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60-34-4

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Basic Information
CAS No.: 60-34-4
Name: Methylhydrazine
Article Data: 65
Molecular Structure:
Molecular Structure of 60-34-4 (Methylhydrazine)
Formula: CH6N2
Molecular Weight: 46.072
Synonyms: MMH;Monomethylhydrazine;
EINECS: 200-471-4
Density: 0.8 g/cm3
Melting Point: -21 °C
Boiling Point: 87.5 °C at 760 mmHg
Flash Point: 21.1 °C
Solubility: Soluble in water
Appearance: colourless liquid with an ammonia-like odour
Hazard Symbols: FlammableF, VeryT+, DangerousN, ToxicT
Risk Codes: 11-24/25-26-34-40-51/53-45-23/24/25
Safety: 16-26-28-36/37/39-45-60-53-24/25
Transport Information: UN 1244 6.1/PG 1
PSA: 38.05000
LogP: 0.17070
Synthetic route
67-56-1

methanol

60-34-4

methylhydrazine

Conditions
ConditionsYield
With sodium tosylate; hydrazine hydrate; sodium hydrogensulfite at 75℃; for 4h; Temperature; Autoclave;98.2%
With hydrazine hydro-chloride In water at 80 - 90℃; under 2250.23 - 3000.3 Torr; for 4h; Sealed tube;40%
Stage #1: methanol With hydrazine dihydrochloride; hydrazine hydrochloride In water at 110℃; under 3000.3 Torr;
Stage #2: With ethanolamine In water at 103 - 150℃;
5756-69-4

3-hydroxy-3-methyl-1-phenyl-1-triazene

A

62-53-3

aniline

B

60-34-4

methylhydrazine

Conditions
ConditionsYield
With sodium acetate In methanol; water for 24h; Electrolysis;A 81.45%
B 78.02%
74-87-3

methylene chloride

60-34-4

methylhydrazine

Conditions
ConditionsYield
With hydrogenchloride; hydrazine hydrate In ethanol at 73℃; for 2.3h; Concentration; Temperature;39.2%
Stage #1: methylene chloride With hydrazine hydrate at 80℃; under 3000.3 Torr;
Stage #2: With ethanolamine at 90℃; Product distribution / selectivity;
With hydrogenchloride; hydrazine hydrate In water at 85℃;99.3 g
60-34-4

methylhydrazine

Conditions
ConditionsYield
With sodium amalgam; ethanol
1483-24-5

1-methyl-1-benzoylhydrazine

A

21150-15-2

N,N'-dibenzoyl-N-methyl-hydrazine

B

60-34-4

methylhydrazine

584-13-4

4-amino-1,2,4-triazole

60-34-4

methylhydrazine

Conditions
ConditionsYield
With acetic acid; zinc

N-methyl-hydrazidosulfuric acid

60-34-4

methylhydrazine

Conditions
ConditionsYield
With hydrogenchloride
67-66-3

chloroform

B

60-34-4

methylhydrazine

Conditions
ConditionsYield
With potassium hydroxide; ethanol; hydrazine
With potassium hydroxide; hydrazine
4143-42-4

(Z)-azomethane

A

50-00-0

formaldehyd

B

60-34-4

methylhydrazine

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride
684-93-5

1-methyl-1-nitrosourea

60-34-4

methylhydrazine

Conditions
ConditionsYield
With water; acetic acid; zinc ueber mehrere Stufen;
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Consensus Reports

Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Standards and Recommendations

OSHA PEL: CL 0.2 ppm (skin)
ACGIH TLV: TWA 0.01 ppm (skin); Suspected Human Carcinogen
NIOSH REL: CL 0.08 mg/m3/2H
DOT Classification:  6.1; Label: Poison, Flammable Liquid, Corrosive

Analytical Methods

For occupational chemical analysis use NIOSH: Monomethylhydrazine S149.

Specification

The Methyl hydrazine, with the cas registry number 60-34-4, is a kind of colorless liquid with an ammonia-like odour. Being a kind of flammable chemical, this is soluble in ethanol and other solvents and is incompatible with strong oxidizing agents, copper, iron and their alloys. And its product categories are including Aliphatics; Pharmaceutical Intermediate; Hydrazines; Nitrogen Compounds; Organic Building Blocks. When store it, keep it in a dry, cool, and well-ventilated place. Its preparation method is to react methylamine and chloramines (NH2Cl) to get products: CH3NH2 + NH2Cl → CH3NHNH2 + HCl.

The characteristics of this chemical are as follows: (1)ACD/LogP: -1.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.97; (4)ACD/LogD (pH 7.4): -2.55; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 6.48; (13)Index of Refraction: 1.395; (14)Molar Refractivity: 13.81 cm3; (15)Molar Volume: 57.5 cm3; (16)Polarizability: 5.47 ×10-24 cm3; (17)Surface Tension: 25.2 dyne/cm; (18)Density: 0.8 g/cm3; (19)Flash Point: 21.1 °C; (20)Enthalpy of Vaporization: 36.12 kJ/mol; (21)Boiling Point: 87.5 °C at 760 mmHg; (22)Vapour Pressure: 63.6 mmHg at 25°C; (23)Exact Mass: 46.053098; (24)MonoIsotopic Mass: 46.053098; (25)Topological Polar Surface Area: 38; (26)Heavy Atom Count: 3; (27)Formal Charge: 0; (28)Complexity: 2.8.

Use of this chemical: Methyl hydrazine could react with pyrazine-2-carboxylic acid methyl ester to produce pyrazine-2-carboxylic acid-(N'-methyl-hydrazide), with the following condition: solvent: ethanol; yield: 81.1 %; other condition: Heating.

As to its usage, it is widely applied in many ways. It could be used as the intermediate of herbicide Pyrazosulfuron-ethyl, acaricide Fenpyroximate and Tebufenpyrad; It could also be used in organic synthesis.
 
People should be careful while dealing with this chemical. For one thing, it is very toxic which may at very low levels cause damage to health. If by inhalation, in contact with skin or if swallowed, it will be very dangerous. And with limited evidence of a carcinogenic effectits, it may cause cancer. For another thing, it is dangerous for the environment which may present an immediate or delayed danger to one or more components of the environment. Being toxic to aquatic organisms, it may cause long-term adverse effects in the aquatic environment. In addition, it is highly flammable chemical, and it may catch fire in contact with air, only needing brief contact with an ignition source with a very low flash point.
 
Therefore, people should take the following instructions. Wear suitable protective clothing, gloves and eye/face protection, and remember to avoid contacting with skin and eyes. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice; If in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). And after contacting with skin, wash immediately with plenty of ... (to be specified by the manufacturer). Besides , when keeping this chemical, please be sure that this material and its container must be disposed of as hazardous waste, keeping away from sources of ignition - No smoking.   

You could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: CNN
(2)InChI: InChI=1S/CH6N2/c1-3-2/h3H,2H2,1H3
(3)InChIKey: HDZGCSFEDULWCS-UHFFFAOYSA-N

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LC50 inhalation 96ppm/1H (96ppm)   American Industrial Hygiene Association Journal. Vol. 31, Pg. 667, 1970.
 
dog LD50 intravenous 12mg/kg (12mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN Proceedings of the Society for Experimental Biology and Medicine. Vol. 131, Pg. 226, 1969.
 
guinea pig LC50 inhalation 270mg/m3/4H (270mg/m3) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

LIVER: LIVER FUNCTION TESTS IMPAIRED

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 163, 1999.
guinea pig LD50 skin 48mg/kg (48mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN Proceedings of the Society for Experimental Biology and Medicine. Vol. 131, Pg. 226, 1969.
 
hamster LC50 inhalation 143ppm/4H (143ppm) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD AMA Archives of Industrial Health. Vol. 12, Pg. 609, 1955.
hamster LD50 intraperitoneal 21mg/kg (21mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
hamster LD50 oral 22mg/kg (22mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
hamster LD50 skin 239mg/kg (239mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
monkey LC50 inhalation 82ppm/1H (82ppm) SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
American Industrial Hygiene Association Journal. Vol. 31, Pg. 667, 1970.
 
mouse LC50 inhalation 56ppm/4H (56ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
AMA Archives of Industrial Health. Vol. 12, Pg. 609, 1955.
mouse LD50 intraperitoneal 15mg/kg (15mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Proceedings of the Society for Experimental Biology and Medicine. Vol. 124, Pg. 172, 1967.
 
mouse LD50 intravenous 33200ug/kg (33.2mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 24, Pg. 71, 1973.
mouse LD50 oral 29mg/kg (29mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
National Technical Information Service. Vol. AD-A125-539,
mouse LD50 subcutaneous 25mg/kg (25mg/kg)   British Journal of Cancer. Vol. 30, Pg. 429, 1974.
 
rabbit LD50 intravenous 12mg/kg (12mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN Proceedings of the Society for Experimental Biology and Medicine. Vol. 131, Pg. 226, 1969.
 
rabbit LD50 skin 95mg/kg (95mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN Proceedings of the Society for Experimental Biology and Medicine. Vol. 131, Pg. 226, 1969.
 
rat LC50 inhalation 34ppm/4H (34ppm)   Aerospace Medical Research Laboratory Report. Vol. TR-67-137, Pg. 1967,
rat LD50 intraperitoneal 21mg/kg (21mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
rat LD50 intravenous 17mg/kg (17mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
rat LD50 oral 32mg/kg (32mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD U.S. Army Chemical Warfare Laboratories. Vol. CWL,
rat LD50 skin 183mg/kg (183mg/kg)   Clinical Toxicology. Vol. 4, Pg. 435, 1971.
 
rat LD50 subcutaneous 35mg/kg (35mg/kg)   British Journal of Cancer. Vol. 30, Pg. 429, 1974.