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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
$97.4
Updated
2024/03/01
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
$17
Updated
2024/03/01
TCI Chemical
Product number
H0848
Product name
tert-Butyl N-Hydroxycarbamate
Purity
>98.0%(GC)
Packaging
25g
Price
$34
Updated
2024/03/01
Alfa Aesar
Product number
A10349
Product name
N-Boc-hydroxylamine, 98+%
Packaging
1g
Price
$27.65
Updated
2024/03/01
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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.

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 271 Europe 1 Germany 8 India 34 Japan 7 Switzerland 2 The Netherlands 1 United Kingdom 15 United States 53 Global 397
Toronto Research Chemicals Inc.
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6668
Advantage
58
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View Lastest Price from tert-Butyl N-hydroxycarbamate manufacturers

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
Henan Fengda Chemical Co., Ltd
Product
tert-Butyl N-hydroxycarbamate 36016-38-3
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-09

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

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  • T-BUTYL N-HYDROXYCARBOMATE (N-BOC HYDROXYLAMINE)
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  • (t-Butoxycarbonyl)-hydroxylamine
  • N-t-Butyloxycarbonyl-hydroxylamine
  • N-Boc-hydroxylamine N-(tert-Butoxycarbonyl)hydroxylamine N-Hydroxycarbamic Acid tert-Butyl Ester
  • N-hydroxy-, 1,1-dimethylethyl ester
  • Carbamic acid, hydroxy-, 1,1-dimethylethyl ester
  • (Hydroxyamino)formic acid tert-butyl ester
  • tert-Butyl hydroxycarbamate
  • <i>tert</i>-Butyl <i>N</i>-hydroxycarbamate
  • BOC-HNOH
  • BOC-NH-OH
  • 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
  • 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
  • 1