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139742

Sigma-Aldrich

Phenyl isothiocyanate

reagent grade, 98%

Sinônimo(s):

PITC

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About This Item

Fórmula linear:
C6H5NCS
Número CAS:
103-72-0
Peso molecular:
135.19
Beilstein:
471392
Número CE:
203-138-1
Número MDL:
MFCD00004798
Código UNSPSC:
12352100
ID de substância PubChem:
24848430
NACRES:
NA.21

grau

reagent grade

Nível de qualidade

200

Ensaio

98%

forma

liquid

índice de refração

n20/D 1.6515 (lit.)

pb

218 °C (lit.)

pf

−21 °C (lit.)

solubilidade

water: insoluble

densidade

1.132 g/mL at 20 °C (lit.)

cadeia de caracteres SMILES

S=C=Nc1ccccc1

InChI

1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H

chave InChI

QKFJKGMPGYROCL-UHFFFAOYSA-N

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Descrição geral

Phenyl isothiocyanate is an aromatic isothiocyanate. It participates in dehydration reactions of alcohols. It is widely used for synthesis of various biologically important heterocyclic compounds.

Aplicação

Phenyl isothiocyanate may be employed as a derivatization reagent for high-performance liquid chromatographic (HPLC) analysis of various amphetamine derivatives in body fluids for forensic purposes.
Phenyl isothiocyanate (PIT) modified with polyethylene glycol (PEG), can be used as a reagent for PEGylation of protein using human serum albumin as a model protein.
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

Palavra indicadora

Danger

Frases de perigo

H301,H314,H317,H334

Classificações de perigo

Acute Tox. 3 Oral - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

190.4 °F - closed cup

Ponto de fulgor (°C)

88 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
BCCH2248
BCCH0550
BCCG7117
BCCG1933
BCCD5825

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Sigma-Aldrich

283541

4-Nitrophenyl isothiocyanate

3,5-Bis(trifluoromethyl)phenyl isothiocyanate 98%

Sigma-Aldrich

468517

3,5-Bis(trifluoromethyl)phenyl isothiocyanate

4-(Trifluoromethyl)phenyl isothiocyanate 97%

Sigma-Aldrich

476099

4-(Trifluoromethyl)phenyl isothiocyanate

PEGylation of human serum albumin: reaction of PEG-phenyl-isothiocyanate with protein
Meng F, et al.
Bioconjugate Chemistry, 19(7), 1352-1360 (2008)
Determination of phenylisothiocyanate derivatives of amphetamine and its analogues in biological fluids by HPLC-APCI-MS or DAD.
Bogusz MJ, et al.
Journal of Analytical Toxicology, 21(1), 59-69 (1997)
One-pot dehydrations using phenyl isothiocyanate.
Majetich G, et al.
Tetrahedron Letters, 56(23), 3326-3329 (2015)
Amin Zolali et al.
Combinatorial chemistry & high throughput screening, 17(7), 610-613 (2014-03-19)
An efficient, one-pot and three-component synthesis of biologically important heterocyclic compounds is described from the reaction of primary amines and phenyl isothiocyanate in the presence of acryloyl chloride at room temperature without the need to use any catalyst.
Misako Aito-Inoue et al.
Journal of agricultural and food chemistry, 54(15), 5261-5266 (2006-07-20)
For the isolation and detection of food-derived peptides in blood, an approach based on the derivatization of peptides with phenyl isothiocyanate (PITC) was developed. This approach allows hydrophilic peptides to be resolved and specifically detected by reversed-phase (RP) HPLC. For
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