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Dipentylamine

Dipentylamine structure

Dipentylamine 

structure
  • CAS No:

    2050-92-2

  • Formula:

    C10H23N

  • Chemical Name:

    Dipentylamine

  • Synonyms:

    1-Pentanamine,N-pentyl-;Dipentylamine;N-Pentyl-1-pentanamine;Diamylamine;Di-n-amylamine;Di-n-pentylamine;Dipentanamine;NSC 6329;N,N-Dipentylamine

  • Categories:

    Inorganic Chemistry  >  Oxides and Peroxides

Description

colourless liquid Diamylamine is a relatively strong base and forms salts with acids. Its vapors can form explosive mixtures with air.


Di-n-amylamine appears as a clear colorless liquid with an ammonia-like odor. Very slightly soluble in water. Less dense less than water. Vapors heavier than air. Difficult to ignite. Moderately toxic. Contact with liquid may cause a chemical burn. Vapors may irritate respiratory tract. Used in the manufacture of rubber, resins, and dyes.|COLOURLESS-TO-LIGHT-YELLOW LIQUID WITH PUNGENT ODOUR.


Di-n-amylamine appears as a clear colorless liquid with an ammonia-like odor. Very slightly soluble in water. Less dense less than water. Vapors heavier than air. Difficult to ignite. Moderately toxic. Contact with liquid may cause a chemical burn. Vapors may irritate respiratory tract. Used in the manufacture of rubber, resins, and dyes.

Dipentylamine Basic Attributes

157.296

157.30

218-108-3

D67I8PN8UU

0537

6329

2841

DTXSID4024931

COLORLESS TO WATER-WHITE TO PALE-YELLOW LIQUID

2921199090

Characteristics

12.03000

3.82

Di-n-amylamine appears as a clear colorless liquid with an ammonia-like odor. Very slightly soluble in water. Less dense less than water. Vapors heavier than air. Difficult to ignite. Moderately toxic. Contact with liquid may cause a chemical burn. Vapors may irritate respiratory tract. Used in the manufacture of rubber, resins, and dyes.

0.7771 g/cm3 @ Temp: 20 °C

-7.85 °C

202.5 °C

52.2±0.0 °C

1.427

Slightly soluble (0.1-1 g/100 mL)

Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area. Keep containers tightly closed.

0.3 mm Hg ( 20 °C)

5.42 (vs air)

CHARACTERISTIC AMINE ODOR

pKa= 11.16 (conjugate acid)

Flash point = 124 °F|Liquid molar volume = 0.203 cu m/kmol

Flammable. Sensitive to air and heat. Slightly soluble in water.

Amines, Phosphines, and Pyridines

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

FLAMMABLE LIMITS NOT RECORDED.

Safety Information

III

3.2

UN 2841 3/PG 3

3

R23/24/25;R34

S26-S27-S36/37/39-S45

RZ9100000

T:Toxic;

Stable, but air-sensitive. Flammable. Incompatible with oxidizing agents.

P261-P273-P280-P301 + P310-P305 + P351 + P338-P310

H301 + H311 + H331-H314-H400

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.

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: HIGHLY FLAMMABLE: Will be easily 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 and poison 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. (ERG, 2016)|Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 51 °C explosive vapour/air mixtures may be formed.|Corrosives, Flammable - 2nd degree

|Danger|H226 (40.91%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 66 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: 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 131 [Flammable Liquids - Toxic]: 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. SMALL SPILL: Absorb with earth, sand or other non-combustible material and transfer to containers for later disposal. 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)

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: 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. (ERG, 2016)

Flammable liquid when exposed to heat or flame ...|Combustible liquid.

USE DRY CHEMICAL, CARBON DIOXIDE, FOAM, OR WATER SPRAY. WATER MAY BE INEFFECTIVE. USE WATER SPRAY TO KEEP FIRE-EXPOSED CONTAINERS COOL. APPROACH FIRE FROM UPWIND TO AVOID HAZARDOUS VAPORS & TOXIC DECOMPOSITION PRODUCTS.|If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.

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.|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock down vapors.|Personnel protection: Avoid breathing vapors. Keep upwind. Wear positive pressure self-contained breathing apparatus. Avoid bodily contact with the material. Wear appropriate chemical protective clothing. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.|Evacuation: If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn 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 131: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily 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 and poison 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 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . 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 131: FLAMMABLE LIQUIDS-TOXIC/ 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 DIPENTYLAMINE (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 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.

CAUSES SEVERE EYE AND SKIN BURNS.|A severe skin irritant.|EYE, SKIN, & RESP IRRITANT.

Personal protection: chemical protection suit including self-contained breathing apparatus. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from food and feedstuffs. See Chemical Dangers. Cool. Dry. Well closed. Keep in a well-ventilated room.

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 skin and eyes. The substance is severely irritating to the respiratory tract. Inhalation of the vapour or mist may cause lung oedema. The substance may cause effects on the central nervous system.

NO open flames, NO sparks and NO smoking. Above 51 °C use a closed system, ventilation and explosion-proof electrical equipment.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield.

| 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.

Toxicity

TREATMENT OF SECONDARY AMINES (SUCH AS DIPENTYLAMINE) WITH NITROUS ACID IN DIL AQUEOUS SOLN GAVE OPTIMUM YIELD OF NITROSAMINES BETWEEN PH 1 & 3, CORRESPONDING TO CONDITIONS IN HUMAN & ANIMAL STOMACH. SYNTHESIS OF NITROSAMINES IN STOMACH OF RATS WAS DEMONSTRATED WHEN DIET WAS SUPPLEMENTED WITH SODIUM NITRITE & SECONDARY AMINES OF LOW BASICITY. PRODUCTION OF MALIGNANT TUMORS THROUGH FORMATION OF NITROSAMINES IN STOMACH OCCURRED ONLY IF NITRITE WAS PRESENT IN STOMACH CONCOMITANTLY WITH SECONDARY AMINES WHICH READILY FORM CARCINOGENIC NITROSAMINES.

LD50 Rat oral 270 mg/kg|LD50 Rabbit skin 350 mg/kg

Dipentylamine's production and use as a rubber accelerator, flotation reagent, dyestuffs and corrosion inhibitor, and as a solvent of oils, resins, and some cellulose esters(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 1,800(SRC) from an estimated log Kow of 3.76(2) and a regression derived equation(3) indicates that dipentylamine is expected to have low mobility in soil(SRC). A pKa value of 11.16(4) indicates that the protonated form of dipentylamine will be the dominant species in moist soil surfaces and cations generally adsorb strongly to soils. Volatilization of dipentylamine from moist soil surfaces is not expected to be an important fate process since the cation will not volatilize. Dipentylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.15 mm Hg at 25 °C(5). Screening biodegradation studies on other aliphatic amines(6-11) suggest that dipentylamine may biodegrade in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,800(SRC) from an estimated log Kow of 3.76(2) and a regression derived equation(3) indicates that dipentylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 11.16(4) indicates that the protonated form of dipentylamine 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. According to a classification scheme(5), an estimated BCF of 156(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Screening biodegradation studies on other aliphatic amines(7-12) suggest that dipentylamine may biodegrade in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dipentylamine, which has a vapor pressure of 0.15 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dipentylamine 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 9X10-11 cu cm/molecule-sec at 25 °C(3). Dipentylamine 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 dipentylamine with photochemically-produced hydroxyl radicals has been estimated as 9X10-11 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). Dipentylamine will exist predominantly in the protonated form in the environment based on a pKa value of 11.16(2). Dipentylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

An estimated BCF of 156 was calculated for dipentylamine(SRC), using an estimated log Kow of 3.76(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

The Koc of dipentylamine was estimated as 1,800(SRC), using an estimated log Kow of 3.76(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dipentylamine is expected to have low mobility in soil(SRC). The pKa of dipentylamine is 11.16(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 11.16(1), dipentylamine will exist predominantly in its protonated form in the environment and the protonated form of dipentylamine will not volatilize from water or moist soil surfaces(2). Dipentylamine is not expected to volatilize from dry soil surfaces(SRC) based on its vapor pressure of 0.15 mm Hg at 25 °C(3).

Occupational exposure to dipentylamine may occur through inhalation and dermal contact with this compound at workplaces where dipentylamine is produced or used. (SRC)

Drug Information

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn 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. (ERG, 2016)

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. 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: 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. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. 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 for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

The substance can be absorbed into the body by inhalation of its aerosol or vapour, through the skin and by ingestion.

Burning sensation. Cough. Headache. Nausea. Shortness of breath. Sore throat. Symptoms may be delayed.


Redness. Serious skin burns.


Redness. Blurred vision. Severe deep burns.

Dipentylamine Use and Manufacturing

Methods of Manufacturing

From reaction of amyl chloride and ammonia.

Uses

Di-n-amylamine is manufactured from amyl chloride and ammonia. It is used in organic syntheses and as a solvent, rubber accelerator, flotation reagent, and corrosion inhibitor.


Lubricants and lubricant additives

Petroleum lubricating oil and grease manufacturing|1-Pentanamine, N-pentyl-: ACTIVE|DIPENTYLAMINE WAS INCLUDED IN STUDY OF OTHER AMINES WHICH SHOWED REPELLENT PROPERTIES FOR COCKROACHES.

Fire Hazards -> Corrosives, Flammable - 2nd degree

Computed Properties

Molecular Weight:157.30
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:8
Exact Mass:157.183049738
Monoisotopic Mass:157.183049738
Topological Polar Surface Area:12
Heavy Atom Count:11
Complexity:53.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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    CAS No.: 2050-92-2
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