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Merck

317861

Phenyl isothiocyanate

99%, liquid, for protein sequencing

Synonym(s):

PITC

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About This Item

Linear Formula:
C6H5NCS
CAS Number:
103-72-0
Molecular Weight:
135.19
NACRES:
NA.21
PubChem Substance ID:
57648607
UNSPSC Code:
12352100
EC Number:
203-138-1
MDL number:
MFCD00004798
Beilstein/REAXYS Number:
471392

Key Documents

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Product Name

Phenyl isothiocyanate, 99%, for protein sequencing

InChI key

QKFJKGMPGYROCL-UHFFFAOYSA-N

InChI

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

SMILES string

S=C=Nc1ccccc1

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.)

functional group

isothiocyanate

storage temp.

2-8°C

Quality Level

100

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Application

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

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9007
MKBX8793V
MKBR9947V
15507LI
14130MN

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Journal of the Chemical Society. Chemical Communications, 601-601 (1993)
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
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.
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