Benzyl isocyanide

Benzyl isocyanide
  • CAS No.:10340-91-7

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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Benzyl isocyanide Basic information
Product Name:Benzyl isocyanide
Synonyms:HANSA ISN-0155;BENZYL ISOCYANIDE;BENZYL ISONITRILE;BIO-FARMA BF000644;Benzyl carbylamine;Phenylmethyl isocyanide;Benzyl isocyanide,98%;Benzyl lsocyanide
CAS:10340-91-7
MF:C8H7N
MW:117.15
EINECS:233-738-9
Product Categories:Isocyanides;Nitrogen Compounds;Organic Building Blocks
Mol File:10340-91-7.mol
Benzyl isocyanide Chemical Properties
Boiling point 105-106 °C75 mm Hg(lit.)
density 0.962 g/mL at 25 °C(lit.)
refractive index n20/D 1.521(lit.)
Fp 175 °F
storage temp. -20°C
pka27.4
form clear liquid
color Colorless to Red to Green
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36/37
RIDADR UN 3334
WGK Germany 3
HS Code 29269090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Benzyl isocyanide Usage And Synthesis
Chemical Propertiesclear colorless to yellowish liquid
UsesBenzyl Isocyanide is used in the preparation of arylamide compounds. also used as a catalyst in the cycloaddition of norbornenes with internal and terminal acetylenes.
ApplicationBenzyl isocyanide forms phosphaalkene-containing complexes. Benzyl isocyanide was used in the synthesis of Ru(II) complexes containing hydrazine and benzyl isocyanide ligands. It was used in a three-component coupling process leading to O- and N-arylamides.
SynthesisSynthesis of benzyl isocyanideIn a 500-mL, round-bottomed flask equipped with a magnetic stirring bar and a pressure-equalizing funnel are placed 5-benzylaminotetrazole (10.5 g, 60 mmol), 100 mL of 10% sodium hydroxide solution, and 70 mL of dichloromethane. The mixture is cooled to 0°C and a solution of NaOBr in water (165 mL, 65 mmol) (Note 2) is added with vigorous stirring over a 15-min period (Note 3). The dichloromethane layer is separated and the aqueous phase extracted with five 50-mL portions of dichloromethane. The combined dichloromethane extracts are dried over anhydrous MgSO4, the drying agent is removed by filtration, and the dichloromethane is removed by simple distillation. The pressure is then reduced to ~20 mm with an aspirator and benzyl isocyanide is distilled at 98–100°C; yield: 5.91 g (84%) (Note 4) and (Note 5).Organic Syntheses, Coll. Vol. 7, p. 27, 1990http://www.orgsyn.org
Benzyl isocyanide Preparation Products And Raw materials

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