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317861

Sigma-Aldrich

Phenyl isothiocyanate

99%, for protein sequencing

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Synonym(s):
PITC
Linear Formula:
C6H5NCS
CAS Number:
Molecular Weight:
135.19
Beilstein/REAXYS Number:
471392
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

type

for protein sequencing

assay

99%

form

liquid

refractive index

n20/D 1.6515 (lit.)

bp

218 °C (lit.)
221 °C

mp

−21 °C (lit.)

solubility

water: insoluble

density

1.132 g/mL at 20 °C (lit.)

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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1 of 4

This Item
78780139742P1034
vibrant-m

317861

Phenyl isothiocyanate

vibrant-m

78780

Phenyl isothiocyanate

vibrant-m

139742

Phenyl isothiocyanate

vibrant-m

P1034

Phenyl isothiocyanate

assay

99%

assay

≥99.0%

assay

98%

assay

≥99% (GC)

solubility

water: insoluble

solubility

water: insoluble

solubility

water: insoluble

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°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

n20/D 1.6515 (lit.)

Application

Used for derivatizing N-terminal amino acids of proteins for automated sequential analysis. Synthon for dithiadiazafulvalenes.
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

signalword

Danger

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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Journal of the Chemical Society. Chemical Communications, 601-601 (1993)
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.
One-pot dehydrations using phenyl isothiocyanate.
Majetich G, et al.
Tetrahedron Letters, 56(23), 3326-3329 (2015)
F Lai et al.
BioTechniques, 14(4), 642-649 (1993-04-01)
Pre-column derivatizations of amino acids often present two major challenges: 1) automation, due to the multi-step manipulations for pH control, reagent addition, mixing and extraction, and 2) effect of matrices in the sample such as salts, buffers and surfactants. Both
Graziana Gatto et al.
Neuron, 109(1), 91-104 (2020-11-13)
Cutaneous somatosensory modalities play pivotal roles in generating a wide range of sensorimotor behaviors, including protective and corrective reflexes that dynamically adapt ongoing movement and posture. How interneurons (INs) in the dorsal horn encode these modalities and transform them into

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