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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Safety

Safety Statements: 22-24/25
WGK Germany: 3
F: 21
HS Code: 29280090

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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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tert-Butyl N-hydroxycarbamate Suppliers

Americas 1 Belgium 3 Canada 1 China 292 Europe 1 Germany 8 India 33 Japan 7 Switzerland 2 The Netherlands 1 United Kingdom 15 United States 53 Global 417

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3B Pharmachem (Wuhan) International Co.,Ltd.

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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

36016-38-3, tert-Butyl N-hydroxycarbamateRelated Search:

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Carbamic acid, hydroxy-, 1,1-dimethylethyl ester

(Hydroxyamino)formic acid tert-butyl ester

tert-Butyl hydroxycarbamate

tert-Butyl N-hydroxycarbamate

BOC-HNOH

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T-BUTYL N-HYDROXYCARBAMATE

TERT-BUTYL N-HYDROXYCARBAMATE

LABOTEST-BB LT00233206

N-(TERT-BUTYLOXYCARBONYL)HYDROXYLAMINE

N-TERT-BUTOXYCARBONYLHYDROXYLAMINE

BOC-Hydroxylamine Tert-Butyl N-hydroxycarbamate

Carbamic acid,N-hydroxy-, 1,1-dimethylethyl ester

N-Boc-hydroxylamine≥ 99% (HPLC)

N-tert-BOC-Hydroxylamine for synthesis

N-(tert-Butoxycarbonyl)hyd

BOC hydroxylamine

4-hydroxy-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]butanoic acid

n-hydroxycarbamate tert butyl ester

tert-ButylN-Hydroxycarbamate&gt

N-Boc-hydroxyL

N-hydroxycarbamate

ert-ButylN-hydroxycarbamate

N-tert-Boc-Hydroxylamine

N-Hydroxy-N-tert-butyloxycarbonylamide

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36016-38-3

C5H11O3N

CH33COCONHOH

Hydroxylamines

Hydroxylamines (N-Substituted)

Building Blocks

Organic Building Blocks

Nitrogen Compounds

Protected Amines

Hydroxylamines

Hydroxylamines (N-Substituted)

Naphthyridine,Quinoline

API intermediates

INTERMEDIATESOFMEROPENAM

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