W401404

Sigma-Aldrich

2-Phenylethyl isothiocyanate

FG

Synonym(s):
2-Phenylethyl isothiocyanate, Phenethyl isothiocyanate
Linear Formula:
C6H5CH2CH2NCS
CAS Number:
Molecular Weight:
163.24
FEMA Number:
4014
Beilstein/REAXYS Number:
2084162
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
12.193

Quality Level

biological source

synthetic

grade

FG
Halal
Kosher

Agency/Method

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

refractive index

n20/D 1.5888 (lit.)

bp

139-140 °C/11 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

green; sulfurous

food allergen

no known allergens

fragrance allergen

no known allergens

SMILES string

S=C=NCCc1ccccc1

InChI

1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2

InChI key

IZJDOKYDEWTZSO-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

2-Phenylethyl isothiocyanate (2-PE ITC) is a bioactive isothiocyanate mainly found in Brassica vegetables. It is produced by the enzymatic hydrolysis of 2-phenylethyl glucosinolate. 2-PE ITC is the main compound responsible for the nematicidal effect of Brassica root tissues against (Pratylenchus neglectus Filipjev), a root-lesion nematode. This ability makes it a promising candidate for the development of soil fumigants.

Other Notes

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Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2206PSN2C 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Reduced susceptibility of Brassica napus to Pratylenchus neglectus in plants with elevated root levels of 2-phenylethyl glucosinolate.
Potter MJ, et al.
Journal of Nematology, 31(3), 291-291 (1999)
In vitro inhibition of soil microorganisms by 2?phenylethyl isothiocyanate.
Smith BJ & Kirkegaard JA
Plant Pathology, 51(5), 585-593 (2002)
Antibacterial activity and synergistic effect between watercress extracts, 2?phenylethyl isothiocyanate and antibiotics against 11 isolates of Escherichia coli from clinical and animal source.
Freitas E, et al.
Letters in Applied Microbiology, 57(4), 266-273 (2013)
Evaluation of Antibacterial Activity of 3?Butenyl, 4?Pentenyl, 2?Phenylethyl, and Benzyl Isothiocyanate in Brassica Vegetables
Jang M, et al.
Journal of Food Science, 75(7) (2010)
Breeze E Cavell et al.
Journal of natural products, 75(6), 1051-1057 (2012-05-23)
Phenethyl isothiocyanate (1) is a natural dietary phytochemical with cytostatic, cytotoxic, and antitumor activity. The effects of 1 were investigated on the activity of mTOR, a kinase that enhances the translation of many RNAs encoding proteins critical for cancer cell...

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