ChemicalBook > CAS DataBase List > 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Product Name
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
CAS No.
58632-95-4
Chemical Name
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
Synonyms
BOC-ON;2-(BOC-OXYIMINO)-2-PHENYLACETONITRILE;Boc-On99%;Boc-ON, 98+%;BOC-ON, 99% 5GR;BOC-ON, 99% 25GR;2-(tert-Butoxycarbon;LABOTEST-BB LT00159655;2-(Boc-oxyimino)-2-phenylacetonitrile 99%;tert-butyl alpha-cyanobenzylaminyl carbonate
CBNumber
CB8741235
Molecular Formula
C13H14N2O3
Formula Weight
246.26
MOL File
58632-95-4.mol
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2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Property

Melting point:
85-88 °C (lit.)
Boiling point:
389.26°C (rough estimate)
Density 
1.1855 (rough estimate)
refractive index 
1.6450 (estimate)
storage temp. 
-20°C
solubility 
Soluble in water or 1% acetic acid
form 
Fine Crystalline Powder
color 
White to slightly beige
Water Solubility 
insoluble
Sensitive 
Moisture Sensitive
BRN 
2217296
CAS DataBase Reference
58632-95-4(CAS DataBase Reference)
EPA Substance Registry System
Benzeneacetonitrile, .alpha.-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]- (58632-95-4)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-24/25-36/37/39-26-36
RIDADR 
3276
WGK Germany 
3
RTECS 
DA0513600
10-21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29280090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
193372
Product name
2-(Boc-oxyimino)-2-phenylacetonitrile
Purity
99%
Packaging
5g
Price
$27.18
Updated
2024/03/01
Sigma-Aldrich
Product number
193372
Product name
2-(Boc-oxyimino)-2-phenylacetonitrile
Purity
99%
Packaging
25g
Price
$48.5
Updated
2024/03/01
TCI Chemical
Product number
B0988
Product name
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
Purity
>98.0%(N)
Packaging
5g
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
B0988
Product name
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
Purity
>98.0%(N)
Packaging
25g
Price
$73
Updated
2024/03/01
Alfa Aesar
Product number
A18906
Product name
Boc-ON, 98+%
Packaging
5g
Price
$33.65
Updated
2024/03/01
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2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Chemical Properties,Usage,Production

Chemical Properties

White to off-white microcrystalline powder

Uses

Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 6, p. 199, 1988
Tetrahedron Letters, 16, p. 4393, 1975 DOI: 10.1016/S0040-4039(00)91133-X

Purification Methods

Triturate the solid with 90% aqueous MeOH, filter, wash with 90% aqueous MeOH and dry it in a vacuum. Recrystallise it from MeOH (needles or plates), but use warm MeOH and cool to crystallise; do not boil as it decomposes slowly. IR has max 1785 (C=O) cm-1 and NMR (CDCl3) usually shows two tert-butyl singlets for syn and anti isomers. Store it in a brown bottle (fridge). It evolves CO2 at room temperature (stoppered bottle can explode!), but can be stored over silica gel which may extend its useful life to more than a year. [Itoh et al. Org Synth 59 95 1980.]

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 58632-95-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-26
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 58632-95-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 58632-95-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08

58632-95-4, 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileRelated Search:


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  • BOC-ON (2-t-butoxycarbonyloxyimino)-2-phenylacetonitirle)
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  • tert-butyl alpha-cyanobenzylaminyl carbonate
  • BOC-ON (N-TERT-BUTOXYCARBONYLOXYIMINO-2- PHENYLACETONITRILE)
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  • Boc-ON, 98+%
  • 2-Butoxycarbonyloximino-2-phenylacetonitrile
  • [(CYANO-PHENYL-METHYLIDENE)AMINO] TERT-BUTYL CARBONATE
  • Boc-On99%
  • BOC-ON
  • Boc-ON 2-t-Butyloxycarbonyloxyimino-2-phenyl acetonitrile
  • Benzeneacetonitrile, alpha-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]-
  • tert-Butyl [(cyano-phenylmethylidene)amino] carbonate
  • 2-(t-Butyloxycarbonyl imino)-2-phenylacetonitrile
  • Carbonic acid, (cyanophenylmethylene)azanyl 1,1-dimethylethyl ester
  • 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile &gt
  • 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile USP/EP/BP
  • tert-butyl [(E)-[cyano(phenyl)methylidene]amino] carbonate
  • 58632-95-4
  • CH33COCOONCC6H5CN
  • Protecting and Derivatizing Reagents
  • Synthetic Reagents
  • Others
  • Protection and Derivatization
  • Peptide Synthesis
  • Protective Reagents (Peptide Synthesis)
  • Protection & Derivatization Reagents (for Synthesis)
  • Biochemistry
  • Peptide Synthesis
  • Protection & Derivatization Reagents (for Synthesis)
  • Protective Reagents (Peptide Synthesis)
  • Synthetic Organic Chemistry
  • Boc-Amino acid series
  • Pharmaceutical Raw Materials