(isothiocyanatomethyl)benzene

• ChemBase ID: 9404
• Molecular Formular: C8H7NS
• Molecular Mass: 149.21288
• Monoisotopic Mass: 149.02992023
• SMILES: c1cccc(c1)CN=C=S
• Canonical SMILES: S=C=NCc1ccccc1
• InChI: InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
• InChIKey: MDKCFLQDBWCQCV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (isothiocyanatomethyl)benzene
• IUPAC Traditional name: benzyl isothiocyanate
• Synonyms: Benzyl isothiocyanate; Benzylisothiocyanate; (isothiocyanatomethyl)benzene; Isothiocyanic Acid Benzyl Ester; (Isothiocyanatomethyl)benzene; 1-(Isothiocyanatomethyl)benzene; AB 2; NSC 118976; Phenylmethyl Isothiocyanate; Tromacaps; Tromalyt; Urogran; Benzyl mustard oil; Isothiocyanotaomethylbenzene; Benzyl isothiocyanate; 苄基异硫氰酸酯; 异硫代氰氧基甲基苯; 苄芥子油; 异硫氰酸苯甲酯

Database IDs

• CAS Number: 622-78-6
• EC Number: 210-753-9
• MDL Number: MFCD00004819
• Beilstein Number: 386135
• PubChem SID: 24855213; 24902055; 160972711; 24848196
• PubChem CID: 2346
• FEMA ID: 4428
• Flavis Number: 12.102

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.7941232
• LogD (pH = 7.4): 2.7941232
• Log P: 2.7941232
• Molar Refractivity: 45.9417 cm^3
• Polarizability: 17.929237 Å^3
• Polar Surface Area: 12.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: yellow
• Melting Point: 41°C
• Boiling Point: 120-122°C/15mm; 242-243 °C(lit.); 242-243°C; 242-243°C
• Flash Point: >110 °C; >110°C(230°F); >230 °F
• Density: 1.125; 1.125 g/ml; 1.125 g/mL at 25 °C(lit.)
• Refractive Index: 1.6018; 1.6030; n20/D 1.601(lit.); n20/D 1.603
• Organoleptic: cabbage

Safety Information

• Storage Warning: Corrosive/Harmful/Store under Nitrogen; Moisture Sensitive; MOISTURE SENSITIVE, LACHRYMATOR, TOXIC
• RTECS: NX8250000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: UN2922
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 20/21/22-34-40-42/43; 20/21/22-36/37/38-42/43; R:22
• Safety Statements: 23-26-36/37/39-45; 26-36/37/39; S:36/37/39
• TSCA Listed: true; 是
• GHS Pictograms: GHS05; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H319-H332-H334-H335; H331-H302-H312-H317-H334-H351-H314-H318
• GHS Precautionary statements: P260-P285-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 98%
• Grade: purum
• Bulk Density: 1.125 g/mL
• Linear Formula: C6H5CH2NCS

DETAILS

MP Biomedicals - 05202313

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W442800

Other Notes
Natural occurrence: watercress, nasturtium, papaya and endive1
Packaging
1 sample in glass bottle
25, 100 g in glass bottle
Application
Possible applications: Mustard, horseradish, vegetative nuances for cabbage, radish and watercress, tropical papaya mouthfeel effects.1
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.1

Sigma Aldrich - 252492

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - B281500

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 th

REFERENCES

• Kubinyi, H., et al.: J. Cancer Res. Clin. Oncol., 116, 529 (1990)
• Sheridan, R., et al.: J. Med. Chem., 50, 3173 (1990)
• Sahu, R.P., et al.: Carcinogenesis, 30, 1744 (1990)
• Used in a synthesis of 2-phenylpyrimidine-4-thiones from Benzoylacetonitrile, A14473: Synthesis, 775 (1989).