tert-Butyl carbazate

HCID 70091CAS 870-46-2
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)(C)OC(=O)NN
InChIKey
DKACXUFSLUYRFU-UHFFFAOYSA-N
Molecular formula
C5H12N2O2
Average molar mass
132.16 g/mol
Monoisotopic mass
132.08987762

Overview

structure in first source

Names & identifiers

Preferred name
tert-Butyl carbazate
IUPAC
tert-butyl N-aminocarbamate
English name
tert-Butyl carbazate
Molecular formula
C5H12N2O2
Molecular weight
132.16

Names & synonyms

tert-Butyl carbazate870-46-2Hydrazinecarboxylic acid, 1,1-dimethylethyl ester(tert-Butoxycarbonyl)hydrazineNSC-60250DZ6ERH52CNDTXSID7061227RefChem:188199DTXCID0048559212-795-3tert-Butyl hydrazinecarboxylatet-Butyl carbazate
Show more names
BOC-NHNH2carbazateHYDRAZINECARBOXYLIC ACID TERT-BUTYL ESTERTERT-BUTOXYCARBONYLHYDRAZINE
tert-butyl N-aminocarbamateBoc-hydrazidet-Butylcarbazate(tert-butoxy)carbohydrazideBoc-hydrazinetert-Butoxycarbonyl hydrazideMFCD00007593Carbazic acid tert-butyl ester

Database identifiers

CAS
870-46-2
PubChem CID
70091
DTXSID
DTXSID7061227
UNII
DZ6ERH52CN
EC Number
212-795-3
Nikkaji
J150.814H

Properties

Computed structural properties

XLogP
0.2
Topological polar surface area
64.4 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
9

Physicochemical properties

Melting point
39 · 39-42 °C (lit.)
Boiling point
63 · 63-65 °C/0.1 mmHg (lit.)
Density
1.02 · 1.02
refractive index
1.4496 · 1.4496 (estimate)
Flash point
197 °F · 197 °F
storage temp.
-20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H228 (100%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P370+P378, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 59 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 21-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21858

Hydrazinecarboxylic acid, 1,1-dimethylethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Sol. 2 (100%)
CSL Reaction Information · 6 items

CSL00008

NITRIC ACID + TERT-BUTYL CARBAZATE

Explosion during workup when half of the solvent was evaporated

Explosive

BOCN3 formation

User-Reported

Safety data

F
21
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
ridadr
1325
hs_code
29280090

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationHydrazinecarboxylic acid, 1,1-dimethylethyl ester: ACTIVE
Applications · 2 items

UsesStarting material for preparing BOC-azide, a reagent to introduce the BOC amino protection.

Usestert-Butyl carbazate is used in a palladium-catalyzed cross-coupling with vinyl halides to prepare N-Boc-N-alkenylhydrazines. It is utilized in solid phase peptide synthesis and in the optical purity determination of alfa-amino aldehyde. It reacts with aldehydes to get hydrazones, which finds application as an intermediate in the synthesis of HIV-1 protease inhibitors. In addition to this, it is used as a starting material for the preparation of BOC-azide, sulfonic and carboxylic hydrazides.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
苏州兴华高新材料科技有限公司13816002113
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

756 records
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Linked notes

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