tert-Butyl carbazate
Completing data — refresh the page later to see the latest
Basic information
- CAS
870-46-2- 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 propertiesFilling in
- XLogP
- 0.2
- Topological polar surface area
- 64.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 106
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
- solubility
- Soluble in ethanol and methanol.
- pka
- 10.74 · 10.74±0.20(Predicted)
- form
- Crystalline Lumps
- color
- White to slightly yellow
- Sensitive
- Moisture Sensitive
- BRN
- 1756967 · 1756967
- Major Application
- peptide synthesis
- InChI
- 1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)
- InChIKey
- DKACXUFSLUYRFU-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
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
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
- risk_code
- 48-36/37/38-24/25-11
- Signal word
- Danger
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationHydrazinecarboxylic acid, 1,1-dimethylethyl ester: ACTIVE
Applications
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
Upstream raw materials
Downstream products
Related reactions
756 records
Compound notes
Loading…