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60-34-4

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60-34-4 Usage

Description

Methyl 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 Properties

Different sources of media describe the Chemical Properties of 60-34-4 differently. You can refer to the following data:
1. colourless liquid with an ammonia-like odour
2. Methyl hydrazine is a fuming, colorless liquid with an ammonia-like odor. The odor threshold is 1.31.7 ppm.

Physical properties

Fuming, clear, colorless liquid with an ammonia-like odor. Odor threshold concentrations ranged from 1 to 3 ppm (quoted, Keith and Walters, 1992).

Uses

Different sources of media describe the Uses of 60-34-4 differently. You can refer to the following data:
1. Methylhydrazine is used in missile propellants and as a solvent and chemical intermediate.
2. Rocket fuel; solvent; chemical intermediate
3. Missile propellant, intermediate, solvent.

Production Methods

Methylhydrazine ignites spontaneously on contact with strong oxidizing agents. It is prepared commercially from the reaction of monochloroamine and monomethylamine.

Air & Water Reactions

Highly 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 Profile

Methylhydrazine 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.

Hazard

Flammable, 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 Hazard

Methyl 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 Hazard

Extremely 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 Profile

Suspected 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 Exposure

MMH has been used as the propellant in liquid propellant rockets; it is also used as a solvent and as an organic intermediate.

Carcinogenicity

The 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.

Source

Rocket fuel; solvent; intermediate; organic synthesis.

Environmental fate

Biological. 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).

Shipping

UN1244 Methylhydrazine, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, 8-Corrosive material, Inhalation Hazard Zone A

Purification Methods

Dry with BaO, then distil it in a vacuum. Store it under nitrogen. [Beilstein 4 IV 3322.]

Incompatibilities

May 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 Disposal

Consult 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.

Check Digit Verification of cas no

The CAS Registry Mumber 60-34-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 0 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 60-34:
(4*6)+(3*0)+(2*3)+(1*4)=34
34 % 10 = 4
So 60-34-4 is a valid CAS Registry Number.
InChI:InChI=1/CH6N2/c1-3-2/h3H,2H2,1H3

60-34-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Methylhydrazine

1.2 Other means of identification

Product number -
Other names HydraZine,methyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Methylhydrazine is primarily used as a high-energy fuel in military applications, as a rocket propellant and fuel for thrusters, and as fuel for small electrical power generating units. Methylhydrazine is also used as a chemical intermediate and as a solvent.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:60-34-4 SDS

60-34-4Synthetic route

methanol
67-56-1

methanol

methylhydrazine
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℃;
3-hydroxy-3-methyl-1-phenyl-1-triazene
5756-69-4

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

A

aniline
62-53-3

aniline

B

methylhydrazine
60-34-4

methylhydrazine

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

methylene chloride

methylhydrazine
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
methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With sodium amalgam; ethanol
1-methyl-1-benzoylhydrazine
1483-24-5

1-methyl-1-benzoylhydrazine

A

N,N'-dibenzoyl-N-methyl-hydrazine
21150-15-2

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

B

methylhydrazine
60-34-4

methylhydrazine

4-amino-1,2,4-triazole
584-13-4

4-amino-1,2,4-triazole

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With acetic acid; zinc
N-methyl-hydrazidosulfuric acid

N-methyl-hydrazidosulfuric acid

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With hydrogenchloride
chloroform
67-66-3

chloroform

B

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With potassium hydroxide; ethanol; hydrazine
With potassium hydroxide; hydrazine
(Z)-azomethane
4143-42-4

(Z)-azomethane

A

formaldehyd
50-00-0

formaldehyd

B

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride
1-methyl-1-nitrosourea
684-93-5

1-methyl-1-nitrosourea

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With water; acetic acid; zinc ueber mehrere Stufen;
dimethyl sulfate
77-78-1

dimethyl sulfate

benzaldehyde benzylidenehydrazone
28867-76-7

benzaldehyde benzylidenehydrazone

A

(E,E)-dibenzylidenehydrazine; compound with dimethyl sulfate

(E,E)-dibenzylidenehydrazine; compound with dimethyl sulfate

B

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With benzene
methylamine
74-89-5

methylamine

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With sulfoperamic acid; water
With chloroamine
With sodium hydroxide; chloroamine In water at 25℃;
With chloroamine
With sodium hydroxide; sulfoperamic acid
methyl iodide
74-88-4

methyl iodide

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With water; hydrazine hydrate
N-isopropylhydrazine
2257-52-5

N-isopropylhydrazine

5-methylene-3,4,4-trimethyl-1-phenyl-2-pyrazoline
107590-20-5

5-methylene-3,4,4-trimethyl-1-phenyl-2-pyrazoline

A

1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline
107535-59-1

1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline

B

1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline
107590-19-2

1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline

C

methylhydrazine
60-34-4

methylhydrazine

5-hydrazinomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol
30090-45-0

5-hydrazinomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol

A

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one
1210-35-1

10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one

B

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
In chlorobenzene for 24h; Heating;
at 200℃; Product distribution; reflux in chlorobenzene, 24 h.;
N-Nitroso-N-methylmethoxymethylamine
39885-14-8

N-Nitroso-N-methylmethoxymethylamine

A

methanol
67-56-1

methanol

B

dimethyl amine
124-40-3

dimethyl amine

C

methylhydrazine
60-34-4

methylhydrazine

D

methylamine
74-89-5

methylamine

Conditions
ConditionsYield
With hydrogenchloride; zinc In water Product distribution; Ambient temperature;A 96 % Chromat.
B 71 % Chromat.
C 1 % Chromat.
D 28 % Chromat.
With aluminum amalgam In water Product distribution; Ambient temperature;A 102 % Chromat.
B 40 % Chromat.
C 24 % Chromat.
D 48 % Chromat.
With potassium hydroxide; aluminium In water Product distribution; Ambient temperature;A 109 % Chromat.
B 25 % Chromat.
C 35 % Chromat.
D 54 % Chromat.
N-Nitroso-N-methylmethoxymethylamine
39885-14-8

N-Nitroso-N-methylmethoxymethylamine

A

methanol
67-56-1

methanol

B

methylhydrazine
60-34-4

methylhydrazine

C

methylamine
74-89-5

methylamine

Conditions
ConditionsYield
With titanium(III) chloride In water Product distribution; Ambient temperature;A 110 % Chromat.
B 100 % Chromat.
C 30 % Chromat.
N-isopropylidene-N'-methylhydrazine
5771-02-8

N-isopropylidene-N'-methylhydrazine

mesitylenesulfonylhydroxylamine
36016-40-7

mesitylenesulfonylhydroxylamine

A

acetone O-(2,4,6-trimethylphenylsulfonyl)oxime
81549-07-7

acetone O-(2,4,6-trimethylphenylsulfonyl)oxime

B

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With triethylamine 1.) ether, 1 h, RT, 2.) ether; Yield given. Multistep reaction;
phenylhydrazine
100-63-0

phenylhydrazine

A

1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline
107535-59-1

1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline

B

1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline
107590-19-2

1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline

C

methylhydrazine
60-34-4

methylhydrazine

N-Methylurea
598-50-5

N-Methylurea

A

methanol
67-56-1

methanol

B

formaldehyde monomethylhydrazone
36214-48-9

formaldehyde monomethylhydrazone

C

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

D

methylhydrazine
60-34-4

methylhydrazine

E

1-methyltriazane

1-methyltriazane

F

2,3,4-triaza penta-1,3-diene

2,3,4-triaza penta-1,3-diene

Conditions
ConditionsYield
With chloroamine In diethyl ether; water for 5h; Product distribution; Mechanism; other solvent, exposition;
ethanol
64-17-5

ethanol

sodium amalgam

sodium amalgam

methylhydrazine
60-34-4

methylhydrazine

4-amino-1,2,4-triazole
584-13-4

4-amino-1,2,4-triazole

acetic acid
64-19-7

acetic acid

zinc

zinc

methylhydrazine
60-34-4

methylhydrazine

1,3,5-trinitro-<1,3,5>triazine

1,3,5-trinitro-<1,3,5>triazine

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With sodium hydroxide; zinc
hydrochloride of hydrazinecarboxylic acid methyl ester

hydrochloride of hydrazinecarboxylic acid methyl ester

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
at 150 - 160℃;
methylamine
74-89-5

methylamine

O-amino-sulfuric acid

O-amino-sulfuric acid

methylhydrazine
60-34-4

methylhydrazine

sodium methyl isodiazotate

sodium methyl isodiazotate

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
With aluminium durch Reduktion in alkal. Loesung;
methylamine
74-89-5

methylamine

sulfoperamic acid

sulfoperamic acid

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
at 100℃; durch aequivalente Mengen Sulfoperamidsaeure; zu 43-46prozent in Methylhydrazin uebergefuehrt;
methylamine
74-89-5

methylamine

diluted NaOH-solution

diluted NaOH-solution

sulfoperamic acid

sulfoperamic acid

methylhydrazine
60-34-4

methylhydrazine

Conditions
ConditionsYield
at 100℃; durch aequivalente Mengen Sulfoperamidsaeure; erhaelt man in einer Ausbeute von 65prozent Methylhydrazin;
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

A

methylhydrazine
60-34-4

methylhydrazine

B

CH, CN

CH, CN

Conditions
ConditionsYield
With O(3P) under 2.02516E-08 Torr; emission of collisions product;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methylhydrazine
60-34-4

methylhydrazine

1-methyl-1-tert-butoxycarbonylhydrazine
21075-83-2

1-methyl-1-tert-butoxycarbonylhydrazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 0 - 20℃; for 3h;100%
In dichloromethane at 0 - 20℃; for 3h;100%
In dichloromethane97%
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
115975-33-2

N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine

methylhydrazine
60-34-4

methylhydrazine

2,2,2-Trifluoro-1-(2-methyl-3-trifluoromethyl-2H-benzo[g]indazol-5-yl)-ethanone
129602-64-8

2,2,2-Trifluoro-1-(2-methyl-3-trifluoromethyl-2H-benzo[g]indazol-5-yl)-ethanone

Conditions
ConditionsYield
In chloroform for 18h; Heating;100%
3-benzoyl-2-chloro-pyridine
80099-81-6

3-benzoyl-2-chloro-pyridine

methylhydrazine
60-34-4

methylhydrazine

1-methyl-3-phenyl-pyrazolo<3,4-b>pyridine
116834-95-8

1-methyl-3-phenyl-pyrazolo<3,4-b>pyridine

Conditions
ConditionsYield
In ethanol for 10h; Heating;100%
N1-2-(2-hydroxybenzoyl)vinyl-N1-methylhydrazine
123532-14-9

N1-2-(2-hydroxybenzoyl)vinyl-N1-methylhydrazine

methylhydrazine
60-34-4

methylhydrazine

3-(2-hydroxyphenyl)-1-methyl-1H-pyrazole
123532-18-3

3-(2-hydroxyphenyl)-1-methyl-1H-pyrazole

Conditions
ConditionsYield
In ethanol for 48h;100%
methylhydrazine
60-34-4

methylhydrazine

N1-2-(2-hydroxy-5-methylbenzoyl)vinyl-N1-methylhydrazine
123532-15-0

N1-2-(2-hydroxy-5-methylbenzoyl)vinyl-N1-methylhydrazine

3-(2'-hydroxy-5'-methylphenyl)-1-methylpyrazole

3-(2'-hydroxy-5'-methylphenyl)-1-methylpyrazole

Conditions
ConditionsYield
In ethanol for 48h;100%
methylhydrazine
60-34-4

methylhydrazine

N1-2-(2-hydroxy-3-methylbenzoyl)vinyl-N1-methylhydrazine
123532-16-1

N1-2-(2-hydroxy-3-methylbenzoyl)vinyl-N1-methylhydrazine

3-(2-hydroxy-3-methylphenyl)-1-methylpyrazole
123532-20-7

3-(2-hydroxy-3-methylphenyl)-1-methylpyrazole

Conditions
ConditionsYield
In ethanol for 48h;100%
methylhydrazine
60-34-4

methylhydrazine

ethyl 4-methyl-3-oxo-pentanoate
7152-15-0

ethyl 4-methyl-3-oxo-pentanoate

4,5-dihydro-1-methyl-3-isopropyl-5H-pyrazol-5-one
31272-05-6

4,5-dihydro-1-methyl-3-isopropyl-5H-pyrazol-5-one

Conditions
ConditionsYield
In tetrahydrofuran; ethanol at 0℃; for 36h; Inert atmosphere; Reflux;100%
In ethanol for 18h; Heating;99%
butyraldehyde
123-72-8

butyraldehyde

methylhydrazine
60-34-4

methylhydrazine

N-butylidene-N'-methyl-hydrazine

N-butylidene-N'-methyl-hydrazine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane Condensation;100%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

methylhydrazine
60-34-4

methylhydrazine

4,6-bis(1-methylhydrazino)pyrimidine
618428-20-9

4,6-bis(1-methylhydrazino)pyrimidine

Conditions
ConditionsYield
for 2h; Heating;100%
for 2h; Inert atmosphere; Reflux;86%
Reflux; Inert atmosphere;
methylhydrazine
60-34-4

methylhydrazine

2-(4-methylphenyl)-4,6-dichloropyrimidine
21139-61-7

2-(4-methylphenyl)-4,6-dichloropyrimidine

4,6-bis(1-methylhydrazino)-2-(1-methylphenyl)pyrimidine
618428-24-3

4,6-bis(1-methylhydrazino)-2-(1-methylphenyl)pyrimidine

Conditions
ConditionsYield
for 2h; Heating;100%
3-amino-2-cyano-acrylic acid ethyl ester
38109-77-2

3-amino-2-cyano-acrylic acid ethyl ester

methylhydrazine
60-34-4

methylhydrazine

ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate
31037-02-2

ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
at 80℃;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

methylhydrazine
60-34-4

methylhydrazine

1,3-dimethyl-5-pyrazolone
2749-59-9

1,3-dimethyl-5-pyrazolone

Conditions
ConditionsYield
100%
In ethanol at 0 - 60℃; for 16h; Inert atmosphere;100%
at 40℃;100%
methylhydrazine
60-34-4

methylhydrazine

(2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate
641571-44-0

(2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine
915023-63-1

2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine

Conditions
ConditionsYield
In tetrahydrofuran at 45℃; for 0.0833333h;100%
With TEA In tetrahydrofuran at 20℃; for 8h;
methylhydrazine
60-34-4

methylhydrazine

2-anthracen-9-yl-4,6-dichloropyrimidine
167412-38-6

2-anthracen-9-yl-4,6-dichloropyrimidine

2-(9-anthracenyl)-4,6-bis(1-methylhydrazino)pyrimidine

2-(9-anthracenyl)-4,6-bis(1-methylhydrazino)pyrimidine

Conditions
ConditionsYield
for 2h; Heating;100%
2-chloro-3-octadecyloxy-pyridine
905599-19-1

2-chloro-3-octadecyloxy-pyridine

methylhydrazine
60-34-4

methylhydrazine

2-(1-methylhydrazino)-3-octadecyloxypyridine
905599-10-2

2-(1-methylhydrazino)-3-octadecyloxypyridine

Conditions
ConditionsYield
for 26h; Heating;100%
methylhydrazine
60-34-4

methylhydrazine

6-chloro-3-phenylpyrimidine-2,4(1H,3H)-dione
5759-75-1

6-chloro-3-phenylpyrimidine-2,4(1H,3H)-dione

C11H14N4O2

C11H14N4O2

Conditions
ConditionsYield
In ethanol at 20℃; for 2.5h; Heating / reflux;100%
[2-(1,3-dioxo-1,3-dihydroisoindol-2-yloxy)-ethyl]carbamic acid tert-butyl ester
87276-51-5

[2-(1,3-dioxo-1,3-dihydroisoindol-2-yloxy)-ethyl]carbamic acid tert-butyl ester

methylhydrazine
60-34-4

methylhydrazine

(2-aminoxyethyl)carbamic acid tert-butyl ester
75051-55-7

(2-aminoxyethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 72h;100%
[6S/R,9R/S,11R/S]-2',3',4',5,5',6,7,8,9,10-decahydro-2-carboxaldehyde-5'-(2,2,2-trifluoroethyl)-spiro[6,9-methanobenzocyclooctene-11,3'-(1,2,5)thiadiazole]-1',1'-dioxide

[6S/R,9R/S,11R/S]-2',3',4',5,5',6,7,8,9,10-decahydro-2-carboxaldehyde-5'-(2,2,2-trifluoroethyl)-spiro[6,9-methanobenzocyclooctene-11,3'-(1,2,5)thiadiazole]-1',1'-dioxide

methylhydrazine
60-34-4

methylhydrazine

[6S/R,9R/S,11R/S]-2',3',4',5,5',6,7,8,9,10-decahydro-2-carboxaldehydemethylhydrazone-5'-(2,2,2-trifluoroethyl)-spiro[6,9-methanobenzocyclooctene-11,3'-(1,2,5)thiadiazole]-1',1'-dioxide

[6S/R,9R/S,11R/S]-2',3',4',5,5',6,7,8,9,10-decahydro-2-carboxaldehydemethylhydrazone-5'-(2,2,2-trifluoroethyl)-spiro[6,9-methanobenzocyclooctene-11,3'-(1,2,5)thiadiazole]-1',1'-dioxide

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20℃; for 1.5h;100%
8-bromoadenosine
2946-39-6

8-bromoadenosine

methylhydrazine
60-34-4

methylhydrazine

2-[6-amino-8-(N'-methyl-hydrazino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

2-[6-amino-8-(N'-methyl-hydrazino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 85℃; for 3h;100%
2-formyl-4,5-dimethyl-pyrrole-3-carboxylic acid ethyl ester
10591-23-8

2-formyl-4,5-dimethyl-pyrrole-3-carboxylic acid ethyl ester

methylhydrazine
60-34-4

methylhydrazine

2,3,5-Trimethyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one
183170-57-2

2,3,5-Trimethyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one

Conditions
ConditionsYield
With sulfuric acid In ethanol100%
2,3-Butanedione monoxime
57-71-6, 17019-25-9, 110828-81-4

2,3-Butanedione monoxime

methylhydrazine
60-34-4

methylhydrazine

3-(methyl-hydrazono)-butan-2-one oxime

3-(methyl-hydrazono)-butan-2-one oxime

Conditions
ConditionsYield
In ethanol at 20 - 80℃; for 53h;100%
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

methylhydrazine
60-34-4

methylhydrazine

(C7H5N2BC6H5)2O
101942-82-9

(C7H5N2BC6H5)2O

Conditions
ConditionsYield
100%
3-acetyl-4-methoxy-1-methyl-2(1H)-quinolinone
956111-57-2

3-acetyl-4-methoxy-1-methyl-2(1H)-quinolinone

methylhydrazine
60-34-4

methylhydrazine

2,3,5-trimethyl-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one
1062227-76-2

2,3,5-trimethyl-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one

Conditions
ConditionsYield
In ethanol for 3h; Heating;100%
2-(chloromethyl)-4-nitrotoluene
58966-24-8

2-(chloromethyl)-4-nitrotoluene

methylhydrazine
60-34-4

methylhydrazine

1-methyl-1-(2-methyl-5-nitrobenzyl)hydrazine
1101120-82-4

1-methyl-1-(2-methyl-5-nitrobenzyl)hydrazine

Conditions
ConditionsYield
In ethanol for 1h; Reflux;100%
Stage #1: 2-(chloromethyl)-4-nitrotoluene; methylhydrazine In ethanol for 1h; Heating / reflux;
Stage #2: With sodium hydroxide; water In dichloromethane
100%
2-bromo-6-(hydroxymethyl)pyridine
33674-96-3

2-bromo-6-(hydroxymethyl)pyridine

methylhydrazine
60-34-4

methylhydrazine

2-(hydroxymethyl)-6-(1-methylhydrazino)pyridine
1138826-89-7

2-(hydroxymethyl)-6-(1-methylhydrazino)pyridine

Conditions
ConditionsYield
Inert atmosphere; Reflux;100%
for 23h; Reflux; Inert atmosphere;92%
(2-bromopyridin-4-yl)methanol
118289-16-0

(2-bromopyridin-4-yl)methanol

methylhydrazine
60-34-4

methylhydrazine

(2-(1-methylhydrazinyl)pyridin-4-yl)methanol
1138826-97-7

(2-(1-methylhydrazinyl)pyridin-4-yl)methanol

Conditions
ConditionsYield
Inert atmosphere; Reflux;100%
methylhydrazine
60-34-4

methylhydrazine

1-bis(methoxy)-4-bis(methylthio)-3-buten-2-one
191017-09-1

1-bis(methoxy)-4-bis(methylthio)-3-buten-2-one

3-(dimethoxymethyl)-1-methyl-5-(methylthio)-1H-pyrazole
1094108-04-9

3-(dimethoxymethyl)-1-methyl-5-(methylthio)-1H-pyrazole

Conditions
ConditionsYield
In ethanol at 80℃; for 4h; Inert atmosphere;100%
ethyl butyroyl acetate
3249-68-1

ethyl butyroyl acetate

methylhydrazine
60-34-4

methylhydrazine

2-methyl-5-propyl-2,4-dihydro-3H-pyrazol-3-one
31272-04-5

2-methyl-5-propyl-2,4-dihydro-3H-pyrazol-3-one

Conditions
ConditionsYield
In ethanol at 0 - 60℃; for 16h; Inert atmosphere;100%
In ethanol at 0 - 70℃; for 2h;86%
Microwave irradiation; Sonication;
methylhydrazine
60-34-4

methylhydrazine

2,4,6-trifluorobenzaldehyde
58551-83-0

2,4,6-trifluorobenzaldehyde

N-methyl-N'-[1-(2,4,6-trifluoro-phenyl)-meth-(E)-ylidene]-hydrazine
1266237-82-4

N-methyl-N'-[1-(2,4,6-trifluoro-phenyl)-meth-(E)-ylidene]-hydrazine

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;100%
In diethyl ether at 20℃;
In tetrahydrofuran at 20℃; for 5h;
2,6-dibromo-4-[(2-ethylhexyloxy)methyl]pyridine
1246364-62-4

2,6-dibromo-4-[(2-ethylhexyloxy)methyl]pyridine

methylhydrazine
60-34-4

methylhydrazine

4-[(2-ethylhexyloxy)methyl]-2,6-bis(1-methylhydrazinyl)pyridine
1246364-61-3

4-[(2-ethylhexyloxy)methyl]-2,6-bis(1-methylhydrazinyl)pyridine

Conditions
ConditionsYield
Reflux; Inert atmosphere;100%

60-34-4Relevant articles and documents

-

Howard et al.

, p. 1082 (1961)

-

Electrochemical Reductive N-Methylation with CO2Enabled by a Molecular Catalyst

Rooney, Conor L.,Wu, Yueshen,Tao, Zixu,Wang, Hailiang

supporting information, p. 19983 - 19991 (2021/12/01)

The development of benign methylation reactions utilizing CO2 as a one-carbon building block would enable a more sustainable chemical industry. Electrochemical CO2 reduction has been extensively studied, but its application for reductive methylation reactions remains out of the scope of current electrocatalysis. Here, we report the first electrochemical reductive N-methylation reaction with CO2 and demonstrate its compatibility with amines, hydroxylamines, and hydrazine. Catalyzed by cobalt phthalocyanine molecules supported on carbon nanotubes, the N-methylation reaction proceeds in aqueous media via the chemical condensation of an electrophilic carbon intermediate, proposed to be adsorbed or near-electrode formaldehyde formed from the four-electron reduction of CO2, with nucleophilic nitrogenous reactants and subsequent reduction. By comparing various amines, we discover that the nucleophilicity of the amine reactant is a descriptor for the C-N coupling efficacy. We extend the scope of the reaction to be compatible with cheap and abundant nitro-compounds by developing a cascade reduction process in which CO2 and nitro-compounds are reduced concurrently to yield N-methylamines with high monomethylation selectivity via the overall transfer of 12 electrons and 12 protons.

Preparation technology of methylhydrazine

-

Paragraph 0025-0032, (2019/04/04)

The invention discloses a preparation technology of methylhydrazine, and belongs to the technical field of organic synthesis. The preparation technology comprises the following steps: (1) adding hydrazine monohydrochloride and methanol into a reaction kettle, then adding water and a catalyst, and then rising the temperature for carrying out methylation, thus obtaining methylhydrazine hydrochloride; (2) directly cooling feed liquid after reaction, separating a solid catalyst from unreacted hydrazine hydrochloride, and carrying out dealcoholizing, dissociating, rectifying and the like on filtrate, thus obtaining the methylhydrazine. The preparation technology disclosed by the invention has the advantages that the reaction selectivity is good, the reaction pressure is low, the catalyst can becompletely and mechanically used, and safety, cleanliness, environment protection and the like are realized.

Preparation method of methylhydrazine

-

Paragraph 0017, (2017/08/04)

The invention discloses a method for one-step preparation of methylhydrazine. The method comprises that under the protection of inert gas, hydrazine hydrate and methanol are subjected to alkylation reaction under an action of a catalyst for one-step synthesis of methylhydrazine, excess methanol is kept in the reaction process, and a mixed solution after the reaction is finished is rectified to obtain a high-purity methylhydrazine solution. The method has the following advantages of short process route, simple operation, high reaction yield, high selectivity of the catalyst, mild reaction conditions, and fewer by-products and side reactions; the catalyst and unreacted methanol and hydrazine can be recycled for use in the alkylation reaction, no solvents are used, no three wastes are generated, and the method is green and environmentally friendly.