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tert-Butylhydrazine hydrochloride

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Name

tert-Butylhydrazine hydrochloride

EINECS 231-001-6
CAS No. 7400-27-3 Density N/A
PSA 38.05000 LogP 2.14140
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 N/A 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;

Article Data 4

tert-Butylhydrazine hydrochloride Synthetic route

13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

7400-27-3

tertbutylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating;97%
93807-28-4

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

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;
79371-20-3

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

7400-27-3

tertbutylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 0.25h; Heating;71%
79371-20-3

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

A

4923-84-6

tert-butylphosphonic acid

B

7400-27-3

tertbutylhydrazine hydrochloride

C

13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In benzene at 0℃; Mechanism;
79371-16-7

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

A

4923-84-6

tert-butylphosphonic acid

B

7400-27-3

tertbutylhydrazine hydrochloride

C

13952-70-0

N,N'-di-tert-butylhydrazine hydrochloride

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

tertbutylhydrazine hydrochloride

123-06-8

Ethoxymethylenemalononitrile

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%
1118-61-2

3-Aminocrotononitrile

7400-27-3

tertbutylhydrazine hydrochloride

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;
24487-91-0

3-methoxy-2-methylbenzoyl chloride

7400-27-3

tertbutylhydrazine hydrochloride

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;
7400-27-3

tertbutylhydrazine hydrochloride

118431-89-3

β-Cyclobutyl-β-oxopropionitrile

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;
7400-27-3

tertbutylhydrazine hydrochloride

5417-82-3

(1-ethoxyethylidene)malononitrile

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

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 H2

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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