Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
With sodium acetate In methanol; water for 24h; Electrolysis; | A 81.45% B 78.02% |
Conditions | Yield |
---|---|
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 |
diazomethane
methylhydrazine
Conditions | Yield |
---|---|
With sodium amalgam; ethanol |
1-methyl-1-benzoylhydrazine
A
N,N'-dibenzoyl-N-methyl-hydrazine
B
methylhydrazine
Conditions | Yield |
---|---|
With acetic acid; zinc |
methylhydrazine
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With potassium hydroxide; ethanol; hydrazine | |
With potassium hydroxide; hydrazine |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride |
Conditions | Yield |
---|---|
With water; acetic acid; zinc ueber mehrere Stufen; |
Conditions | Yield |
---|---|
With benzene |
Conditions | Yield |
---|---|
With sulfoperamic acid; water | |
With chloroamine | |
With sodium hydroxide; chloroamine In water at 25℃; | |
With chloroamine | |
With sodium hydroxide; sulfoperamic acid |
Conditions | Yield |
---|---|
With water; hydrazine hydrate |
N-isopropylhydrazine
5-methylene-3,4,4-trimethyl-1-phenyl-2-pyrazoline
A
1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline
B
1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline
C
methylhydrazine
5-hydrazinomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol
A
10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one
B
methylhydrazine
Conditions | Yield |
---|---|
In chlorobenzene for 24h; Heating; | |
at 200℃; Product distribution; reflux in chlorobenzene, 24 h.; |
N-Nitroso-N-methylmethoxymethylamine
A
methanol
B
dimethyl amine
C
methylhydrazine
D
methylamine
Conditions | Yield |
---|---|
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
A
methanol
B
methylhydrazine
C
methylamine
Conditions | Yield |
---|---|
With titanium(III) chloride In water Product distribution; Ambient temperature; | A 110 % Chromat. B 100 % Chromat. C 30 % Chromat. |
N-isopropylidene-N'-methylhydrazine
mesitylenesulfonylhydroxylamine
A
acetone O-(2,4,6-trimethylphenylsulfonyl)oxime
B
methylhydrazine
Conditions | Yield |
---|---|
With triethylamine 1.) ether, 1 h, RT, 2.) ether; Yield given. Multistep reaction; |
phenylhydrazine
A
1-isopropyl-5-methylene-3,4,4-trimethyl-2-pyrazoline
B
1-phenyl-5-phenylhydrazino-3,4,4,5-tetramethyl-2-pyrazoline
C
methylhydrazine
N-Methylurea
A
methanol
B
formaldehyde monomethylhydrazone
C
1,1-dimethylhydrazine
D
methylhydrazine
Conditions | Yield |
---|---|
With chloroamine In diethyl ether; water for 5h; Product distribution; Mechanism; other solvent, exposition; |
methylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide; zinc |
methylhydrazine
Conditions | Yield |
---|---|
at 150 - 160℃; |
methylhydrazine
Conditions | Yield |
---|---|
With aluminium durch Reduktion in alkal. Loesung; |
Conditions | Yield |
---|---|
at 100℃; durch aequivalente Mengen Sulfoperamidsaeure; zu 43-46prozent in Methylhydrazin uebergefuehrt; |
Conditions | Yield |
---|---|
at 100℃; durch aequivalente Mengen Sulfoperamidsaeure; erhaelt man in einer Ausbeute von 65prozent Methylhydrazin; |
Conditions | Yield |
---|---|
With O(3P) under 2.02516E-08 Torr; emission of collisions product; |
di-tert-butyl dicarbonate
methylhydrazine
1-methyl-1-tert-butoxycarbonylhydrazine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethyl acetate at 0 - 20℃; for 3h; | 100% |
In dichloromethane at 0 - 20℃; for 3h; | 100% |
In dichloromethane | 97% |
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
methylhydrazine
2,2,2-Trifluoro-1-(2-methyl-3-trifluoromethyl-2H-benzo[g]indazol-5-yl)-ethanone
Conditions | Yield |
---|---|
In chloroform for 18h; Heating; | 100% |
3-benzoyl-2-chloro-pyridine
methylhydrazine
1-methyl-3-phenyl-pyrazolo<3,4-b>pyridine
Conditions | Yield |
---|---|
In ethanol for 10h; Heating; | 100% |
N1-2-(2-hydroxybenzoyl)vinyl-N1-methylhydrazine
methylhydrazine
3-(2-hydroxyphenyl)-1-methyl-1H-pyrazole
Conditions | Yield |
---|---|
In ethanol for 48h; | 100% |
methylhydrazine
N1-2-(2-hydroxy-5-methylbenzoyl)vinyl-N1-methylhydrazine
Conditions | Yield |
---|---|
In ethanol for 48h; | 100% |
methylhydrazine
N1-2-(2-hydroxy-3-methylbenzoyl)vinyl-N1-methylhydrazine
3-(2-hydroxy-3-methylphenyl)-1-methylpyrazole
Conditions | Yield |
---|---|
In ethanol for 48h; | 100% |
methylhydrazine
ethyl 4-methyl-3-oxo-pentanoate
4,5-dihydro-1-methyl-3-isopropyl-5H-pyrazol-5-one
Conditions | Yield |
---|---|
In tetrahydrofuran; ethanol at 0℃; for 36h; Inert atmosphere; Reflux; | 100% |
In ethanol for 18h; Heating; | 99% |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane Condensation; | 100% |
4,6-dichloropyrimidine
methylhydrazine
4,6-bis(1-methylhydrazino)pyrimidine
Conditions | Yield |
---|---|
for 2h; Heating; | 100% |
for 2h; Inert atmosphere; Reflux; | 86% |
Reflux; Inert atmosphere; |
methylhydrazine
2-(4-methylphenyl)-4,6-dichloropyrimidine
4,6-bis(1-methylhydrazino)-2-(1-methylphenyl)pyrimidine
Conditions | Yield |
---|---|
for 2h; Heating; | 100% |
3-amino-2-cyano-acrylic acid ethyl ester
methylhydrazine
ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate
Conditions | Yield |
---|---|
at 80℃; | 100% |
Conditions | Yield |
---|---|
100% | |
In ethanol at 0 - 60℃; for 16h; Inert atmosphere; | 100% |
at 40℃; | 100% |
methylhydrazine
(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
Conditions | Yield |
---|---|
In tetrahydrofuran at 45℃; for 0.0833333h; | 100% |
With TEA In tetrahydrofuran at 20℃; for 8h; |
methylhydrazine
2-anthracen-9-yl-4,6-dichloropyrimidine
Conditions | Yield |
---|---|
for 2h; Heating; | 100% |
2-chloro-3-octadecyloxy-pyridine
methylhydrazine
2-(1-methylhydrazino)-3-octadecyloxypyridine
Conditions | Yield |
---|---|
for 26h; Heating; | 100% |
Conditions | Yield |
---|---|
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
methylhydrazine
(2-aminoxyethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 72h; | 100% |
methylhydrazine
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 20℃; for 1.5h; | 100% |
Conditions | Yield |
---|---|
In DMF (N,N-dimethyl-formamide) at 85℃; for 3h; | 100% |
2-formyl-4,5-dimethyl-pyrrole-3-carboxylic acid ethyl ester
methylhydrazine
2,3,5-Trimethyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one
Conditions | Yield |
---|---|
With sulfuric acid In ethanol | 100% |
2,3-Butanedione monoxime
methylhydrazine
Conditions | Yield |
---|---|
In ethanol at 20 - 80℃; for 53h; | 100% |
Conditions | Yield |
---|---|
100% |
3-acetyl-4-methoxy-1-methyl-2(1H)-quinolinone
methylhydrazine
2,3,5-trimethyl-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one
Conditions | Yield |
---|---|
In ethanol for 3h; Heating; | 100% |
2-(chloromethyl)-4-nitrotoluene
methylhydrazine
1-methyl-1-(2-methyl-5-nitrobenzyl)hydrazine
Conditions | Yield |
---|---|
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
methylhydrazine
2-(hydroxymethyl)-6-(1-methylhydrazino)pyridine
Conditions | Yield |
---|---|
Inert atmosphere; Reflux; | 100% |
for 23h; Reflux; Inert atmosphere; | 92% |
(2-bromopyridin-4-yl)methanol
methylhydrazine
(2-(1-methylhydrazinyl)pyridin-4-yl)methanol
Conditions | Yield |
---|---|
Inert atmosphere; Reflux; | 100% |
methylhydrazine
1-bis(methoxy)-4-bis(methylthio)-3-buten-2-one
3-(dimethoxymethyl)-1-methyl-5-(methylthio)-1H-pyrazole
Conditions | Yield |
---|---|
In ethanol at 80℃; for 4h; Inert atmosphere; | 100% |
ethyl butyroyl acetate
methylhydrazine
2-methyl-5-propyl-2,4-dihydro-3H-pyrazol-3-one
Conditions | Yield |
---|---|
In ethanol at 0 - 60℃; for 16h; Inert atmosphere; | 100% |
In ethanol at 0 - 70℃; for 2h; | 86% |
Microwave irradiation; Sonication; |
methylhydrazine
2,4,6-trifluorobenzaldehyde
N-methyl-N'-[1-(2,4,6-trifluoro-phenyl)-meth-(E)-ylidene]-hydrazine
Conditions | Yield |
---|---|
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
methylhydrazine
4-[(2-ethylhexyloxy)methyl]-2,6-bis(1-methylhydrazinyl)pyridine
Conditions | Yield |
---|---|
Reflux; Inert atmosphere; | 100% |
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. |
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