ChemicalBook--->CAS DataBase List--->16466-61-8

16466-61-8

16466-61-8 Structure

16466-61-8 Structure
IdentificationBack Directory
[Name]

DI-TERT-BUTYL HYDRAZODICARBOXYLATE
[CAS]

16466-61-8
[Synonyms]

SKL269
N,N'-DI-BOC-HYDRAZINE
LABOTEST-BB LT00453977
di-tert-butyl bicarbamate
TERT-BUTYL HYDRAZODIFORMATE
DI-TERT-BUTYL HYDRAZODIFORMATE
DI-TERT-BUTYL HYDRAZODICARBOXYLATE
Di-tert-butyl hydrazodiformate 97%
Di-t-butylhydrazodicarboxylate-98%
DL-tert-Butyl Hydrazodicarboxylate
1,2-bis(t-butyloxycarbonyl)hydrazine
Di-tert-butylHydrazodicarboxylate>
n,n'-di-tert-butoxycarbonylhydrazine
1,2-Bis(tert-butoxycarbonyl)hydrazine
Di-tert-butyl hydrazodiformate
N,N'-Bis(tert-butoxycarbonyl)hydrazine
N,N'-Bi(carbamic acid tert-butyl) ester
Di-tert-butyl hydrazodicarboxylate, 98+%
Di-tert-butyl 1,2-Hydrazinedicarboxylate
Di-tert-butyl Hydrazodicarboxylate
di-tert-butyl hydrazine-1,2-dicarboxylate
Di-tert-butyl hydrazodicarboxylate≥ 98%(GC)
Hydrazine-1,2-dicarboxylic acid di-tert-butyl ester
Hydrazine-1,2-diylbis(formic acid tert-butyl) ester
N-(tert-butoxycarbonylamino)carbamic acid tert-butyl ester
1,2-Hydrazinedicarboxylic acid bis(1,1-dimethylethyl) ester
tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]carbamate
1,2-Hydrazinedicarboxylic acid, 1,2-bis(1,1-dimethylethyl) ester
N,N-Di-tert-butoxycarbonylhydrazine~Di-tert-butyl hydrazodiformate~Hydrazine-N,N-dicarboxylic acid di-tert-butyl est
N,N-Di-tert-butoxycarbonylhydrazine~Di-tert-butyl hydrazodiformate~Hydrazine-N,N-dicarboxylic acid di-tert-butyl ester
[EINECS(EC#)]

240-512-3
[Molecular Formula]

C10H20N2O4
[MDL Number]

MFCD00015000
[MOL File]

16466-61-8.mol
[Molecular Weight]

232.28
Chemical PropertiesBack Directory
[Melting point ]

123-126 °C (dec.)(lit.)
[Boiling point ]

294.6±9.0 °C(Predicted)
[density ]

1.064±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

Powder or Crystalline Powder
[pka]

8.73±0.43(Predicted)
[color ]

White
[Water Solubility ]

Insoluble in water.
[BRN ]

1794023
[InChI]

InChI=1S/C10H20N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3,(H,11,13)(H,12,14)
[InChIKey]

TYSZETYVESRFNT-UHFFFAOYSA-N
[SMILES]

N(C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

29280000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

White powder
[Uses]

Di-tert-butyl hydrazodiformate was used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates.
[Uses]

Di-tert-butyl hydrazodicarboxylate, is used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates.
[Synthesis Reference(s)]

Journal of the American Chemical Society, 82, p. 2725, 1960 DOI: 10.1021/ja01496a018
[General Description]

Di-tert-butyl hydrazodiformate acts as hydrazine substrate during the preparation of protected pyridylhydrazine derivatives.
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

DI-TERT-BUTYL HYDRAZODICARBOXYLATE

16466-61-8

General procedure for the synthesis of di-tert-butyl azodicarboxylate from di-tert-butyl dicarbonate: Hydrazine monohydrate (5.85 g, 85%, 200 mmol) was added dropwise to a methanol solution containing 50 ml of di-tert-butyl dicarbonate (48 g, 220 mmol) over a period of 30 min under ice bath cooling conditions. After the dropwise addition, the reaction mixture was stirred at room temperature for 3 hours. Subsequently, the methanol solvent was removed by rotary evaporator and 250 ml of n-hexane was added to the residue and the resulting white solid was collected by filtration and washed with n-hexane. A final white solid product of 19.34 g was obtained in 84% yield.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 20, p. 2715 - 2717
[2] Chemical Communications, 2011, vol. 47, # 1, p. 373 - 375
[3] Patent: CN104387418, 2016, B. Location in patent: Paragraph 0088; 0089; 0090
[4] Journal of the American Chemical Society, 2012, vol. 134, # 45, p. 18581 - 18584
[5] Patent: WO2014/22454, 2014, A1. Location in patent: Paragraph 0160
Spectrum DetailBack Directory
[Spectrum Detail]

DI-TERT-BUTYL HYDRAZODICARBOXYLATE(16466-61-8)1HNMR
DI-TERT-BUTYL HYDRAZODICARBOXYLATE(16466-61-8)IR
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