BENZYL ISOTHIOCYANATE Chemical Properties

Melting point:

41 °C

Boiling point:

242-243 °C(lit.)

Density 

1.125 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.6018(lit.)

FEMA 

4428 | BENZYL ISOTHIOCYANATE

Flash point:

>235 °F

storage temp. 

2-8°C

solubility 

0.1g/l

form 

Liquid

Specific Gravity

1.125

color 

Clear yellow

Odor

at 0.10 % in dipropylene glycol. mild watercress dusty medicinal horseradish oily

Odor Type

watercress

Water Solubility 

Hydrolyzes in water.

Sensitive 

Moisture Sensitive

JECFA Number

1562

BRN 

386135

InChIKey

MDKCFLQDBWCQCV-UHFFFAOYSA-N

LogP

3.16

CAS DataBase Reference

622-78-6(CAS DataBase Reference)

EPA Substance Registry System

Benzene, (isothiocyanatomethyl)- (622-78-6)

Safety Information

Hazard Codes 

Xn,C,T

Risk Statements 

20/21/22-36/37/38-42/43

Safety Statements 

26-36/37/39

RIDADR 

2810

WGK Germany 

3

RTECS 

NX8250000

F 

8-19-21

Hazard Note 

Corrosive/Harmful/Store under nitrogen

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29309090

Toxicity

mmo-sat 150 mg/plate ABCHA6 44,3017,80

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

BENZYL ISOTHIOCYANATE Usage And Synthesis

Chemical Properties

clear yellow liquid

Chemical Properties

Pale yellowish liquid; strong, penetrating aroma.

Occurrence

Reported found in common cress, Lepidium sativum, nasturtium, and Tropaeolum majus.

Uses

antineoplastic, antibacterial, antifungal

Uses

Benzyl isothiocyanate has been used in the preparation of S-(N-benzylthiocarbamoyl)-L-glutathione and S-(N-benzylthiocarbamoyl)-L-cysteine.

Uses

A novel medical application of isothiocyanate ester in treating various leukemia, with low toxicity, which includes benzyl isothiocyanate, phenylethyl isothiocyanate, allyl isothiocyanate, sulforaphane, and erucin. Benzyl isothiocyanate (BITC) inhibits the growth of human pancreatic cancer cells by inducing apoptosis.

Definition

ChEBI: Benzyl isothiocyanate is an isothiocyanate and a member of benzenes. It has a role as an antibacterial drug.

Preparation

Benzyl isothiocyanate is synthesized by the following two methods: I) from Benzylamine via Thiuramdisulfide via Sodiumsalt with Iodine to Benzyl-isothiocyanate. 2) from Benzylamine and Thiocarbonyl chloride.

Aroma threshold values

Medium strength odor, watercress type; recommend smelling in a 1.0% solution or less.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 7021, 1992 DOI: 10.1016/S0040-4039(00)60922-X

General Description

Benzyl isothiocyanate is a naturally-occurring constituent of cruciferous vegetables. It has antibacterial properties and its metabolism in man has been investigated. It inhibits chemically induced cancer in animal models.

Hazard

Very irritant to tissues.

Biochem/physiol Actions

Odor at 1.0%: Vegetative cabbage and radishlike, green with a musty sulfurous earthiness reminiscent of mustard greens.Taste at 0.5ppm: Green vegetative cabbage, kimchi, radish and wasabi-like with green leafy nuances and imparting a strong trigeminal tongue numbing and raspy sensation.

Safety Profile

Poison by intraperitoneal andsubcutaneous routes. Intensely irritating. Mutation datareported. Moderate fire hazard via heat, flame, andoxidizers. To fight fire, use water, spray, foam, drychemical. When heated to decomposition it emits verytoxic NOx

Solubility in organics

Soluble in alcohol and oils.

BENZYL ISOTHIOCYANATE(622-78-6)Related Product Information

• Phenethyl isothiocyanate
• Fluorescein isothiocyanate isomer I
• Guanidine thiocyanate
• PROPYL ISOTHIOCYANATE
• 4-BROMOPHENYL ISOTHIOCYANATE
• ISOBUTYL ISOTHIOCYANATE
• Phenyl isothiocyanate
• Methyl isothiocyanate
• Butyl isothiocyanate
• Ethoxycarbonyl Isothiocyanate
• 3-S-Isothiuronium propyl sulfonate
• ACETYL ISOTHIOCYANATE
• Fluorescein isothiocyanate
• 1-ADAMANTYL ISOTHIOCYANATE
• CYCLOHEXYL ISOTHIOCYANATE
• ISOTHIOCYANIC ACID 3-BUTEN-1-YL ESTER
• 3,4-DIMETHOXYPHENYL ISOTHIOCYANATE
• Ethyl isothiocyanate