isothiocyanatobenzene

• ChemBase ID: 85673
• Molecular Formular: C7H5NS
• Molecular Mass: 135.1863
• Monoisotopic Mass: 135.01427017
• SMILES: N(=C=S)c1ccccc1
• Canonical SMILES: S=C=Nc1ccccc1
• InChI: InChI=1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H
• InChIKey: QKFJKGMPGYROCL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: isothiocyanatobenzene
• IUPAC Traditional name: phenylisothiocyanate
• Synonyms: PITC; Phenyl isothiocyanate; Phenyl isothiocyanate solution; Isothiocyanatobenzene; Phenyl isothiocyanate; isothiocyanatobenzene; Phenyl Mustard Oil; Thiocarbanil; 异硫氰酸苯酯; 异硫氰酸苯酯 溶液

Database IDs

• CAS Number: 103-72-0
• EC Number: 203-138-1
• MDL Number: MFCD00004798
• Beilstein Number: 471392
• Merck Index: 147297
• PubChem SID: 24859105; 24848430; 24887366; 162072789; 24887365
• PubChem CID: 7673
• Wikipedia Title: Phenyl_isothiocyanate

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.9950695
• LogD (pH = 7.4): 2.995071
• Log P: 2.995071
• Molar Refractivity: 43.1209 cm^3
• Polarizability: 16.062199 Å^3
• Polar Surface Area: 12.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol, ether; negligible in water
• Apperance: Colorless liquid with a pungent odor
• Melting Point: -21 °C; -21 °C(lit.); -21°C; -21°C; -22 - -21°C
• Boiling Point: 218 °C(lit.); 220-221°C; 221 °C; 221°C
• Flash Point: 190.4 °F; 24.8 °F; -4 °C; 87°C(188°F); 88 °C
• Density: 1.1288 g/cm^3; 1.13 g/mL at 20 °C; 1.131; 1.132 g/mL at 20 °C(lit.); 1.14 g/ml
• Refractive Index: 1.6500; n20/D 1.649; n20/D 1.650; n20/D 1.6515(lit.)
• Hydrophobicity(logP): 3.305

Safety Information

• Storage Condition: 2-8°C, Desiccate, Store Under Nitrogen
• Storage Warning: Moisture Sensitive; Toxic/Corrosive/Lachrymatory/Store under Argon
• RTECS: NX9275000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T); Harmful (Xn)
• UN Number: 1993; 2810; 2927; UN2927
• German water hazard class: 3
• Hazard Class: 3; 6.1
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 11-22-36/38-42/43-50/53-65-67; 23/24/25-34-42/43-50/53; 25-34-42/43-51/53; R:25-36; R23/24/25 R34 R42/43 R63
• Safety Statements: 23-26-36/37/39-45-60-61; 23-26-36/37/39-45-61; 23-26-36/37-45-61-62; S:26-28-36/37/39-45-53; S23 S26 S28 S36/37/39 S38 S45
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• GHS Pictograms: GHS corrosion; GHS flame; GHS health hazard; GHS02; GHS05; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• Main Hazard: toxic, flammable
• GHS Hazard statements: 331, 311, 301, 314, 317, 334, 361; H225-H302-H304-H314-H317-H334-H336-H410; H300-H310-H330-H317-H334-H314-H318-H400-H410-H227; H301-H314-H317-H334
• GHS Precautionary statements: 301+310, 280, 312, 302+350, 301+330+331, 305+351+338, 310, 261, 304+341, 342+311, 280; P210-P261-P273-P280-P301 + P310-P305 + P351 + P338; P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P261-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2; UN 2927 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99.0%; ≥99.5% (GC); 95%; 97%; 98%; 99%
• Concentration: ~5% in heptane
• Grade: for protein sequence analysis; purum; reagent grade
• Suitability: in accordance for sequence analysis test
• Impurities: ≤0.01% water
• Type: for protein sequencing
• Quality: ampule; for HPLC derivatization, the detection of alcohols and amines
• Linear Formula: C6H5NCS

DETAILS

MP Biomedicals - 02190264

1 ml = approx. 1.13 g
CAUTION: HIGHLY TOXIC!

MP Biomedicals - 05216662

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 139742

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.
Packaging
100, 500 g in glass bottle

Sigma Aldrich - 78782

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

Sigma Aldrich - 78779

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

Sigma Aldrich - 317861

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.
Used for derivatizing N-terminal amino acids of proteins for automated sequential analysis.1 Synthon for dithiadiazafulvalenes.2
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 78781

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.
Other Notes
On-sequencer pyridylethylation of cysteine residues after protection of amino groups by reaction with phenylisothiocyanate1

Sigma Aldrich - 78780

Application
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.
Packaging
25, 100, 500 mL in glass bottle

Sigma Aldrich - 78787

Packaging
Special packaging (40 ml) for direct use in common sequencers.

REFERENCES

• Derivatizing agent for amino groups. Introduced by Edman for the determination of amino acid sequence by conversion to the thiourea, acid cleavage of the peptide bond and alkaline hydrolysis of the derived thiohydantoin: Acta Chem. Scand., 4, 277 (1950); Arkiv. Kemi., 14, 291 (1959). The thiourea can also be cleaved with TFA: Nature, 227, 716 (1970), or by peracid oxidation: Chem. Ber., 89, 2288 (1956).
• For general reactions of isothiocyanates, see Appendix 3.