P1034

Phenyl isothiocyanate

Name: Phenyl isothiocyanate
Brand: SIGMA

Sigma Grade, 8.36 M, suitable for solid phase protein sequencing analysis, ≥99% (GC), liquid

Synonym(s):

PITC

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About This Item

Linear Formula:

C₆H₅NCS

CAS Number:

103-72-0

Molecular Weight:

135.19

Beilstein/REAXYS Number:

471392

EC Number:

203-138-1

MDL number:

MFCD00004798

UNSPSC Code:

12352118

PubChem Substance ID:

24898144

NACRES:

NA.31

Key Documents

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grade

Sigma Grade

Quality Level

100

assay

≥99% (GC)

form

liquid

concentration

8.36 M

refractive index

n20/D 1.6515 (lit.)

bp

218 °C (lit.)

mp

−21 °C (lit.)

density

1.132 g/mL at 20 °C (lit.)

suitability

suitable for solid phase protein sequencing analysis

storage temp.

2-8°C

SMILES string

S=C=Nc1ccccc1

InChI

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

InChI key

QKFJKGMPGYROCL-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item	78780	139742	8.07028
Sigma-Aldrich P1034 Phenyl isothiocyanate	Sigma-Aldrich 78780 Phenyl isothiocyanate	Sigma-Aldrich 139742 Phenyl isothiocyanate	Sigma-Aldrich 8.07028 Phenyl isothiocyanate
assay ≥99% (GC)	assay ≥99.0%	assay 98%	assay ≥98.0% (GC)
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. -	storage temp. 2-30°C
form liquid	form liquid	form liquid	form liquid
refractive index n20/D 1.6515 (lit.)	refractive index n20/D 1.649, n20/D 1.6515 (lit.)	refractive index n20/D 1.6515 (lit.)	refractive index -
bp 218 °C (lit.)	bp 218 °C (lit.)	bp 218 °C (lit.)	bp 221 °C/1013 hPa

General description

Phenyl isothiocyanate belongs to the class of aromatic compounds with isothiocyanate groups. It is typically used as a precolumn derivatization agent for the formation of phenylthiocarbamyl amino acids for their subsequent determination using chromatography techniques.[1][2]

Application

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

Phenyl isothiocyanate may be used in the polypeptide[3] and protein[4] sequencing at the subpicomole and subnanomole levels, respectively, by applying automated Edman chemistry followed by the analysis using high-performance liquid chromatography (HPLC) technique.

Packaging

One mL size packaged in flame sealed amber ampules under argon.
Ten mL size packaged in screw cap amber vials under argon.

pictograms

GHS06,GHS08,GHS05

signalword

Danger

hcodes

H301,H314,H317,H334

pcodes

P261 - P272 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

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

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Amino acid analysis by reverse-phase high-performance liquid chromatography: precolumn derivatization with phenylisothiocyanate.

R L Heinrikson et al.

Analytical biochemistry, 136(1), 65-74 (1984-01-01)

Methods for the quantitative derivatization of amino acids with phenylisothiocyanate and for the separation and quantitation of the resulting phenylthiocarbamyl derivatives by reverse-phase high-performance liquid chromatography are described. Phenylthiocarbamylation of amino acids proceeds smoothly in 5 to 10 min at

Examination of automated polypeptide sequencing using standard phenyl isothiocyanate reagent and subpicomole high-performance liquid chromatographic analysis

Tempst P and Riviere L

Analytical Biochemistry, 183(2), 290-300 (1989)

The Protein Protocols Handbook, 235(1), 48-62 (1996)

Additives for High Performance Applications: Chemistry and Applications

Additives for High Performance Applications: Chemistry and Applications, 235(1), 48-62 (2016)

Solid-phase protein and peptide sequencing using either 4-N,N-dimethylaminoazobenzene 4'-isothiocyanate or phenylisothiocyanate.

H S Lu et al.

Archives of biochemistry and biophysics, 235(1), 48-62 (1984-11-15)

Automated solid-phase sequencing using 4-N,N-dimethylaminoazobenzene 4'-isothiocyanate (DABITC) double coupling or regular phenylisothiocyanate (PITC) degradation procedures have been investigated. Employing sensitive high-performance liquid chromatography for the identification of amino acid thiohydantoin derivatives (PTH and DABTH), both methods were capable of sequencing

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