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Dibutylamine

Dibutylamine structure

Dibutylamine 

structure
  • CAS No:

    111-92-2

  • Formula:

    C8H19N

  • Chemical Name:

    Dibutylamine

  • Synonyms:

    1-Butanamine,N-butyl-;Dibutylamine;N-Butyl-1-butanamine;Di-n-butylamine;N,N-Di-n-butylamine;N,N-Dibutylamine;n-Dibutylamine;1357848-56-6

  • Categories:

    Agrochemicals  >  Pesticide Intermediates

Description

COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.


Di-n-butylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125°F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.


Di-n-butylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125°F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.

Dibutylamine Basic Attributes

129.24

129.24

506001

203-921-8

2194M2LA21

1337

2248

DTXSID7024952

Liquid|Colorless

2921199090

Characteristics

12

2.8

White Liquid

0.7601 g/cm3 @ Temp: 20 °C

-60--59 °C

159-160 °C

106 °F

1.416-1.418

H2O: 4.05 g/L (25 ºC)

Flammables area

1.9 mm Hg ( 20 °C)

4.46 (vs air)

Oral-Rat LD50: 189 mg/kg; Oral-Mouse LD50: 290 mg/kg

Combustible in case of open flame, high temperature and strong oxidant; emit toxic nitrogen oxide fumes during combustion

0.6-6.8%(V)

AMMONIA-LIKE ODOR

8.90e-05 atm-m3/mole|Henry's Law constant= 8.90X10-5 atm cu-m/mol @ 25 °C /neutral species/

pKa= 11.31 (conjugate acid)

Amines tend to be fat soluble /Amines/

Flammable. Soluble in water.

Amines, Phosphines, and Pyridines

DI-N-BUTYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

260 °C

LOWER FLAMMABLE LIMIT: 1.1% BY VOLUME; UPPER FLAMMABLE LIMT: NOT ESTABLISHED.

Critical temperature: 3607.5 K; critical pressure: 3.11 MPa

Safety Information

II

8

UN 2248 8/PG 2

1

10-20/21/22-35-23-21/22

45-36/37/39-28A-26-23

HR7780000

Xn,T

Complete packaging, light loading and unloading; warehouse ventilated, away from open flame, high temperature, stored separately from oxidants and acids

Stable. Combustible. Incompatible with strong oxidizing agents, most common metals, strong acids. Vapours may flow over surfaces to a distant source of ignition. Can form explosive mixtures with air.

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P322, P330, P363, P370+P378, P403+P235, P501

H226

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.

... CAN REACT WITH OXIDIZING MATERIALS.|Exothermic reaction with cellulose nitrate does not proceed to ignition.|Reacts with acids, oxidizing materials, chlorine, hypochlorite, halogenated compounds, & reactive organic compounds. Products of decomposition include carbon monoxide, carbon dioxide, hydrocarbons, & oxides of nitrogen as well as amine vapors.

Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires. (USCG, 1999)|Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 47 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong acids or strong oxidizing agents.|Corrosives, Flammable - 2nd degree

|Danger|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 824 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P322, P330, P363, P370+P378, P403+P235, and P501|P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P310, P312, P320, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material and transfer to containers (except for Hydrazine). Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Goggles or face shield; rubber gloves (USCG, 1999)|Wear special protective clothing and positive pressure self-contained apparatus.

FLAMMABLE LIQUID WHEN EXPOSED TO HEAT OR FLAME ... .

Explosive limits , vol% in air: 1.1-?

Use water spray, dry chemical, foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool.|USE WATER SPRAY, DRY CHEM, "ALCOHOL" FOAM, OR CARBON DIOXIDE. USE WATER SPRAY TO KEEP FIRE-EXPOSED CONTAINERS COOL. IF LEAK OR SPILL HAS NOT IGNITED, USE WATER SPRAY TO DISPERSE VAPORS & TO PROTECT MEN ATTEMPTING TO STOP LEAK. WATER SPRAY MAY BE USED TO FLUSH SPILLS AWAY FROM EXPOSURES.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.|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.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for DIBUTYLAMINE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

A severe skin and eye irritant.

Remove all ignition sources. Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Cover the spilled material with inert absorbent or sand. Then store and dispose of according to local regulations. Wash away remainder with plenty of water.

Fireproof. Store only in original container. Separated from strong oxidants, strong acids and food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Contact of the vapour with the eyes may cause visual disturbances. Exposure could cause asphyxiation due to swelling in the throat. Inhalation of high concentrations may cause lung oedema, but only after initial corrosive effects on the eyes and the upper respiratory tract have become manifest.

Repeated or prolonged contact with skin may cause dermatitis.

NO open flames, NO sparks and NO smoking. NO contact with strong oxidizing agents. Above 47 °C use a closed system, ventilation and explosion-proof electrical equipment.

PREVENT GENERATION OF MISTS! AVOID ALL CONTACT! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

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

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.

In a comprehensive survey of wastewater from 4000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, dibutylamine was identified in discharges of the following industrial category (frequency of occurrence, median concn in ppb): iron and steel mfg (4; 170.4), plastics and synthetics (1; 89.1), electronics (1; 6723.3)(1). Dibutylamine was reported to be released from effluent of sewage treatment plants(2).

Dibutylamine was identified, not quantified, in uncultivated loamy soil from the Moscow region(1). Since this soil is uncultivated, it is possible that the amines are formed naturally rather than resulting from contamination or as a metabolite of a fertilizer or a pesticide(1).

Thirteen of fourteen lots of pacifier nipples that were subject to a single artificial-saliva extraction contained extractable dibutylamine ranging from 9-3840 ppb, median 267 ppb(1). Dibutylamine has been identified in Latakia tobacco leaf(2), but not in another tobacco or in cigarette smoke(3). The presence of a large number of amines in tobacco is a function of the curing process, rather than the leaf(2).

Toxicity

highly toxic

Nitrite ... is used as a food additive in meats and smoked fish. Some fish, vegetables, and fruit juices contain secondary amines. The acidic environment of the stomach facilitates a chemical reaction between nitrite and secondary amines, leading to the formation of carcinogenic nitrosamines. /Secondary amines/

LD50 Rat oral 220 mg/kg|LD50 Mouse oral 290 mg/kg|LD50 Rabbit skin 1010 mg/kg|LD50 Guinea pig oral 230 mg/kg

There is some indication that dibutylamine may occur naturally in some soils(1) and food items(2). Amines are produced by microbial processes in decaying organic matter and dibutylamine's emission from sewage treatment plants(3) suggests that it may also be a product of microbial metabolism(SRC).

Dibutylamine's production and use as a chemical intermediate for emulsifiers, rubber accelerators, dyes, insecticides, floatation agents, corrosion inhibitor and polymerization inhibitor for butadiene(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 825(SRC) for the unprotonated form from a log Kow of 2.83(2) and a regression derived equation(3) indicates that dibutylamine is expected to have low mobility in soil(SRC). A pKa value of 11.39(4) indicates that the protonated form of dibutylamine will be the dominant species in moist soil surfaces and cations generally adsorb strongly to soils. Volatilization of dibutylamine from moist soil surfaces is not expected to be an important fate process since the cation is not expected to volatilize. The potential for volatilization of dibutylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.59 mm Hg at 25 °C(5). 94-97% of the theoretical BOD was achieved for dibutylamine using an activated sludge inoculum during a 4 week incubation period(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 825(SRC) from a log Kow of 2.83(2) and a regression derived equation(3) indicates that dibutylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 11.39(4) indicates that the protonated form of dibutylamine will be the predominant species in water. Volatilization from water surfaces is not expected to be important fate process(SRC) since the protonated form will not volatilize at environmental pH. According to a classification scheme(5), an estimated BCF of 30(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). In a screening study, dibutylamine completely degraded within 14 days at 10 ppm with both an activated sludge and freshwater sediment inoculum(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dibutylamine, which has a vapor pressure of 2.59 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dibutylamine 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 4 hours(SRC), from its rate constant of 8.98X10-11 cu cm/molecule-sec at 25 °C(3). Dibutylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

The rate constant for the vapor-phase reaction of dibutylamine with photochemically-produced hydroxyl radicals has been estimated as 8.98X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Dibutylamine will exist predominantly in the protonated form in the environment based on a pKa value of 11.39(2). Dibutylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

An estimated BCF of 30 was calculated for dibutylamine(SRC), using a log Kow of 2.83(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

The Koc of dibutylamine was estimated as 825(SRC), using a log Kow of 2.83(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dibutylamine is expected to have low mobility in soil(SRC). The pKa of dibutylamine is 11.73(4), indicating that the protonated form will be the predominant species in moist soils and cations are expected to adsorb strongly to soil surfaces.

With a pKa of 11.31(1), dibutylamine will exist predominantly in its protonated form in the environment and the protonated form of dibutylamine is not expected to volatilize from water or moist soil surfaces at environmental pH(2). Dibutylamine may volatilize from dry soil surfaces(SRC) based on its vapor pressure of 2.59 mm Hg at 25 °C(3).

SURFACE WATER: Dibutylamine was not detected in 8 rivers in Germany(1).

... Amines from decomposing fish have been suspected as a cause of keratitis. ... /Amines/|Dibutylamine was detected in pepperoni at a concn of 3.4 ppm(1). An average dibutylamine concn of 10 ppb was found in 3 samples of cod roe; however, it was not detected in samples of fish sausage, baked ham, spinach, or miso(2).

... By ingestion and inhalation.|NIOSH (NOES Survey 1981-1983) has statistically estimated that 15,140 workers (3,347 of these are female) are potentially exposed to dibutylamine in the US(1). Occupational exposure to dibutylamine may occur through inhalation and dermal contact with this compound at workplaces where dibutylamine is produced or used(SRC). The general population may be exposed to dibutylamine via ingestion of food(SRC).

Dibutylamine was found in the expired air of 6.5% of a sample of 54 carefully selected normal, healthy, nonsmoking adults who resided in urban areas(1). The geometric mean concn level was 0.218 ng/l(1).

Drug Information

AMINES ARE WELL ABSORBED FROM GUT & RESPIRATORY TRACT. /ALIPHATIC AMINES/

Inhalation causes irritation of nose, throat, and lungs; coughing; nausea; headache. Ingestion causes irritation of mouth and stomach. Contact with eyes causes irritation. Contact with skin causes irritation and dermatitis. (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)


Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.


Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention .


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

Basic treatment: Establish a patent airway. Suction if necessary. 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 patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/amines and related cmpds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconsious or has severe pulmonary edema. 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 of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/amines and related cmpds/

Corrosive. Causes severe eye and skin burns. May be harmful in inhaled. Irritating to skin, eyes, & respiratory system. Vapors cause irritation of eyes with severe tearing, conjunctivitis, & corneal edema. Inhalation may cause difficulties ranging from coughing & nausea to pulmonary edema.

di-n-butylamine

Serious local effects by all routes of exposure.

Cough. Sore throat. Burning sensation. Shortness of breath. Laboured breathing.


Redness. Pain. Serious skin burns.


Redness. Pain. Blurred vision. Severe burns.

Dibutylamine Use and Manufacturing

Methods of Manufacturing

There are two production methods for di-n-butylamine. The n-butanol method is derived from the action of n-butanol and ammonia. The reaction equation is as follows: n-C4H9OH+NH3+H2→n-C4H9NH2+(n-C4H9)2NH+(n-C4H9)3N The process is: n-butanol, ammonia, and hydrogen are controlled by a flow meter and passed into the stainless steel according to the ratio The reaction tower is filled with copper-nickel acid clay catalyst, and the reaction temperature is about 200°C. After the reaction, the reaction gas is condensed, and the crude product obtained contains 2% to 4.82% of monobutylamine, 17% to 26% of dibutylamine, and 31% to 61% of tributylamine. Monobutylamine, Dibutylamine and tributylamine. The reaction equation of the lime nitrogen (calcium cyanamide) method is as follows: CaCN[NaOH]→Na2NCN[C4H9Br]→(C4H9)2NCN[H2O]→[H2SO4](C4H9)2NH The process is: Lime nitrogen is suspended in ice water, Slowly add the cooled sodium hydroxide solution, keep the temperature below 25°C, and stir vigorously for 1 hour to obtain a sodium cyanamide solution. Add bromobutane ethanol solution to this solution, stir and reflux for 2.5h, then distill, cool the residue and filter with suction, wash the filter cake with ethanol, combine the filtrate and washing liquid, extract with benzene, and use anhydrous The calcium sulfate is dried, and the residue is distilled under reduced pressure after the benzene is evaporated, and the 147~151℃/4.66kPa fraction is collected to obtain dibutyl cyanamide. Add water, concentrated sulfuric acid and dibutyl cyanamide to the reactor in turn, reflux slowly for 6 hours, cool, and pour the cooled sodium hydroxide solution along the wall of the reactor (flow to the bottom of the reactor without mixing with the reaction materials) to make free amine Separate; then heat to evaporate the amine and water together. Add granular potassium hydroxide to the distillate, cool with ice, separate the amine layer, dry, distill, collect the distillate at 157-160°C to obtain the finished product.

Uses

Used in the production of medicines, pesticides, dyes, mineral flotation agents, emulsifiers and intermediates of fine chemicals. Used as a good corrosion preparation, rubber accelerator, insecticide, polymerization inhibitor, etc.


Adhesives and sealant chemicals


Adhesives and sealants

Production

1,000,000 - 10,000,000 lb|(1972) 1.7X10+9 GRAMS|(1975) PROBABLY GREATER THAN 9.08X10+5 GRAMS|(1981) 6,279X10+3 lb|(1985) 4,141X10+3 lb

Grade: technical

Adhesive manufacturing|1-Butanamine, N-butyl-: ACTIVE

GAS CHROMATOGRAPHIC ANALYSIS OF SULFUR CMPD & ALIPHATIC AMINES IN EXHAUST GAS FROM A POULTRY MANURE DRYER. /ALIPHATIC AMINES/|ANALYTE: ALIPHATIC AMINES; MATRIX: AIR; RANGE: 1-2400 MG/CU M IN 10-LITER SAMPLE OF AIR; PROCEDURE: GC. /ALIPHATIC AMINES/

Fire Hazards -> Corrosives, Flammable - 2nd degree|Environmental transformation -> Pesticide transformation products (metabolite, successor)

Dibutylamine is a known environmental transformation product of Carbosulfan.

Computed Properties

Molecular Weight:129.24
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:6
Exact Mass:129.151749610
Monoisotopic Mass:129.151749610
Topological Polar Surface Area:12
Heavy Atom Count:9
Complexity:37.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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