Benzyl isocyanate Property

Melting point:

259-261 °C(Solv: acetic acid (64-19-7))

Boiling point:

101-104 °C/33 mmHg (lit.)

Density 

1.078 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.526(lit.)

Flash point:

113 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Liquid

color 

Clear colorless to faintly yellow

Water Solubility 

It hydrolyzes with water.

Sensitive 

Moisture Sensitive

BRN 

636508

CAS DataBase Reference

3173-56-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzyl isocyanate(3173-56-6)

Safety

Hazard Codes 

Xn,T

Risk Statements 

10-36/37/38-42/43-23/24/25

Safety Statements 

23-26-36/37-36/37/39-16

RIDADR 

UN 3080 6.1/PG 2

WGK Germany 

3

F 

10-21

HazardClass 

6.1

PackingGroup 

II

HS Code 

29291090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

Benzyl isocyanate Chemical Properties,Usage,Production

Chemical Properties

CLEAR COLOURLESS TO FAINTLY YELLOW LIQUID

Occurrence

benzyl isocyanate is a natural product found in Simicratea welwitschii with data available.?

Uses

Benzyl isocyanate, is used as a protected ammonia equivalent in the stereo selective ring-opening of chiral 2,3-epoxy alcohols (from Sharpless asymmetric epoxidation). The key step in the sequence involves intramolecular cyclization of the carbamate intermediate. It is also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex.

Uses

Benzyl isocyanate was used to investigate the kinetics of isocyanate derivatization reaction in a continuous flow glass microfluidics chip. It was also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex (674699).

General Description

Benzyl isocyanate inhibits the formation of benzo[a]pyrene (BP)-DNA adduct and posses chemopreventive properties.

Synthesis

The conversion of benzyl azide to benzyl isocyanate (Scheme 1) was selected as the model reaction and it was performed both under conventional conditions and under MW irradiation. Various solvents were compared at a number of temperatures thanks to the versatility of the SynthWave reactor, which provides multiple-sample racks. Experiments were performed at 90, 70 and 50 °C at 14.5 bar of CO2 pressure.

Scheme 1: Synthesis of benzyl isocyanate.
One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction