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Methylhydrazine

Methylhydrazine Basic information
Product Name:Methylhydrazine
Synonyms:1-Methylhydrazine;CH3NHNH2;HydraZine,methyl-;Hydrazinomethane;Hydrazomethane;2-Methylhydrazine;Methylhydrazine,98%;Methylhydrazine
CAS:60-34-4
MF:CH6N2
MW:46.07
EINECS:200-471-4
Product Categories:Hydrazines;Nitrogen Compounds;Organic Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;BUILDING BLOCKS;Aliphatics;Pharmaceutical Intermediate;Pharmaceutical intermediates;raw materials
Mol File:60-34-4.mol
Methylhydrazine Structure
Methylhydrazine Chemical Properties
Melting point -21 °C
Boiling point 88-90 °C(lit.)
density 0.875 g/mL at 20 °C(lit.)
vapor density 1.6 (vs air)
vapor pressure 37.5 mm Hg ( 20 °C)
refractive index n20/D 1.4325(lit.)
Fp 70 °F
storage temp. Flammables area
solubility Soluble in alcohol and ether (Weast, 1986)
pka8.84±0.70(Predicted)
form liquid
color colorless to pale yellow
explosive limit97%
Water Solubility soluble
Merck 13,6109
BRN 635645
Exposure limitsPotential occupational carcinogen. NIOSH REL: 2-h ceiling 0.04 ppm (0.08 mg/m3), IDLH 20 ppm; OSHA PEL: ceiling 0.2 ppm (0.35 mg/m3); ACGIH TLV: TWA 0.01 ppm (adopted).
Stability:Stable. Flammable. Hygroscopic. Incompatible with strong oxidizing agents, copper, iron and their alloys.
CAS DataBase Reference60-34-4(CAS DataBase Reference)
NIST Chemistry ReferenceHydrazine, methyl-(60-34-4)
EPA Substance Registry SystemMethyl hydrazine (60-34-4)
Safety Information
Hazard Codes F,T+,N,T
Risk Statements 11-24/25-26-34-40-51/53-45-23/24/25-50/53
Safety Statements 16-26-28-36/37/39-45-60-53-24/25-61
RIDADR UN 1244 6.1/PG 1
WGK Germany 3
RTECS MV5600000
Autoignition Temperature385 °F
HazardClass 6.1(a)
PackingGroup I
HS Code 29280000
Hazardous Substances Data60-34-4(Hazardous Substances Data)
ToxicityLD50 orally in mice, rats: 33.0, 32.5 mg/kg (Witkin); orally in rats: 70.7 mg/kg (Gregory)
MSDS Information
ProviderLanguage
1-Methylhydrazine English
SigmaAldrich English
Methylhydrazine Usage And Synthesis
DescriptionMethyl hydrazine, CH3NHNH2, is a colorless, hygroscopic liquid with an ammonia-like odor. It is soluble in water, with a specific gravity of 0.87, which is lighter than water. Methyl hydrazine is toxic by inhalation and ingestion, and is a suspected human carcinogen. The TLV ceiling is 0.2 ppm in air, and the IDLH is 50 ppm. The target organs are the central nervous system, respiratory system, liver, blood, eyes, and cardiovascular system. The four-digit UN identification number is 1244. The NFPA 704 designation is health 4, flammability 3, and reactivity 2. The primary uses are as a missile propellant and a solvent.
Chemical Propertiescolourless liquid with an ammonia-like odour
Chemical PropertiesMethyl hydrazine is a fuming, colorless liquid with an ammonia-like odor. The odor threshold is 1.31.7 ppm.
Physical propertiesFuming, clear, colorless liquid with an ammonia-like odor. Odor threshold concentrations ranged from 1 to 3 ppm (quoted, Keith and Walters, 1992).
UsesMethylhydrazine is used in missile propellants and as a solvent and chemical intermediate.
UsesRocket fuel; solvent; chemical intermediate
UsesMissile propellant, intermediate, solvent.
Production MethodsMethylhydrazine ignites spontaneously on contact with strong oxidizing agents. It is prepared commercially from the reaction of monochloroamine and monomethylamine.
Air & Water ReactionsHighly flammable. Often ignites spontaneously. Exposure to air on a large surface may result in spontaneous ignition [Def. Res. and Eng. 27. 1963]. Water soluble. Solutions are highly alkaline and generate heat when water is added.
Reactivity ProfileMethylhydrazine is a powerful reducing agent. Ignites upon contact with oxidizing agents i.e. dinitrogen tetraoxide, hydrogen peroxide [Hawley]. Water used to extinguish a fire may cause pollution and should be diked for later disposal. Gives basic solutions with water that generate heat when water is added.
HazardFlammable, dangerous fire risk, vapors mayexplode, may self-ignite in air and on contact withoxidizing agents. Toxic by ingestion and inhalation.Eye and upper respiratory tract irritant, lung cancerand liver damage. Possible carcinogen.
Health HazardMethyl hydrazine vapors are extremely toxic and the liquid is corrosive to skin. Methyl hydrazine is the strongest convulsant and the most toxic of methyl-substituted hydrazine derivatives. It is more toxic than hydrazine. At high doses, it is a strong central nervous system poison that can lead to convulsions and death. Skin rash may be aggravated by skin exposure.
Fire HazardExtremely flammable; ignites spontaneously under almost all normal temperature conditions. Water used to extinguish a fire may cause pollution and should be diked for later disposal. Water may be ineffective in extinguishing fires due to the chemical's low flash point. Because of the wide flammability limits, low flash point, and reignition hazard, dry chemicals, carbon dioxide, water spray, and foam may not be as effective as water dilution of fire area. The vapor is heavier than air; thus Methylhydrazine may accumulate sufficiently to flash back. Methylhydrazine fires produce irritating nitrogen oxides. Ignites spontaneously in air when in contact with porous materials (e.g., earth, asbestos, wood, or cloth). Also ignites spontaneously on contact with strong oxidizing agents (e.g., fluorine, chlorine trifluoride, fuming nitric acid, and nitrogen tetroxide). Heat or flame should be avoided because chemical is extremely flammable and explosive.
Safety ProfileSuspected carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by inhalation, ingestion, skin contact, intraperitoneal, subcutaneous, and intravenous routes. Experimental reproductive effects. Human mutation data reported. Corrosive to skin, eyes and mucous membranes. May self-ignite in air. Very dangerous fire hazard when exposed to heat or flame. To fight fire, use alcohol foam, CO2, dry chemical. Explosive in the form of vapor when exposed to heat or flame. A powerful reducing agent. It is hypergolic with many oxidants (e.g., dinitrogen tetraoxide and hydrogen peroxide). When heated to decomposition it emits toxic fumes of NOx.
Potential ExposureMMH has been used as the propellant in liquid propellant rockets; it is also used as a solvent and as an organic intermediate.
CarcinogenicityThe carcinogenicity of methylhydrazine has been extensively investigated. In two studies, no compound-related increase in tumor incidence was observed in mice treated orally with methylhydrazine . In other studies, methylhydrazine produced lung tumors in mice and malignant histiocytoma of the liver and cecal tumors in hamsters when administered in drinking water at concentrations of 0.01%. Potential carcinogenicity from vapor exposure to methylhydrazine was also investigated in rats, dogs, hamsters, and mice. Exposures to methylhydrazine at concentrations of 0.02 ppm (rats and mice only) and 0.2, 2, and 5 ppm (rats and hamsters only)were conducted for 6 h/day, 5 days/week, for a year, followed by observation for 1 year.
SourceRocket fuel; solvent; intermediate; organic synthesis.
Environmental fateBiological. It was suggested that the rapid disappearance of methylhydrazine in sterile and nonsterile soil (Arrendondo fine sand) under aerobic conditions was due to chemical oxidation. Although the oxidation product was not identified, it biodegraded to carbon dioxide in the nonsterile soil. The oxidation product did not degrade in the sterile soil (Ou and Street, 1988).
ShippingUN1244 Methylhydrazine, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, 8-Corrosive material, Inhalation Hazard Zone A
Purification MethodsDry with BaO, then distil it in a vacuum. Store it under nitrogen. [Beilstein 4 IV 3322.]
IncompatibilitiesMay form explosive mixture with air. Methyl hydrazine is a highly reactive reducing agent and a medium strong base. May explode if heated. Violent reaction with strong oxidizers, such as fluorine, chlorine, combustibles, nitric acid; hydrogen peroxide. Incompatible with acids, alcohols, glycols, isocyanates, phenols, cresols; porous materials, such as earth, asbestos, wood and cloth. Oxides of iron or copper, manganese, lead, copper or their alloys can lead to fire and explosions. Attacks cork, some plastics, coatings and rubber.
Waste DisposalConsult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. There are 2 alternatives: Dilute with water, neutralize with sulfuric acid, then flush to sewer with large volumes of water or incinerate with added flammable solvent in furnace equipped with afterburner and alkaline scrubber.
Methylhydrazine Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Ammonia-->Chlorine-->Dimethyl sulfate-->Methylamine-->Chloramine-T-->Methylhydrazine sulfate-->BENZALDEHYDE AZINE
Preparation Products5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-AMINE-->1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->4-CHLORO-1,3-DIMETHYLPYRAZOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID-->1-METHYL-3-PHENYL-1H-PYRAZOLE-5-CARBALDEHYDE-->1-METHYL-3-PROPYL-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER-->4-BROMO-1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->Procarbazine hydrochloride-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBALDEHYDE-->1,5-DIMETHYL-1H-PYRAZOLE-3-CARBONYL CHLORIDE-->Antipyrine-->4-Bromo-1,3,5-trimethyl-1H-pyrazole-->1-METHYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->1-METHYL-5-(1H-PYRROL-1-YL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->1,3,5-Trimethylpyrazole-->1-METHYL-4-NITRO-3-PROPYL-1H-PYRAZOLE-5-CARBOXYLIC ACID-->ETHYL 1-METHYL-5-(1H-PYRROL-1-YL)-1H-PYRAZOLE-4-CARBOXYLATE-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBONITRILE-->ETHYL 2-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE-->(5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANAMINE-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBONYL CHLORIDE-->1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLIC ACID-->1-Methyl-5-propyl-1H-pyrazole-3-carboxylic acid amide ,97%-->1-Methyl-3-propyl-1H-pyrazole-5-carboxamide ,97%-->1-Methyl-3-propyl-1H-pyrazole-5-carbohydrazide ,97%-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-->(5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBOXAMIDE-->Azimsulfuron-->1,3-DIMETHYL-1H-THIENO[2,3-C]PYRAZOLE-5-CARBOXYLIC ACID-->1-METHYL-3-PROPYLPYRAZOLE-5-CARBOXYLIC ACID-->ETHYL 1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLATE-->3-ETHYL-1-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER-->1,4,6-Trimethyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine ,97%-->1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID-->5-Chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde
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