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2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Structure
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
Molecular Weight:
246.26
MOL File:
58632-95-4.mol
MSDS File:
SDS
Modify Date:
2023/4/23 13:52:06

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS07
Signal word  Danger
Hazard statements  H301-H315-H319-H302-H312-H332-H335
Precautionary statements  P264-P270-P280-P301+P310+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P405-P501-P261-P304+P340-P305+P351+P338-P501a
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
NFPA 704
1
2 0

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 193372 2-(Boc-oxyimino)-2-phenylacetonitrile 99% 58632-95-4 5G ₹2522.23 2022-06-14 Buy
Sigma-Aldrich(India) 193372 2-(Boc-oxyimino)-2-phenylacetonitrile 99% 58632-95-4 25G ₹8237.83 2022-06-14 Buy
Sigma-Aldrich(India) 193372 2-(Boc-oxyimino)-2-phenylacetonitrile 99% 58632-95-4 100G ₹33644.1 2022-06-14 Buy
TCI Chemicals (India) B0988 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 58632-95-4 5G ₹2100 2022-05-26 Buy
TCI Chemicals (India) B0988 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 58632-95-4 25G ₹5100 2022-05-26 Buy
Product number Packaging Price Buy
193372 5G ₹2522.23 Buy
193372 25G ₹8237.83 Buy
193372 100G ₹33644.1 Buy
B0988 5G ₹2100 Buy
B0988 25G ₹5100 Buy

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Chemical Properties,Uses,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.

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.]

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alpha-[[[(1,1-dimethylethoxy)carbonyl]oxy]imino]-benzeneacetonitril N-TERT-BUTOXYCARBONYLOXYIMINO-2-PHENYLACETONITRILE 2-(tert-Butoxycarbon Boc-ON 2-(tert-ButoxycarbonyloxyiMino)-2-phenylacetonitrile N-((tert-Butoxycarbonyl)oxy)benziMidoyl cyanide BOC-ON, 99% 25GR BOC-ON, 99% 5GR 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 2-(Boc-oxyimino)-2-phenylacetonitrile 99% 2-tert-Butyloxycarbonyloxyimino-2-phenyl acetonitrile≥ 99% (HPLC) 2-(tert-BOC-Oxyimino)-2-phenylacetonitrile for synthesis carbonic acid tert-butyl [(E)-[cyano(phenyl)methylidene]amino] ester LABOTEST-BB LT00159655 2-(BOC-OXYIMINO)-2-PHENYLACETONITRILE 2-(TERT-BUTOXYCARBONYLOXYIMINO)-2-PHENYLACETONITRILE 2-(T-BUTOXYCARBONYLOXYIMINO)-2-PHENYLACETONITRILE 2-T-BUTYLOXYCARBONYLOXYIMINO-2-PHENYL ACETONITRILE 2-(Boc-oxyimino)-2-phenylacetonitrile~2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile BOC-ON (2-t-butoxycarbonyloxyimino)-2-phenylacetonitirle) N-T-butoxycarbonyloxyimino-2-*phenylacetonitrile tert-butyl alpha-cyanobenzylaminyl carbonate BOC-ON (N-TERT-BUTOXYCARBONYLOXYIMINO-2- PHENYLACETONITRILE) 2-tert-Butyloxycarbonyloxyimino-2-phenyl acetonitrile 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 > 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