Phenyl isothiocyanate, 97%
Phenyl isothiocyanate, 97%
Phenyl isothiocyanate, 97%
Thermo Scientific Chemicals

Phenyl isothiocyanate, 97%

CAS: 103-72-0 | C7H5NS | 135.18 g/mol
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Catalog number A11596.06
also known as A11596-06
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Quantity:
5 g
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Price (USD)
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Chemical Identifiers
CAS103-72-0
IUPAC Nameisothiocyanatobenzene
Molecular FormulaC7H5NS
InChI KeyQKFJKGMPGYROCL-UHFFFAOYSA-N
SMILESS=C=NC1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
FormLiquid
Appearance (Color)Clear to hazy colorless to yellow to orange
Assay (GC)≥96.0%
CommentMay develop some turbidity or precipitate
Identification (FTIR)Conforms
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Phenyl isothiocyanate acts as a derivatizing reagent for primary and secondary amines. It is used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC. It is used for derivatizing N-terminal amino acids of proteins for automated sequential analysis. It is a synthon for dithiadiazafulvalenes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Phenyl isothiocyanate acts as a derivatizing reagent for primary and secondary amines. It is used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC. It is used for derivatizing N-terminal amino acids of proteins for automated sequential analysis. It is a synthon for dithiadiazafulvalenes.

Solubility
Soluble in alcohol, and ether. Insoluble in water.

Notes
Moisture Sensitive. Protect from humidity and water. Store under dry inert gas away from oxidizing agents and moisture. Store at 4°C.
RUO – Research Use Only

General References:

  1. F Lai; T Sheehan. Matrix effects in the derivatization of amino acids with naphthalene dicarboxaldehyde, 9-fluorenylmethyl chloroformate and phenylisothiocyanate. BioTechniques.1993, 14 (4), 642-649.
  2. Mark C Wesley; Luis M Pereira; Laurie A Scharp; Sitaram M Emani; Francis X McGowan; James A DiNardo. Pharmacokinetics of tranexamic acid in neonates, infants, and children undergoing cardiac surgery with cardiopulmonary bypass. Anesthesiology.2015, 122 (4), 746-758.
  3. 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).
  4. For general reactions of isothiocyanates, see Appendix 3.