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317861

Sigma-Aldrich

Phenyl isothiocyanate

99%, for protein sequencing

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

Quality Level

type

for protein sequencing

assay

99%

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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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.

Packaging

1, 5 g in glass bottle

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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...
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)

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