234524
O-Phenyl chlorothionoformate
99%
Synonym(s):
Phenyl thionochloroformate
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About This Item
Linear Formula:
ClC(S)OC6H5
CAS Number:
Molecular Weight:
172.63
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-736-4
Beilstein/REAXYS Number:
774830
MDL number:
Assay:
99%
Form:
liquid
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
Quality Level
bp
81-83 °C/6 mmHg (lit.)
density
1.248 g/mL at 25 °C (lit.)
functional group
chloro, phenoxy
Related Categories
Application
O-Phenyl chlorothionoformate has been used in:
- stereodirected synthesis of optically active, (−)-mintlactone
- synthesis of peptide α-thioesters having a variety of C-terminal amino acids
- synthesis of scyllo-inositol derivatives
- thionocarbonylation of unprotected thymine nucleosides
- preparation of phenoxythiocarbonyl esters of protected ribonucleosides
signalword
Danger
hcodes
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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Total synthesis of (-)-mintlactone.
Carda M and Marco JA.
Tetrahedron Letters, 32(38), 5191-5192 (1991)
Canadian Journal of Chemistry, 71, 186-186 (1993)
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
The Journal of Organic Chemistry, 58, 2552-2552 (1993)
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)
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