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Home > Encyclopedia > Dimethylaminopropionitrile

Dimethylaminopropionitrile

Dimethylaminopropionitrile structure

Dimethylaminopropionitrile 

structure
  • CAS No:

    1738-25-6

  • Formula:

    C5H10N2

  • Chemical Name:

    Dimethylaminopropionitrile

  • Synonyms:

    Propanenitrile,3-(dimethylamino)-;Propionitrile,3-(dimethylamino)-;3-(Dimethylamino)propanenitrile;β-(Dimethylamino)propionitrile;β-N-Dimethylaminopropionitrile;N,N-Dimethylamino-3-propionitrile;3-(N,N-Dimethylamino)propionitrile;Dimethylaminopropionitrile;DMAPN;3-(Dimethylamino)propionitrile;N,N-Dimethyl-2-cyanoethylamine;NSC 232;3-Dimethylaminopropiononitrile

  • Categories:

    Organic Chemistry  >  Nitrile Compound

Description

Dimethylaminopropionitrile is a colorless liquid. Mp: -44.3°C; bp: 171-172°C. Density 0.87 g cm-3 at 20°C). Water-soluble. Used in the manufacture of polyurethane foam. Excessive exposure leads to urologic and neurologic disorders.|Colorless liquid.


Dimethylaminopropionitrile is a colorless liquid. Mp: -44.3°C; bp: 171-172°C. Density 0.87 g cm-3 at 20°C). Water-soluble. Used in the manufacture of polyurethane foam. Excessive exposure leads to urologic and neurologic disorders.

Dimethylaminopropionitrile Basic Attributes

98.14630

98.15

217-090-4

4LX1Y87099

232

DTXSID0027432

Colorless, mobile fluid|Colorless liquid.

29269095

Characteristics

27.03000

0.46168

Colorless, mobile fluid.

0.8705 g/cm3 @ Temp: 20 °C

-44.2 °C

173 °C

62ºC

1.425-1.427

0.5 g/L (20 ºC)

2-8ºC

1.24mmHg at 25°C

2.4 (Air= 1)

No rapid reaction with air No rapid reaction with water

Amines, Phosphines, and Pyridines

DIMETHYLAMINOPROPIONITRILE is combustible but non-flammable (flash point > 140°F), reacts with oxidizing agents (Hazardous Chemicals Desk Reference, p. 426 (1987)). Reacts violently with LIAlH4, a strong reducing agent. Emits toxic oxides of nitrogen and cyanide fumes when heated to decomposition.

Class IIIA Combustible Liquid: Fl.P. at or above 140°F and below 200°F.

Corrosive

Safety Information

II

6.1(a)

UN 2927

1

R21; R36/38

26-36/37-24/25

UG1575000

Xn

Stable under normal temperatures and pressures.

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.

Oxidizers [Note: Emits toxic oxides of nitrogen and cyanide fumes when heated to decomposition].

Flammable - 2nd degree, Reactive - 1st degree

|Warning|H302 (99.26%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P312, P314, P322, P330, P337+P313, P363, and P501|Aggregated GHS information provided by 136 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P309+P311, P312, P314, P322, P330, P337+P313, P363, P370+P378, P403+P235, P405, and P501

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: No recommendation is made specifying the need for the worker to change clothing after the work shift. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.|Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.]|For more Personal Protective Equipment (PPE) (Complete) data for 3-(DIMETHYLAMINO)-PROPANENITRILE (6 total), please visit the HSDB record page.|(See protection codes)

Flammable liquid when exposed to heat, flame, or oxidizers... .

To fight fire, use foam, carbon dioxide, dry chemical.

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.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|VAPOR WAS THOUGHT TO BE HAZARDOUS & CARE IN HANDLING WAS SUGGESTED.

A skin and eye irritant.

Exposures should be limited to as few workers as possible, while minimizing workplace exposure concentrations with effective work practices and engineering controls. Exposed workers should be carefully monitored for potential disorders of the nervous and genitourinary system. Although substitution is a possible control measure, alternatives to NIAX Catalyst ESN or its components should be evaluated with regard to possible adverse health effects.

Toxicity

LD50 Rat oral 2600 mg/kg|LD50 Mouse iv 180 mg/kg|LD50 Rabbit skin 1410 mg/kg

OSHA ISSUED HEALTH HAZARD ALERT FOR NIAX CATALYST ESN & ITS COMPONENTS DIMETHYLAMINOPROPIONITRILE & BIS(2-(DIMETHYLAMINO)ETHYL)ETHER. CATALYST IS NEUROTOXIC & PRODUCES URINARY BLADDER DYSFUNCTION. EXPOSURE MAY OCCUR BY INHALATION, SKIN ABSORPTION, & INGESTION.|IT IS RECOMMENDED THAT NIAX CATALYST ESN & ITS COMPONENTS DIMETHYLAMINOPROPIONITRILE & BIS(2-DIMETHYLAMINO)ETHYL ETHER & FORMULATIONS CONTAINING EITHER BE HANDLED AS HAZARDOUS MATERIALS, THEY MAY CAUSE URINARY DYSFUNCTION.|NIAX CATALYST ESN (MIXT OF 95% DMAPN/DIMETHYLAMINOPROPRIONITRILE & 5% A-99/BIS-DIMETHYLAMINOETHYL ETHER) WAS CATALYST USED IN PRODUCTION OF POLYURETHANE FOAM WHICH WAS REPORTED TO PRODUCE REVERSIBLE PERIPHERAL NEUROPATHY IN WORKERS EXPOSED TO IT.

Drug Information

Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact Symptoms: Irritation eyes, skin; urinary disturbance; neurological disorders; pins & needles in hands & feet; muscle weakness, lassitude (weakness, exhaustion), nausea, vomiting; decreased nerve conduction in lower legs Target Organs: Eyes, skin, central nervous system, urinary tract (NIOSH, 2016)

Eye: If this chemical contacts the eyes, immediately wash the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Contact lenses should not be worn when working with this chemical. Skin: If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water. Get medical attention promptly. Breathing: If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform mouth-to-mouth resuscitation. Keep the affected person warm and at rest. Get medical attention as soon as possible. Swallow: If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2016)|(See procedures)

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency & assist ventilation if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Administer amyl nitrite ampules as per protocol & physician order ... . Monitor for shock & treat if necessary ... . Monitor for pulmonary edema & treat if necessary ... . Anticipate seizures & 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 & administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, & does not drool ... . /Cyanide and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer cyanide antidote kit as per protocol and physician order ... . Monitor and treat cardiac arrhythmias if necessary ... . Consider vasopressors to treat hypotension without signs of hypovolemia ... . Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Cyanide and related compounds/

EPIDEMIC OF URINARY RETENTION AMONG WORKERS IN POLYURETHANE MFR DISCOVERED, SURVEY DISCLOSED INCR INCIDENCE OF MUSCLE WEAKNESS, PARESTHESIA, INSOMNIA, SEXUAL DYSFUNCTION, NEUROGENIC BLADDERS. CATALYST CONTAINING DIMETHYLAMINOPROPIONITRILE WAS IDENTIFIED AS CAUSATIVE AGENT.|NEUROGENIC BLADDER DYSFUNCTION, CHARACTERIZED BY HESITANCY, NEED TO STRAIN, DECR STREAM, & INCR DURATION OF URINATION, DEVELOPED IN 63% OF EMPLOYEES WORKING IN MFR OF POLYURETHANE FOAM EXPOSED TO DIMETHYLAMINOPROPIONITRILE.|... Many workers /employed in the manufacture of polyurethane foam/ experienced symptoms of sexual dysfunction, incl impotence & difficulty with ejaculation. A mild sensory peripheral neuropathy was seen in a few persons & was confirmed by abnormal sensory nerve conduction testing. In one of the plants, a large number of workers also experienced CNS symptoms, incl insomnia, irritability, & impaired intellectual function. follow-up studies revealed persistence of signs & symptoms of bladder dysfunction in a small % of workers 2 yr after the initial outbreak.|ONSET OF NEUROLOGICAL DYSFUNCTION COINCIDED WITH INTRODUCTION OF CATALYST DMAPN, & MONTHLY CASE RATES INCR AS USE INCR. OUTBREAK CEASED ABRUPTLY WHEN USE STOPPED. DMAPN IS UNIQUE IN PRODUCING URINARY SYMPTOMS MORE FREQUENTLY THAN LIMB SYMPTOMS.

dimethylaminopropionitrile

inhalation, skin absorption, ingestion, skin and/or eye contact

irritation eyes, skin; urinary disturbance; neurological disorders; pins & needles in hands & feet; muscle weak, lassitude (weakness, exhaustion), nausea, vomiting; decreased nerve conduction in lower legs

Eyes, skin, central nervous system, urinary tract

Dimethylaminopropionitrile Use and Manufacturing

Uses

NIAX CATALYST ESN (MIXT OF 95% DMAPN/DIMETHYLAMINOPROPIONITRILE & 5% A-99/BIS-DIMETHYLAMINOETHYL ETHER) WAS CATALYST USED IN PRODUCTION OF POLYURETHANE FOAM.|Use as a polymerization stimulator in the production of polyacrylamide gels

Production

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS|(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Propanenitrile, 3-(dimethylamino)-: ACTIVE

Fire Hazards -> Flammable - 2nd degree, Reactive - 1st degree

Computed Properties

Molecular Weight:98.15
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:98.084398327
Monoisotopic Mass:98.084398327
Topological Polar Surface Area:27
Heavy Atom Count:7
Complexity:77.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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