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78780

Sigma-Aldrich

Phenyl isothiocyanate

for HPLC derivatization, the detection of alcohols and amines, ≥99.0%

Synonyme(s) :

PITC

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About This Item

Formule linéaire :
C6H5NCS
Numéro CAS:
103-72-0
Poids moléculaire :
135.19
Numéro Beilstein :
471392
Numéro CE :
203-138-1
Numéro MDL:
MFCD00004798
Code UNSPSC :
12352100
ID de substance PubChem :
57652756
Nomenclature NACRES :
NA.21

Niveau de qualité

200

Pureté

≥99.0%

Forme

liquid

Qualité

for HPLC derivatization, the detection of alcohols and amines

Indice de réfraction

n20/D 1.649
n20/D 1.6515 (lit.)

Point d'ébullition

218 °C (lit.)

Pf

−21 °C (lit.)

Solubilité

water: insoluble

Densité

1.13 g/mL at 20 °C
1.132 g/mL at 20 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

S=C=Nc1ccccc1

InChI

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

Clé InChI

QKFJKGMPGYROCL-UHFFFAOYSA-N

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Description générale

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.

Application

Phenyl isothiocyanate may be employed as a derivatization reagent for high-performance liquid chromatographic (HPLC) analysis of various amphetamine derivatives in body fluids.
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

Attention

Store under Argon

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Pictogrammes

Skull and crossbonesHealth hazardCorrosion
GHS06,GHS08,GHS05

Mention d'avertissement

Danger

Mentions de danger

H301,H314,H317,H334

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

190.4 °F - closed cup

Point d'éclair (°C)

88 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCG8125
BCCD5138
BCBL8662V
BCBZ7223
BCBW7171

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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
R Gheshlaghi et al.
Analytical biochemistry, 383(1), 93-102 (2008-08-30)
Modified resolution and overall separation factors used to quantify the separation of complex chromatography systems are described. These factors were proven to be applicable to the optimization of amino acid resolution in reverse-phase (RP) HPLC chromatograms. To optimize precolumn derivatization
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