Product Name

  • Name

    tert-Butylhydrazine hydrochloride

  • EINECS 231-001-6
  • CAS No. 7400-27-3
  • Article Data4
  • CAS DataBase
  • Density
  • Solubility Solubility in water (almost transparency). Soluble in DMSO and methanol.
  • Melting Point 191-194 °C(lit.)
  • Formula C4H13ClN2
  • Boiling Point 135 °C at 760 mmHg
  • Molecular Weight 124.614
  • Flash Point 35.8 °C
  • Transport Information
  • Appearance White crystals or crystalline powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 7400-27-3 (tert-Butylhydrazine hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms Hydrazine,(1,1-dimethylethyl)-, monohydrochloride (9CI);Hydrazine, tert-butyl-,hydrochloride (6CI,7CI);Hydrazine, tert-butyl-, monohydrochloride (8CI);(1,1-Dimethylethyl)hydrazine hydrochloride;N'-tert-Butylhydrazinehydrochloride;tert-Butylhydrazinemonohydrochloride;tert-Butylhydrazinium chloride;
  • PSA 38.05000
  • LogP 2.14140

Synthetic route

N,N'-di-tert-butylhydrazine hydrochloride
13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating;97%
di-tert-butyl 1-(tert-butyl)hydrazine-1,2-dicarboxylate
93807-28-4

di-tert-butyl 1-(tert-butyl)hydrazine-1,2-dicarboxylate

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: di-tert-butyl 1-(tert-butyl)hydrazine-1,2-dicarboxylate With acetyl chloride In methanol at 0℃; Sealed tube;
Stage #2: With hydrogenchloride In methanol at 20℃; Sealed tube;
P,1,2-Tri-tert-butylhydrazidophosphonsaeure-tert-butylester
79371-20-3

P,1,2-Tri-tert-butylhydrazidophosphonsaeure-tert-butylester

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating;71%
P,1,2-Tri-tert-butylhydrazidophosphonsaeure-tert-butylester
79371-20-3

P,1,2-Tri-tert-butylhydrazidophosphonsaeure-tert-butylester

A

tert-butylphosphonic acid
4923-84-6

tert-butylphosphonic acid

B

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

C

N,N'-di-tert-butylhydrazine hydrochloride
13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In benzene at 0℃; Mechanism;
...Expand
P,1,2-Tri-tert-butylhydrazidophosphonsaeure-methylester
79371-16-7

P,1,2-Tri-tert-butylhydrazidophosphonsaeure-methylester

A

tert-butylphosphonic acid
4923-84-6

tert-butylphosphonic acid

B

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

C

N,N'-di-tert-butylhydrazine hydrochloride
13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 7h; Mechanism; Heating;
...Expand
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

Ethoxymethylenemalononitrile
123-06-8

Ethoxymethylenemalononitrile

5-amino-1-(tert-butyl)-1H-pyrazole-4-carbonitrile
158001-28-6

5-amino-1-(tert-butyl)-1H-pyrazole-4-carbonitrile

Conditions
ConditionsYield
With triethylamine In ethanol; water at 78℃; for 3h;96%
With triethylamine In ethanol at 78℃; for 3h;96%
With triethylamine In ethanol for 3h; Reflux;95%
3-Aminocrotononitrile
1118-61-2

3-Aminocrotononitrile

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

1-tert-butyl-3-methyl-1H-pyrazol-5-amine
141459-53-2

1-tert-butyl-3-methyl-1H-pyrazol-5-amine

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; for 18h;92%
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In water at 20℃; for 0.166667h;
Stage #2: 3-Aminocrotononitrile In water at 90℃; for 22h;		87%
With sodium hydroxide In water at 90℃; for 18h; Large scale reaction;86%
With acetic acid In ethanol at 75℃; for 18h;
3-methoxy-2-methylbenzoyl chloride
24487-91-0

3-methoxy-2-methylbenzoyl chloride

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

N-(3-methoxy-2-methylbenzoyl)-N'-tert-butylhydrazine
163336-50-3

N-(3-methoxy-2-methylbenzoyl)-N'-tert-butylhydrazine

Conditions
ConditionsYield
With sodium hydroxide In petroleum ether (80 - 110 C); water; xylene at 10 - 80℃; pH=9.0 - 9.5;83.2%
With sodium hydroxide In dichloromethane; water
With sodium hydroxide In water; xylene; gasoline at 10 - 40℃; for 4.25h; pH=9.0 - 9.5;
With water; sodium hydroxide In dichloromethane at 20℃; for 6h;
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

β-Cyclobutyl-β-oxopropionitrile
118431-89-3

β-Cyclobutyl-β-oxopropionitrile

1-tert-butyl-3-cyclobutyl-1H-pyrazol-5-amine
817641-86-4

1-tert-butyl-3-cyclobutyl-1H-pyrazol-5-amine

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In ethanol for 0.5h;
Stage #2: β-Cyclobutyl-β-oxopropionitrile In ethanol at 75℃; for 14h;		80%
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In ethanol for 1h;
Stage #2: β-Cyclobutyl-β-oxopropionitrile In ethanol for 12h; Heating / reflux;		80%
In ethanol for 20h; Reflux;
for 20h; Reflux;
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

(1-ethoxyethylidene)malononitrile
5417-82-3

(1-ethoxyethylidene)malononitrile

1-tert-butyl-3-methyl-5-amino-1H-pyrazole-4-carbonitrile

1-tert-butyl-3-methyl-5-amino-1H-pyrazole-4-carbonitrile

Conditions
ConditionsYield
With triethylamine In ethanol at 85℃; for 16h;89%
With triethylamine In ethanol
With triethylamine In ethanol
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

2,4,6-trichloropyrimidine-5-carbaldehyde
50270-27-4

2,4,6-trichloropyrimidine-5-carbaldehyde

1-tert-butyl-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine
864292-49-9

1-tert-butyl-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine

Conditions
ConditionsYield
With triethylamine In methanol at 0℃; for 3h;89%
With triethylamine In ethanol at -78 - 20℃; for 3h;86%
With triethylamine In ethanol at -78 - 0℃; for 5h; Inert atmosphere;73%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

tert-butyl 2-(tert-butyl)hydrazinecarboxylate
60295-52-5

tert-butyl 2-(tert-butyl)hydrazinecarboxylate

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; tertbutylhydrazine hydrochloride With sodium hydroxide In 1,4-dioxane; water at 20℃; for 10h;
Stage #2: With ammonium chloride In 1,3-dioxane; water		80%
In 1,4-dioxane; sodium hydroxide
In 1,4-dioxane; sodium hydroxide
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

N-tert-butyl-N'-(4-fluorobenzylidene)hydrazine
389609-34-1

N-tert-butyl-N'-(4-fluorobenzylidene)hydrazine

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride; 4-fluorobenzaldehyde With hydrogen; triethylamine In diethyl ether at 20℃; for 0.5h;
Stage #2: With magnesium sulfate In diethyl ether at 20℃; for 48h;		90%
Stage #1: tertbutylhydrazine hydrochloride; 4-fluorobenzaldehyde With triethylamine In diethyl ether at 20℃; for 0.5h;
Stage #2: With magnesium sulfate In diethyl ether at 20℃; for 48h;		90%
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

acetone
67-64-1

acetone

acetone tert-butylhydrazone
33050-99-6

acetone tert-butylhydrazone

Conditions
ConditionsYield
With sodium hydroxide; acetic acid In water for 2h;75%
With potassium hydroxide at 20℃; for 3h; Inert atmosphere;71%
With potassium hydroxide at 20℃; for 3h;62%
Mucochloric acid
766-40-5

Mucochloric acid

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

2-tert-butyl-4,5-dichloro-2H-pyridazin-3-one
84956-71-8

2-tert-butyl-4,5-dichloro-2H-pyridazin-3-one

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In water; toluene at 20℃;
Stage #2: Mucochloric acid In water; toluene at 20℃;
Stage #3: With acetic acid In water; toluene at 45 - 50℃; for 18h;		75%
Stage #1: Mucochloric acid; tertbutylhydrazine hydrochloride With sodium carbonate In water for 2.5h; Cooling with ice;
Stage #2: With acetic acid In benzene at 35 - 45℃; for 4h;		38%
4,6,6-trimethoxy-1,1,1-trifluorohex-3-en-2-one
1140485-84-2

4,6,6-trimethoxy-1,1,1-trifluorohex-3-en-2-one

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

3-(2,2-dimethoxyethyl)-5-trifluoromethyl-1H-1-tert-Butylpyrazole
1482520-13-7

3-(2,2-dimethoxyethyl)-5-trifluoromethyl-1H-1-tert-Butylpyrazole

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride With sodium carbonate In methanol at 20℃; for 1h;
Stage #2: 4,6,6-trimethoxy-1,1,1-trifluorohex-3-en-2-one In methanol at 65℃; for 20h; regioselective reaction;		89%
3-dimethylamino-2-(5-methylisoxazole-3-carbonyl)acrylic acid ethyl ester
950859-15-1

3-dimethylamino-2-(5-methylisoxazole-3-carbonyl)acrylic acid ethyl ester

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

1-tert-butyl-5-(5-methylisoxazol-3-yl)-1H-pyrazole-4-carboxylic acid ethyl ester

1-tert-butyl-5-(5-methylisoxazol-3-yl)-1H-pyrazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium acetate In ethanol at 90℃; for 18h;96%
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

Benzoylacetonitrile
614-16-4

Benzoylacetonitrile

1-(tert-butyl)-3-phenyl-1H-pyrazol-5-amine
442850-72-8

1-(tert-butyl)-3-phenyl-1H-pyrazol-5-amine

Conditions
ConditionsYield
In ethanol for 18h; Reflux;97%
In ethanol Inert atmosphere; Reflux;85%
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In ethanol for 1h;
Stage #2: Benzoylacetonitrile In ethanol for 12h; Heating / reflux;		83%
With triethylamine In ethanol for 2h; Heating / reflux;45%
3-(3,3-dimethoxy-cyclobutyl)-3-oxo-propionitrile
817641-92-2

3-(3,3-dimethoxy-cyclobutyl)-3-oxo-propionitrile

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-ylamine
817641-93-3

2-tert-butyl-5-(3,3-dimethoxy-cyclobutyl)-2H-pyrazol-3-ylamine

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In ethanol for 0.5h;
Stage #2: 3-(3,3-dimethoxy-cyclobutyl)-3-oxo-propionitrile In ethanol at 75℃; for 14h;		86%
ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)-(oxo)acetate
802541-12-4

ethyl (3-ethoxy-2-oxocyclohex-3-en-1-yl)-(oxo)acetate

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

ethyl 1-tert-butyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

ethyl 1-tert-butyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

Conditions
ConditionsYield
With acetic acid In ethanol at 60℃; for 3h;90%
1-(hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carboxylic acid
1221343-14-1

1-(hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carboxylic acid

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

N’-(tert-butyl)-1-hydioxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohyrazide

N’-(tert-butyl)-1-hydioxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbohyrazide

Conditions
ConditionsYield
Stage #1: 1-(hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carboxylic acid With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: tertbutylhydrazine hydrochloride In N,N-dimethyl-formamide at 40℃; for 1h; Inert atmosphere;		89%
2-(2,4,6-trimethylphenyl)acetaldehyde
58047-52-2

2-(2,4,6-trimethylphenyl)acetaldehyde

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

(E)-1-tert-butyl-2-[2-(2,4,6-trimethylphenyl)ethylidene]hydrazine

(E)-1-tert-butyl-2-[2-(2,4,6-trimethylphenyl)ethylidene]hydrazine

Conditions
ConditionsYield
With acetic acid In methanol at 20℃; for 24h;70%
With acetic acid In methanol at 20℃; for 24h;70%
4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester
5909-24-0

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

ethyl 4-(2-tert-butylhydrazinyl)-2-(methylthio)pyrimidine-5-carboxylate

ethyl 4-(2-tert-butylhydrazinyl)-2-(methylthio)pyrimidine-5-carboxylate

Conditions
ConditionsYield
Stage #1: 4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 0.5h;
Stage #2: tertbutylhydrazine hydrochloride In ethanol at 20℃; for 3h;		89.38%
ethyl 3-formyl-4-oxobutanoate
503471-30-5

ethyl 3-formyl-4-oxobutanoate

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

ethyl 1-(tert-butyl)-1H-pyrazole-3-carboxylate
682757-49-9

ethyl 1-(tert-butyl)-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
With triethylamine In ethanol at 25℃; for 12h;76%
trimethylacetylacetonitrile
59997-51-2

trimethylacetylacetonitrile

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

5-amino-1,3-di-tert-butyl-1H-pyrazole
787552-38-9

5-amino-1,3-di-tert-butyl-1H-pyrazole

Conditions
ConditionsYield
In ethanol for 18h; Reflux;66%
With hydrogenchloride In ethanol for 18h; Reflux;60%
With hydrogenchloride In ethanol Reflux;33%
With triethylamine In ethanol at 100℃; for 96h;20%
tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

2-oxopropanal
78-98-8

2-oxopropanal

1-(2-(tert-butyl)hydrazono)propan-2-one

1-(2-(tert-butyl)hydrazono)propan-2-one

Conditions
ConditionsYield
In water at 20℃; for 1.5h;98%
In water at 20℃; for 2h;85%
Stage #1: tertbutylhydrazine hydrochloride; 2-oxopropanal In water at 23℃;
Stage #2: With sodium hydroxide In tert-butyl methyl ether; water

tert-Butylhydrazine hydrochloride Chemical Properties

Molecular Structure of tert-Butylhydrazine hydrochloride (CAS No.7400-27-3):

Molecular Formula: C4H13ClN2
Molecular Weight: 124.6124
IUPAC Name: Tert-butylhydrazine hydrochloride 
CAS No: 7400-27-3
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 6.48 Å2
Flash Point: 35.8 °C
Enthalpy of Vaporization: 37.24 kJ/mol
Boiling Point: 135 °C at 760 mmHg
Vapour Pressure: 7.89 mmHg at 25°C
InChI: InChI=1/C4H13ClN2 /c1-4(2,3)6-5;/h6H,5H2,1-3H3;1H
InChIKey: DDPWVABNMBRBFI-UHFFFAOYAX
Std. InChI: InChI=1S/C4H13ClN2 /c1-4(2,3)6-5;/h6H,5H2,1-3H3;1H
Std. InChIKey: DDPWVABNMBRBFI-UHFFFAOYSA-N
Synonyms: (1,1-dimethylethyl)Hydrazinemonohydrochloride ; (1,1-dimethylethyl)-Hydrazinmonohydrochloride ; Hydrazine,(1,1-dimethylethyl)-,monohydrochloride ; tert-Butyl-hydrazinhydrochloride ; tert-Butylhydraziniumchloride ; tert-Butyl-hydrazinmonohydrochloride ; 1-(tert-butyl)Hydrazine hydrochloride 
Appearance: White crystals or crystalline powder
Product Categories: Small molecule; Hydrazines; Nitrogen Compounds; Organic Building Blocks

tert-Butylhydrazine hydrochloride Uses

1.It can be used for synthesising of hydrazine insecticide inhibiting food hydrazine, two hydrazide insecticide tebufenozide (m full, tebufenozide), chlorine tebufenozide (halofenozide), methoxyfenozide (methoxyfenozide) , ring tebufenozide (chromafenozide), and the acaricide pyridaben.
2.It also can be used as medicine and pesticide intermediates.

tert-Butylhydrazine hydrochloride Production

There  are several preparation methods reported in the literature-tert-butyl hydrazine hydrochloride :
1. tert-Butyl ammonium chloride and ammonia reaction. Reaction formula:
NH2-Cl + H2N-C4H9-t → H2N-NH-C4H9-t·HCl
2. Diphenyl diazomethane reaction with Grignard reagents, intermediates obtained further acidolysis. Reaction formula:
(C6H5)2C = N2[t-C4H9MgCl] →(C6H5)2 = N-NH-C4H9-t [HCl] → (C6H5)2C = O + H2N-NH-C4H9-t·HCl
3. The role of the acid, by the direct reaction of hydrazine hydrate, and tert-butyl alcohol. Reaction equation:
NH2NH2·HCl + (CH3)3COH [HCl] → (CH3)3CNHNH2·HCl +2 H2O 

tert-Butylhydrazine hydrochloride Safety Profile

Hazard Codes:IrritantXi
Risk Statements:36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:26-36-24/25
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
RIDADR:2811
WGK Germany:3
RTECS:MV2841000
Hazard Note:Irritant
PackingGroup:III

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