O-Phenyl chlorothionoformate

Name: <I>O</I>-Phenyl chlorothionoformate
Brand: ALDRICH
Price: 106 USD

99%

Synonym(s):

Phenyl thionochloroformate

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About This Item

Linear Formula:

ClC(S)OC₆H₅

CAS Number:

1005-56-7

Molecular Weight:

172.63

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854046

EC Number:

213-736-4

Beilstein/REAXYS Number:

774830

MDL number:

MFCD00004920

Assay:

99%

Form:

liquid

Key Documents

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InChI key

KOSYAAIZOGNATQ-UHFFFAOYSA-N

InChI

1S/C7H5ClOS/c8-7(10)9-6-4-2-1-3-5-6/h1-5H

SMILES string

ClC(=S)Oc1ccccc1

assay

99%

form

liquid

refractive index

n20/D 1.581 (lit.)

bp

81-83 °C/6 mmHg (lit.)

density

1.248 g/mL at 25 °C (lit.)

functional group

chloro, phenoxy

Quality Level

200

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Show Differences

1 of 4

This Item	167525	B8959	105880
Sigma-Aldrich 234524 O-Phenyl chlorothionoformate	Sigma-Aldrich 167525 Phenyl chloroformate	Sigma-Aldrich B8959 Benzonitrile	Sigma-Aldrich 105880 Diphenyl phthalate
assay 99%	assay 99%	assay 99%	assay 99%
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
bp 81-83 °C/6 mmHg (lit.)	bp 74-75 °C/13 mmHg (lit.)	bp 191 °C (lit.)	bp -
refractive index n20/D 1.581 (lit.)	refractive index n20/D 1.511 (lit.)	refractive index n20/D 1.528 (lit.)	refractive index -
form liquid	form liquid	form liquid	form solid
density 1.248 g/mL at 25 °C (lit.)	density 1.248 g/mL at 25 °C (lit.)	density -	density -

Application

O-Phenyl chlorothionoformate has been used in:

stereodirected synthesis of optically active, (−)-mintlactone[1]
synthesis of peptide α-thioesters having a variety of C-terminal amino acids[2]
synthesis of scyllo-inositol derivatives[3]
thionocarbonylation of unprotected thymine nucleosides[4]
preparation of phenoxythiocarbonyl esters of protected ribonucleosides[5][6]

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

177.8 °F - closed cup

flash_point_c

81 °C - closed cup

ppe

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

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Canadian Journal of Chemistry, 71, 186-186 (1993)

Total synthesis of (-)-mintlactone.

Carda M and Marco JA.

Tetrahedron Letters, 32(38), 5191-5192 (1991)

A synthetic approach to a peptide α-thioester from an unprotected peptide through cleavage and activation of a specific peptide bond by N-acetylguanidine.

Ryo Okamoto et al.

Angewandte Chemie (International ed. in English), 51(1), 191-196 (2011-11-19)

Synlett, 221-221 (1993)

Synthesis of scyllo-inositol derivatives and their effects on amyloid beta peptide aggregation.

Yedi Sun et al.

Bioorganic & medicinal chemistry, 16(15), 7177-7184 (2008-07-19)

scyllo-Inositol has shown promise as a potential therapeutic for Alzheimer's disease, by directly interacting with the amyloid beta (Abeta) peptide to inhibit Abeta42 fiber formation. To explore the molecular details of the inositol-Abeta42 interaction, a series of scyllo-inositol derivatives have

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