ChemicalBook > CAS DataBase List > tert-Butyl N-hydroxycarbamate
tert-Butyl N-hydroxycarbamate
- Product Name
- tert-Butyl N-hydroxycarbamate
- CAS No.
- 36016-38-3
- Chemical Name
- tert-Butyl N-hydroxycarbamate
- Synonyms
- tert-Butyl hydroxycarbamate;N-BOC-HYDROXYLAMINE;BOC-NH-OH;BOC-HNOH;N-Boc-hydroxyL;BOC hydroxylamine;N-Boc-Hydroxyamine;N-hydroxycarbamate;N-T-BOC HYDROXYLAMINE;LABOTEST-BB LT00233206
- CBNumber
- CB7274369
- Molecular Formula
- C5H11NO3
- Formula Weight
- 133.15
- MOL File
- 36016-38-3.mol
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tert-Butyl N-hydroxycarbamate Property
- Melting point:
- 53-55 °C (lit.)
- Boiling point:
- 245.66°C (rough estimate)
- Density
- 1.2510 (rough estimate)
- refractive index
- 1.4120 (estimate)
- storage temp.
- 2-8°C
- solubility
- Chloroform, Methanol
- pka
- 9.31±0.23(Predicted)
- form
- Crystalline Powder
- color
- White to light pink
- Water Solubility
- Slightly soluble in water.
- Sensitive
- Moisture Sensitive
- BRN
- 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
- 36016-38-3(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 226157
- Product name
- N-Boc-hydroxylamine
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $100
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 226157
- Product name
- N-Boc-hydroxylamine
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $26
- Updated
- 2023/06/20
TCI Chemical
- Product number
- H0848
- Product name
- tert-Butyl N-Hydroxycarbamate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $20
- Updated
- 2025/07/31
TCI Chemical
- Product number
- H0848
- Product name
- tert-Butyl N-Hydroxycarbamate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $37
- Updated
- 2025/07/31
TRC
- Product number
- B656470
- Product name
- N-Boc-hydroxylamine
- Packaging
- 25g
- Price
- $150
- Updated
- 2021/12/16
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tert-Butyl N-hydroxycarbamate Chemical Properties,Usage,Production
Chemical Properties
White to light pink crystalline powder
Uses
N-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.
Uses
tert-Butyl N-hydroxycarbamate is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts.
Synthesis Reference(s)
Journal of the American Chemical Society, 81, p. 955, 1959 DOI: 10.1021/ja01513a049
Tetrahedron Letters, 24, p. 231, 1983 DOI: 10.1016/S0040-4039(00)81372-6
Synthesis
A suspension of NH2OH·HCl (9.7 g, 140mmol) and K2CO3 (9.7 g, 700 mmol) in Et2O (60 mL) and H2O (2 mL)was stirred for about 1 h at r.t. with evolution of CO2 gas. A solution of Boc2O (20.0 g, 92 mmol) in Et2O (40 mL) was then added dropwise at 0 °C, and the suspension was stirred at r.t for 12 h. The organic phase was decanted, and the solid was washed with Et2O (3 × 30 mL). The combined organic layers were concentrated, and the residue was recrystallized from cyclohexane/toluene to afford the desired product tert-butyl N-hydroxycarbamate as a white solid.
References
[1] Tetrahedron, 2003, vol. 59, # 4, p. 543 - 553
[2] Organic Letters, 2015, vol. 17, # 6, p. 1513 - 1516
[3] Synthesis (Germany), 2016, vol. 48, # 18, p. 3031 - 3041
[4] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 4, p. 978 - 983
[5] Tetrahedron, 2004, vol. 60, # 11, p. 2559 - 2567
tert-Butyl N-hydroxycarbamate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from tert-Butyl N-hydroxycarbamate manufacturers
Henan Aochuang Chemical Co.,Ltd.
- Product
- tert-Butyl N-hydroxycarbamate 36016-38-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-26
Xiamen Yunfan Biotech Co.,Ltd.
- Product
- tert-Butyl N-hydroxycarbamate 36016-38-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%+
- Supply Ability
- 1200kg/Month
- Release date
- 2024-05-14
Zibo Hangyu Biotechnology Development Co., Ltd
- Product
- tert-Butyl N-hydroxycarbamate 36016-38-3
- Price
- US $70.00-700.00/kg
- Min. Order
- 10kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-11-06
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