Product Name

  • Name

    1,1-Dimethylhydrazine

  • EINECS 200-316-0
  • CAS No. 57-14-7
  • Article Data64
  • CAS DataBase
  • Density 0.829 g/cm3
  • Solubility miscible with water, ethanol, and kerosene
  • Melting Point -57.2 °C
  • Formula C2H8N2
  • Boiling Point 63.9 °C at 760 mmHg
  • Molecular Weight 60.0989
  • Flash Point 1.1 °C
  • Transport Information UN 1163
  • Appearance clear colorless liquid with an ammonia-like odor
  • Safety 53-45-61
  • Risk Codes 45-11-23/25-34-51/53
  • Molecular Structure Molecular Structure of 57-14-7 (1,1-Dimethylhydrazine)
  • Hazard Symbols FlammableF, ToxicT, DangerousN
  • Synonyms 1,1-Dimethylhydrazine;Dimazin;Dimazine;Heptyl;N,N-Dimethylhydrazine;NSC 60517;UDMH;Unsymmetrical dimethylhydrazine;as-Dimethylhydrazine;gem-Dimethylhydrazine;u-Dimethylhydrazine;unsym-Dimethylhydrazine;
  • PSA 29.26000
  • LogP 0.12200

Synthetic route

(5S,5aS,8aS)-5-(N',N'-Dimethyl-hydrazino)-1,3,7-trimethyl-5,5a,8a,9-tetrahydro-1H-pyrrolo[3,4-g]quinazoline-2,4,6,8-tetraone
127510-73-0

(5S,5aS,8aS)-5-(N',N'-Dimethyl-hydrazino)-1,3,7-trimethyl-5,5a,8a,9-tetrahydro-1H-pyrrolo[3,4-g]quinazoline-2,4,6,8-tetraone

A

1,3,7-Trimethyl-8a,9-dihydro-1H-pyrrolo[3,4-g]quinazoline-2,4,6,8-tetraone
127510-75-2

1,3,7-Trimethyl-8a,9-dihydro-1H-pyrrolo[3,4-g]quinazoline-2,4,6,8-tetraone

B

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With hydrogenchloride In ethanolA 92%
B n/a
(η5-C5Me4SiMe3)2Ti(Cl)(NHN(CH3)2)

(η5-C5Me4SiMe3)2Ti(Cl)(NHN(CH3)2)

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With (η5-C5Me5)Rh(2-pyridylphenyl)H; hydrogen In tetrahydrofuran at 23℃; under 3040.2 Torr; for 120h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique;87%
1-acetyl-2-methylhydrazine
29817-35-4

1-acetyl-2-methylhydrazine

platinum-on-carbon

platinum-on-carbon

isopropyl alcohol
67-63-0

isopropyl alcohol

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With hydrogenchloride; formaldehyd; paraformaldehyde; platinum78%
N-Nitrosodimethylamine
62-75-9

N-Nitrosodimethylamine

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With titanium(III) chloride In water for 1h; Ambient temperature;70%
With lithium aluminium tetrahydride; diethyl ether
With sodium hydroxide; aluminium
(η5-C5Me4SiMe3)2Ti(NHN(CH3)2)

(η5-C5Me4SiMe3)2Ti(NHN(CH3)2)

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With cyclopentadienylchromiumtricarbonyl hydride; hydrogen In tetrahydrofuran at 23℃; under 3040.2 Torr; for 120h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique;15%
tetrachloromethane
56-23-5

tetrachloromethane

N,N-dimethylcarbamoyl azide
13750-17-9

N,N-dimethylcarbamoyl azide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

dimethylchloroamine
1585-74-6

dimethylchloroamine

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With ammonia
With ammonia; dimethyl amine at 35℃; under 9000.72 Torr; for 0.833333h; Product distribution; Further Variations:; educt/reagent ratios;
With sodium amide In kerosene
With tri-n-propylamine
With ammonium hydroxide at 25℃; pH=13; Kinetics;
N-nitrodimethylamine
4164-28-7

N-nitrodimethylamine

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With acetic acid; zinc
With sulfuric acid durch elektrolytische Reduktion an einer verzinnten Kupferkathode;
N,N-dimethylcarbamoyl azide
13750-17-9

N,N-dimethylcarbamoyl azide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With xylene und Erhitzen des in Xylol unloeslichen Anteils des Reaktionsprodukts mit konz. Salzsaeure im Autoklaven auf 150grad;
N-ethyl-N,N-dimethyl-hydrazinium; hydroxide

N-ethyl-N,N-dimethyl-hydrazinium; hydroxide

A

ethene
74-85-1

ethene

B

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
at 170 - 250℃;
dimethyl amine
124-40-3

dimethyl amine

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With sodium hydroxide; chloroamine In water at 25℃; Rate constant; Kinetics; variation of temperature, effect of pH and concentration of reagents;
With chloroamine
methyl iodide
74-88-4

methyl iodide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With water; hydrazine hydrate
1-(2'-nitrophenyl)-3,3-dimethyltriazene
20241-01-4

1-(2'-nitrophenyl)-3,3-dimethyltriazene

A

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Britton-Robinson buffer In methanol Product distribution; Mechanism; pH dependence, polarographic reduction;
3-Amino-1,1-dimethyl-4,5-dihydro-1H-pyrazol-1-ium; iodide
60250-44-4

3-Amino-1,1-dimethyl-4,5-dihydro-1H-pyrazol-1-ium; iodide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With sodium hydroxide for 3.5h; Heating; Yield given;
2,2-dimethyltriazanium nitrate

2,2-dimethyltriazanium nitrate

A

methane
34557-54-5

methane

B

Monomethylammonium nitrate
22113-87-7

Monomethylammonium nitrate

C

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
at 89.9 - 110.8℃; Rate constant;
dimethyltriazanium chloride
13166-44-4

dimethyltriazanium chloride

A

methane
34557-54-5

methane

B

methylamine hydrochloride
593-51-1

methylamine hydrochloride

C

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
at 94.3 - 112.8℃; Rate constant; also heat evolution rates at 112.8 deg C in aqueous solutions and 0.1 N NaOH solution;
dimethyl amine
124-40-3

dimethyl amine

A

dimethylchloroamine
1585-74-6

dimethylchloroamine

B

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With chloroamine at 18.9 - 31.9℃; Kinetics; Rate constant; pH 8 - pH 13; ΔH(excit), ΔS(excit), reactions under var. conditions;
dimethyl amine
124-40-3

dimethyl amine

A

dimethylchloroamine
1585-74-6

dimethylchloroamine

B

N-methyl-N-(methyleneamino)methanamine
2035-89-4

N-methyl-N-(methyleneamino)methanamine

C

1,1-dimethyldiazene
35337-56-5

1,1-dimethyldiazene

D

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With chloroamine at 24.9℃; Mechanism; Rate constant; Kinetics; ΔH; ΔS; effect of pH;
dimethylchloroamine
1585-74-6

dimethylchloroamine

urea
57-13-6

urea

A

tetramethylhydrazine
6415-12-9

tetramethylhydrazine

B

dimethyl amine
124-40-3

dimethyl amine

C

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With potassium hydroxide In methanol; tert-butyl alcohol for 8.25h; Ambient temperature;A 17.2 % Spectr.
B 4.3 % Spectr.
C 2.4 % Spectr.
With potassium hydroxide In methanol; tert-butyl alcohol for 8.25h; Product distribution; Mechanism; Ambient temperature;A 17.2 % Spectr.
B 4.3 % Spectr.
C 2.4 % Spectr.
1-amino-1,4,4-trimethylpiperidinium mesitylenesulfonate
76093-78-2

1-amino-1,4,4-trimethylpiperidinium mesitylenesulfonate

methyl iodide
74-88-4

methyl iodide

A

3,3-dimethyl-penta-1,4-diene
1112-35-2

3,3-dimethyl-penta-1,4-diene

B

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol for 24h; Product distribution; Heating;
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;
1,2,5-trimethyl-2,3-dihydro-1H-pyrazol-3-one
3201-26-1

1,2,5-trimethyl-2,3-dihydro-1H-pyrazol-3-one

alcoholic KOH-solution

alcoholic KOH-solution

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
at 190℃; im Rohr;
trimethylhydrazonium hydroxide

trimethylhydrazonium hydroxide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
under 150 Torr; bei der trocknen Destillation;
N-nitrodimethylamine
4164-28-7

N-nitrodimethylamine

sulfuric acid
7664-93-9

sulfuric acid

copper cathode

copper cathode

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
bei der elektrolytischen Reduktion;
(Z)-azomethane
4143-42-4

(Z)-azomethane

hydrogen

hydrogen

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

Conditions
ConditionsYield
at 27℃; Reaktion mit atomarem Wasserstoff;
(Z)-azomethane
4143-42-4

(Z)-azomethane

sodium-amalgam

sodium-amalgam

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

acetophenone
98-86-2

acetophenone

acetophenone 1,1-dimethylhydrazone
28541-43-7

acetophenone 1,1-dimethylhydrazone

Conditions
ConditionsYield
With trifluoroacetic acid In benzene Reflux; Dean-Stark;100%
With acetic acid In methanol Reflux;60%
In methanol at 20℃;31%
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1-methyl-4-piperidone dimethylhydrazone
136415-15-1

1-methyl-4-piperidone dimethylhydrazone

Conditions
ConditionsYield
With acetic acid In diethyl ether at 20℃; for 12h;100%
(2-oxoethyl)phosphonic acid diethyl ester
1606-75-3

(2-oxoethyl)phosphonic acid diethyl ester

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

[2-(dimethyl-hydrazino)-ethyl]-phosphonic acid diethyl ester
127056-04-6

[2-(dimethyl-hydrazino)-ethyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 0℃; for 2h;100%
With magnesium sulfate In dichloromethane at 25℃; for 48h;
1,3-Bis<(phenylmethyl)thio>-2-propanone
19216-97-8

1,3-Bis<(phenylmethyl)thio>-2-propanone

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1,3-bis(benzylthio)acetone dimethylhydrazone
122538-52-7

1,3-bis(benzylthio)acetone dimethylhydrazone

Conditions
ConditionsYield
With sulfuric acid In ethanol for 7h; Heating;100%
2,2,-dimethyl-1,3-dioxan-5-one
74181-34-3

2,2,-dimethyl-1,3-dioxan-5-one

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N'-(2,2-Dimethyl-[1,3]dioxan-5-ylidene)-N,N-dimethyl-hydrazine

N'-(2,2-Dimethyl-[1,3]dioxan-5-ylidene)-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
In benzene at 20℃; for 6h; Inert atmosphere; Reflux;100%
for 20h; Heating;87%
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
115975-33-2

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

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N,N-dimethyl-N'-<2,4-bis(trifluoroacetyl)-1-naphthyl>hydrazine
129602-61-5

N,N-dimethyl-N'-<2,4-bis(trifluoroacetyl)-1-naphthyl>hydrazine

Conditions
ConditionsYield
In acetonitrile for 4h; Heating;100%
3,3,3-trifluoro-1-(p-tolyl)propane-1,2-dione
111269-60-4

3,3,3-trifluoro-1-(p-tolyl)propane-1,2-dione

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-p-tolyl-propan-1-one
133593-18-7

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-p-tolyl-propan-1-one

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.166667h;100%
3,3,3-Trifluoro-1-o-tolyl-propane-1,2-dione
133593-15-4

3,3,3-Trifluoro-1-o-tolyl-propane-1,2-dione

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-o-tolyl-propan-1-one
133593-22-3

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-o-tolyl-propan-1-one

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.166667h;100%
3,3,3-Trifluoro-1-(4-methoxy-phenyl)-propane-1,2-dione
111269-66-0

3,3,3-Trifluoro-1-(4-methoxy-phenyl)-propane-1,2-dione

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-(4-methoxy-phenyl)-propan-1-one
133593-17-6

2-(N',N'-Dimethyl-hydrazino)-3,3,3-trifluoro-2-hydroxy-1-(4-methoxy-phenyl)-propan-1-one

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.166667h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

2-methylbenzaldehyde N,N-dimethylhydrazone
59670-11-0

2-methylbenzaldehyde N,N-dimethylhydrazone

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 16h;66%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

benzyl azide
622-79-7

benzyl azide

benzaldehyde N,N-dimethylhydrazone
1075-70-3

benzaldehyde N,N-dimethylhydrazone

Conditions
ConditionsYield
iron(III) chloride In acetonitrile for 8h; Oxidation; condensation; Heating;100%
With iron(III) chloride In acetonitrile for 12h; Condensation; Heating;
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1-[(2R,5R)-5-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethanone
500102-99-8

1-[(2R,5R)-5-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethanone

N'-{1-[5-(5-benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethylidene}-N,N-dimethyl-hydrazine

N'-{1-[5-(5-benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethylidene}-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
With chloro-trimethyl-silane In dichloromethane at 0℃;100%
(E)-2-Heptenal
18829-55-5

(E)-2-Heptenal

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N'-hept-2-enylidene-N,N-dimethyl-hydrazine

N'-hept-2-enylidene-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
at 0℃;100%
2-(1-hexynyl)-1-cyclopentenecarboxaldehyde
106180-25-0

2-(1-hexynyl)-1-cyclopentenecarboxaldehyde

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N'-(2-hex-1-ynyl-cyclopent-1-enylmethylene)-N,N-dimethyl-hydrazine
566190-89-4

N'-(2-hex-1-ynyl-cyclopent-1-enylmethylene)-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

(Z)-3-phenylnon-2-en-4-ynal
104429-45-0

(Z)-3-phenylnon-2-en-4-ynal

N,N-dimethyl-N'-(3-phenyl-non-2-en-4-ynylidene)-hydrazine
566190-70-3

N,N-dimethyl-N'-(3-phenyl-non-2-en-4-ynylidene)-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-ethyl-2-nonen-4-ynal
566190-80-5

2-ethyl-2-nonen-4-ynal

N'-(2-ethyl-non-2-en-4-ynylidene)-N,N-dimethyl-hydrazine
566190-81-6

N'-(2-ethyl-non-2-en-4-ynylidene)-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-nonen-4-ynal
566190-78-1

2-nonen-4-ynal

N,N-dimethyl-N'-non-2-en-4-ynylidene-hydrazine
566190-79-2

N,N-dimethyl-N'-non-2-en-4-ynylidene-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(2-propenyl)-2-nonen-4-ynal
566190-83-8

2-(2-propenyl)-2-nonen-4-ynal

N'-(2-allyl-non-2-en-4-ynylidene)-N,N-dimethyl-hydrazine
566190-86-1

N'-(2-allyl-non-2-en-4-ynylidene)-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(hex-1-yn-1-yl)-1-cyclohexenecarboxaldehyde
566190-87-2

2-(hex-1-yn-1-yl)-1-cyclohexenecarboxaldehyde

N'-(2-hex-1-ynyl-cyclohex-1-enylmethylene)-N,N-dimethyl-hydrazine
566190-88-3

N'-(2-hex-1-ynyl-cyclohex-1-enylmethylene)-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
In chloroform at 20℃; for 16h;100%
1-cyclohexene-1-carboxaldehyde
1192-88-7

1-cyclohexene-1-carboxaldehyde

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1-cyclohexene-1-carboxaldehyde N,N-dimethylhydrazone
102268-18-8

1-cyclohexene-1-carboxaldehyde N,N-dimethylhydrazone

Conditions
ConditionsYield
100%
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

(2,7-di-tert-butyl-9,9-dimethyl)-9H-xanthene-4,5-dicarbaldehyde
650599-75-0

(2,7-di-tert-butyl-9,9-dimethyl)-9H-xanthene-4,5-dicarbaldehyde

N'-[2,7-di-tert-butyl-5-(dimethylhydrazonomethyl)-9,9-dimethyl-8a,10a-dihydro-9H-xanthen-4-ylmethylene]-N,N-dimethylhydrazine

N'-[2,7-di-tert-butyl-5-(dimethylhydrazonomethyl)-9,9-dimethyl-8a,10a-dihydro-9H-xanthen-4-ylmethylene]-N,N-dimethylhydrazine

Conditions
ConditionsYield
In ethanol for 8h; Heating;100%
In ethanol Heating;
(3R,3aR,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-octahydro-azulen-5-one
896434-16-5

(3R,3aR,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-octahydro-azulen-5-one

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N'-[8-(tert-butyl-dimethyl-silanyloxy)-3-methyl-octahydro-azulen-5-ylidene]-N,N-dimethyl-hydrazine
896434-17-6

N'-[8-(tert-butyl-dimethyl-silanyloxy)-3-methyl-octahydro-azulen-5-ylidene]-N,N-dimethyl-hydrazine

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 1h;100%
2-methyl-4a,9a-dihydro-4H-1,3,5-trioxa-benzocyclohepten-7-one
934278-96-3

2-methyl-4a,9a-dihydro-4H-1,3,5-trioxa-benzocyclohepten-7-one

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

N,N-dimethyl-N'-(2-methyl-4a,9a-dihydro-4H-1,3,5-trioxa-benzocyclohepten-7-ylidene)-hydrazine
934278-97-4

N,N-dimethyl-N'-(2-methyl-4a,9a-dihydro-4H-1,3,5-trioxa-benzocyclohepten-7-ylidene)-hydrazine

Conditions
ConditionsYield
In benzene Heating;100%
allyltriphenylphosphonium bromide
1560-54-9

allyltriphenylphosphonium bromide

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

triphenyl[2-methyl-2-(2,2-dimethylhydrazino)ethyl]phosphonium bromide

triphenyl[2-methyl-2-(2,2-dimethylhydrazino)ethyl]phosphonium bromide

Conditions
ConditionsYield
In chloroform at 20℃; for 96h;100%
molybdenum pentachloride

molybdenum pentachloride

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

MoCl3NN(CH3)2

MoCl3NN(CH3)2

Conditions
ConditionsYield
In dichloromethane (N2); stirring (-78°C, 0.08 h); warming to room temp., solvent removal (vac.), drying (vac., 0.5 h), pentane addn., stirring (0.2 h), filtn., washing (pentane), drying (vac.);100%
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-[1,4-dioxaspiro[4.5 ]decan-8-ylidene]-1,1-dimethylhydrazine
1037668-50-0

2-[1,4-dioxaspiro[4.5 ]decan-8-ylidene]-1,1-dimethylhydrazine

Conditions
ConditionsYield
In toluene at 20℃; Dean-Stark; Reflux;100%
In toluene Dean-Stark; Reflux;100%
With trifluoroacetic acid In benzene Heating;86%
With toluene-4-sulfonic acid In benzene for 6h; Reflux;
at 20℃; Neat (no solvent);
2-norbornenone

2-norbornenone

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

C9H14N2

C9H14N2

Conditions
ConditionsYield
Heating;100%
1-phenylmethyl-4-piperidone
3612-20-2

1-phenylmethyl-4-piperidone

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

1-benzyl-4-(2,2-dimethylhydrazono)piperidine
1334292-35-1

1-benzyl-4-(2,2-dimethylhydrazono)piperidine

Conditions
ConditionsYield
In toluene at 112℃; for 0.5h; Inert atmosphere;100%
In toluene for 2h; Dean-Stark; Reflux;100%
tetradecan-2-one
2345-27-9

tetradecan-2-one

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(tetradecan-2-ylidene)-1,1-dimethylhydrazine
1356546-26-3

2-(tetradecan-2-ylidene)-1,1-dimethylhydrazine

Conditions
ConditionsYield
In dichloromethane Reflux;100%
With magnesium sulfate In dichloromethane Inert atmosphere; Reflux;100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-pyridinecarboxaldehyde N,N-dimethylhydrazone

2-pyridinecarboxaldehyde N,N-dimethylhydrazone

Conditions
ConditionsYield
In methanol at 20℃; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 12h;

1,1-Dimethylhydrazine Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 137.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

1,1-Dimethylhydrazine Standards and Recommendations

OSHA PEL: TWA 0.5 ppm (skin)
ACGIH TLV: TWA 0.01 ppm (skin), Confirmed Animal Carcinogen.
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (Hydrazines) CL 0.15 mg/m3/2H
DOT Classification:  6.1; Label: Poison, Flammable Liquid, Corrosive

1,1-Dimethylhydrazine Specification

The IUPAC name of this chemical is 1,1-dimethylhydrazine. With the CAS registry number 57-14-7 and EINECS 200-316-0, it is also named as Dimethylhydrazine unsymmetrical. The classification codes are Mutation data; Reproductive Effect; Tumor data. It is clear colorless liquid with an ammonia-like odor which is miscible with water, ethanol, and kerosene. It turns yellowish on exposure to air and absorbs oxygen and carbon dioxide. Moreover, this chemical is a powerful reducing agent and can exhibit high acute toxicity as a result of exposure by all routes. When heated to decomposition it emits highly toxic fumes of NOx. In addition, 1,1-Dimethylhydrazine should be sealed in the container and stored in the cool and dry place which must be away from oxidant and acids.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.85; (4)ACD/LogD (pH 7.4): -2.16; (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: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 6.48 Å2; (13)Index of Refraction: 1.426; (14)Molar Refractivity: 18.57 cm3; (15)Molar Volume: 72.4 cm3; (16)Polarizability: 7.36×10-24 cm3; (17)Surface Tension: 27.8 dyne/cm; (18)Density: 0.829 g/cm3; (19)Flash Point: 1.1 °C; (20)Enthalpy of Vaporization: 30.6 kJ/mol; (21)Boiling Point: 63.9 °C at 760 mmHg; (22)Vapour Pressure: 168 mmHg at 25°C.

Preparation of 1,1-Dimethylhydrazine: It can be obtained by the reaction of ammonia, ammonium chloride and dimethylamine. First, we can get chloro amine by ammonia and sodium hypochlorite. Secondly, the reaction of chloro amine and dimethylamine aqueous solution can generate UDMH solution. Finally, after a series of treatment, we can get the product.
NH3+NaOCl→NH2Cl+NaOH
NH2Cl+HN(CH3)3+NaOH→(CH3)2NNH2+NaCl+H2O

Uses of 1,1-Dimethylhydrazine: It is often used in hypergolic rocket fuels as a bipropellant in combination with the oxidizer nitrogen tetroxide and less frequently with IRFNA (red fuming nitric acid) or liquid oxygen. It is also used in the production of plant growth regulator. What's more, this chemical is used as fuel additive and used in organic synthesis. In addition, it can react with pyridine-3-carbaldehyde to get pyridine-3-carbaldehyde-dimethylhydrazone. This reaction needs solvent ethanol by heating on a steam bath. The reaction time is 30 min. The yield is 77%.

1,1-Dimethylhydrazine can react with pyridine-3-carbaldehyde to get pyridine-3-carbaldehyde-dimethylhydrazone

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and can cause burns and cancer. What's more, it is toxic by inhalation and if swallowed. And it is also toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) So it should avoid exposure - obtain special instructions before use and avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure. 
1. SMILES:N(N)(C)C
2. InChI:InChI=1/C2H8N2/c1-4(2)3/h3H2,1-2H3
3. InChIKey:RHUYHJGZWVXEHW-UHFFFAOYAL

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 30mg/kg (30mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
European Journal of Toxicology and Environmental Hygiene. Vol. 7, Pg. 238, 1974.
dog LC50 inhalation 3580ppm/15M (3580ppm) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
American Industrial Hygiene Association Journal. Vol. 24, Pg. 137, 1963.
dog LD50 intraperitoneal 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING
National Technical Information Service. Vol. AD292-689,
dog LD50 intravenous 60mg/kg (60mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 24, Pg. 71, 1973.
dog LDLo skin 301mg/kg (301mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 18, Pg. 649, 1971.
guinea pig LC50 inhalation 100mg/m3/4H (100mg/m3)   Toksikologicheskii Vestnik. Vol. (6), Pg. 39, 1999.
guinea pig LD50 skin 1329mg/kg (1329mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD U.S. Army Chemical Warfare Laboratories. Vol. CWL,
hamster LC50 inhalation 392ppm/4H (392ppm) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD AMA Archives of Industrial Health. Vol. 12, Pg. 609, 1955.
hamster LD50 subcutaneous 325mg/kg (325mg/kg)   Cancer Letters Vol. 35, Pg. 303, 1987.
human TDLo unreported 10mg/kg (10mg/kg) BEHAVIORAL: HEADACHE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: LIVER FUNCTION TESTS IMPAIRED
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 71, 1999.
monkey LD50 intraperitoneal 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
National Technical Information Service. Vol. AD292-689,
mouse LC50 inhalation 172ppm/4H (172ppm) 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 113mg/kg (113mg/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 250mg/kg (250mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 24, Pg. 71, 1973.
mouse LD50 oral 155mg/kg (155mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 71, 1999.
rabbit LD50 skin 1060mg/kg (1060mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 210.1(89), 1986.
rat LC50 inhalation 252ppm/4H (252ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
AMA Archives of Industrial Health. Vol. 12, Pg. 609, 1955.
rat LD50 intraperitoneal 102mg/kg (102mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 6, Pg. 371, 1964.
rat LD50 intravenous 119mg/kg (119mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 24, Pg. 71, 1973.
rat LD50 oral 122mg/kg (122mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 24, Pg. 71, 1973.
rat LD50 skin 770mg/kg (770mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 71, 1999.
rat LDLo intracrebral 27mg/kg (27mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Biochemical Pharmacology. Vol. 14, Pg. 1901, 1965.

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