tert-butyl N-hydroxycarbamate
Basic information
- CAS
36016-38-3- Standard SMILES
CC(C)(C)OC(=O)NO- InChIKey
DRDVJQOGFWAVLH-UHFFFAOYSA-N- Molecular formula
- C5H11NO3
- Average molar mass
- 133.15 g/mol
- Monoisotopic mass
- 133.07389321
Names & identifiers
- Preferred name
- tert-butyl N-hydroxycarbamate
- IUPAC
- tert-butyl N-hydroxycarbamate
- English name
- tert-Butyl N-hydroxycarbamate
- Molecular formula
- C5H11NO3
- Molecular weight
- 133.15
Names & synonyms
36016-38-3tert-Butyl N-hydroxycarbamateN-Boc-hydroxylamineN-tert-Butoxycarbonylhydroxylaminetert-Butyl hydroxycarbamateCarbamic acid, hydroxy-, 1,1-dimethylethyl estern-boc-hydroxyamineGJV9GPX5T31,1-dimethylethyl N-hydroxycarbamateEINECS 252-836-2NSC-131086NSC-144620
Show more names
nhbocBOC-NH-OHN-hydroxycarbamateBocNOHBOC-HNOHN-Boc-hydroxyLBOC hydroxylamine
DTXSID60189587NSC 131086NSC 144620CARBAMIC ACID, N-HYDROXY-, 1,1-DIMETHYLETHYL ESTERRefChem:188210DTXCID20112078252-836-2DRDVJQOGFWAVLH-UHFFFAOYSA-N
Database identifiers
- CAS
36016-38-3- PubChem CID
- 97534
- DTXSID
DTXSID60189587- ChEMBL
CHEMBL1916775- UNII
- GJV9GPX5T3
- EC Number
- 252-836-2
- Nikkaji
- J150.043K
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 58.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 105
Physicochemical properties
- Melting point
- 53 · 53-55 °C (lit.)
- Boiling point
- 245.66 °C · 245.66°C (rough estimate)
- Density
- 1.251 · 1.2510 (rough estimate)
- refractive index
- 1.412 · 1.4120 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform, Methanol
- form
- Crystalline Powder
- pka
- 9.31 · 9.31±0.23(Predicted)
- color
- White to light pink
- Water Solubility
- Slightly soluble in water.
- Sensitive
- Moisture Sensitive
- BRN
- 1756546 · 1756546
- InChI
- InChI=1S/C5H11NO3/c1-5(2,3)9-4(7)6-8/h8H,1-3H3,(H,6,7)
- InChIKey
- DRDVJQOGFWAVLH-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NO
- CAS DataBase Reference
- 36016 · 36016-38-3(CAS DataBase Reference)
- FDA UNII
- 9 GPX5T3 · GJV9GPX5T3
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 280 · P280-P261
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- F
- 21 · 21
- HS Code
- 29280090 · 29280090
- Storage Class
- 11 · 11 - Combustible Solids
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29280090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P261
Chemistry & industry
Applications
UsesN-Boc-hydroxylamine is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts. It acts as a reagent for the synthesis of hydroxylamine derivatives t-butyl-N-(acyloxy)carbamates and N,O-diacylated N-hydroxyarylsulfonamides.
Usestert-Butyl N-hydroxycarbamate is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
94 records
Compound notes
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