61 MG/CU M ... & ... TO 16-17 MG/CU M OF /EPSILON-CAPROLACTAM/ ... COMPLAINED OF APPREHENSION & NERVOUS IRRITABILITY ... OTHER SYMPTOMS INCL BLEEDING FROM NOSE, DRYNESS OF NOSE, INFLAMMATION OF THROAT, PAINFUL LIPS, HEARTBURN, FLATULENCE & A BITTER TASTE IN MOUTH ... .|... WORKERS EXPOSED TO CONCN OF LESS THAN 17.5 MG/CU M ... COMPLAIN OF HEADACHES & MALAISE, DRY GLOSSY SKIN, LOSS OF NORMAL TOUCH SENSATION IN FINGERTIPS & NAIL DEFORMATIONS.|... LOSS OF CONTROL & SOME CONFUSION WERE REPORTED TO OCCUR IN WORKERS EXPOSED TO CAPROLACTAM ... NERVOUS SYSTEM, GENITO-URINARY TRACT & CARDIOVASCULAR SYSTEM DISORDERS WERE OBSERVED IN FEMALE WORKERS EXPOSED TO CAPROLACTAM DURING MFR OF NYLON 6.|LIGHT SENSITIVITY OF EYE WAS PRODUCED BY INHALATION OF CAPROLACTAM @ 0.11 MG/CU M & HIGHER.|For more Human Toxicity Excerpts (Complete) data for CAPROLACTAM (12 total), please visit the HSDB record page.

Aminocaproic Lactam

The substance can be absorbed into the body by inhalation of its aerosol.|inhalation, ingestion, skin and/or eye contact

irritation skin, eyes, respiratory system; epistaxis (nosebleed); dermatitis, skin sensitization; asthma; irritability, confusion, dizziness, headache; abdominal cramps, diarrhea, nausea, vomiting; liver, kidney injury


Cough. Abdominal cramps. Dizziness. Headache. Confusion.


Redness.


Redness. Pain.

Eyes, skin, respiratory system, central nervous system, cardiovascular system, liver, kidneys

Caprolactam Use and Manufacturing

Methods of Manufacturing

... Catalytic hydrogenation of phenol to cyclohexanone, reaction with ammonia to cyclohexanone oxime with ammonia to cyclohexanone with Beckmann rearrangement with sulfuric acid catalyst; catalytic oxidation of cyclohexane with cyclohexanone, reaction with hydroxylamine sulfate and ammonia to cyclohexanone oxime followed by sulfuric acid catalyzed Beckmann rearrangement ... .|UV-catalyzed reaction of cyclohexane with nitrosyl chloride to cyclohexanone oxime hydrochloride, followed by Beckmann rearrangement|Catalytic oxidation of cyclohexane to cyclohexanol, reacting with peracetic acid to form caprolactone, and further reaction with ammonia.|... BY MELTING EPSILON-AMINO-N-CAPRYLIC ACID FOLLOWED BY VACUUM DISTILLATION ... FROM TOLUENE BY OXIDATION ... FOLLOWED BY HYDROGENATION /IN ITALY/ ... BY PHOTOCHEMICAL NITROSATION OF CYCLOHEXANE /IN JAPAN/ ...

Uses

Manufacture synthetic fibers of the polyamide type (perlon), solvent for high mol wt polymers.


Chemical is found in imported inks and applied to paper.


Fabric, textile, and leather products not covered elsewhere

Production

1,000,000,000 - 5,000,000,000 lb|(1972) 2.91X10+11 GRAMS|(1984) 4.68X10+11 g|(1988) 1.3X10+0 LBS|(1990) 1.38 billion lb|For more U.S. Production (Complete) data for CAPROLACTAM (8 total), please visit the HSDB record page.

93% FOR NYLON 6 FIBERS; 7% FOR NYLON 6 PLASTICS AND FILMS (1973)|86.4% NYLON-6 FIBERS, INCL MONO-FILAMENT; 9.6% NYLON-6 RESINS AND FILM; 3.7% EXPORTS; 0.3% MISC (1984)|CHEMICAL PROFILE: Caprolactam. Nylon 6 fibers, including monofilament, 87%; nylon 6 resins and film, 10%; exports, 3%.|CHEMICAL PROFILE: Caprolactam. Demand: 1985: 1,021 million lb; 1986: 1,070 million lb; 1990 /projected/: 1,200 million lb.|For more Consumption Patterns (Complete) data for CAPROLACTAM (8 total), please visit the HSDB record page.

Flake; molten

All other basic organic chemical manufacturing|2H-Azepin-2-one, hexahydro-: ACTIVE|MISC APPLICATIONS FOR CAPROLACTAM ARE AS REACTIVE ADDITIVE FOR FLOOR POLISHES & IN SPECIAL COATINGS, BRUSH BRISTLES & TEXTILE STIFFENERS.|ALLIED'S PRODUCTION IS PHENOL-BASED. OTHERS USE CYCLOHEXANE AS FEEDSTOCK; NIPRO IS 100% MERCHANT; BADISCHE AND ALLIED USE A PORTION OF OUTPUT FOR NYLON-6 PRODUCTION

... DETERMINED IN WASTE-WATER BY GAS CHROMATOGRAPHY-MASS SPECTROMETRY, WITH LIMIT OF DETECTION OF CA 1 UG/L (PPB) ... COMPOSITION, TREATMENT EFFICIENCY, & ENVIRONMENTAL SIGNIFICANCE OF DYE MFR PLANT EFFLUENTS.|COLORIMETRY @ 500 NM OF IRON (III)-HYDROXAMIC ACID COMPLEX HAS BEEN USED TO DETERMINE CAPROLACTAM IN AIR, WITH LIMIT OF DETECTION OF 50 UG/SAMPLE ... DETERMINATION OF CAPROLACTAM IN AIR.|Visual comparison with standard solution.|Photometric method: The absorbance of a 1 wt% caprolactam solution (50 ml or 100 ml aqueous solution) is measured 250 or 600 s after the addition of 0.01 N potassium permanganate (1 ml or 2 ml) at a specific wavelength and compared to water treated with permanganate.

THIN-LAYER CHROMATOGRAPHY HAS BEEN USED TO DETERMINE CAPROLACTAM IN BLOOD & TISSUE.

Hazardous Air Pollutants (HAPs)|Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index

Flavoring Agents

Computed Properties

Molecular Weight:113.16
XLogP3:-0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:113.084063974
Monoisotopic Mass:113.084063974
Topological Polar Surface Area:29.1
Heavy Atom Count:8
Complexity:90.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Price Analysis

Make your Caprolactam purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Caprolactam prices .
  • Data: 2026-07-23
  • Price: 12413.33Yuan/mt
  • Change: 16.66

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