Phenyl chlorothionocarbonate

Phenyl chlorothionocarbonate
  • CAS No.:1005-56-7
Other grades of this product :
Phenyl chlorothionocarbonate Basic information
Product Name:Phenyl chlorothionocarbonate
Synonyms:phenylcarbonochloridothioate;Phenyl thiochloroformate.;Phenoxythiocarbonyl chloride;Phenyl chlorothionoformate, 98+%;Formic acid, chlorothio-, O-phenyl ester;O-Phenyl carbonochloridothioate;(Phenoxy)thioformyl chloride;Chloridothiocarbonic acid O-phenyl ester
CAS:1005-56-7
MF:C7H5ClOS
MW:172.63
EINECS:213-736-4
Product Categories:Building Blocks;Chemical Synthesis;Sulfur Compounds (for Synthesis);Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds;Synthetic Organic Chemistry
Mol File:1005-56-7.mol
Phenyl chlorothionocarbonate Chemical Properties
Melting point 51 °C
Boiling point 81-83 °C/6 mmHg (lit.)
density 1.248 g/mL at 25 °C (lit.)
refractive index n20/D 1.581(lit.)
Fp 179 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform, Ethyl Acetate
form Liquid
Specific Gravity1.248
color Clear yellow
Water Solubility decomposes
Sensitive Moisture Sensitive
BRN 774830
CAS DataBase Reference1005-56-7(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-21
HazardClass 8
PackingGroup II
HS Code 29309070
MSDS Information
ProviderLanguage
Phenyl chlorothionocarbonate English
ACROS English
SigmaAldrich English
ALFA English
Phenyl chlorothionocarbonate Usage And Synthesis
Chemical PropertiesCLEAR YELLOW LIQUID
UsesPhenyl Chlorothionoformate is used in the preparation of an bicyclic thymidine analogs as selective inhibitors of Thymidine monophosphate kinase Mycobacterium tuberculosis (TMPKmt).
UsesO-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
Purification MethodsPurify it by dissolving in CHCl3, washing with H2O, drying (CaCl2), filtering, evaporating and distilling twice under a vacuum to give a clear yellow liquid. It is reactive and POISONOUS—work in a fume cupboard. Store it in sealed ampoules under N2. A possible impurity is O,O'-diphenyl thiocarbonate which has m 106o and remains behind in the distilling flask. [B.gemann et al. in Methoden Der Organischen Chemie (Houben-Weyl) 4th edn (E. Müller Ed.) Vol 9 Schwefel-Selen-Tellur Verbindungen pp. 807-808 1955, Rivier & Schalch Helv Chim Acta 6 612 1923, Kalson Chem Ber 20, 2384 1987, Rivier & Richard Helv Chim Acta 8 490 1925, Sch.nberg & Varga Justus Liebigs Ann Chem 483 176 1930, Sch.nberg & Vargha Chem Ber 64 1390 1931, Beilstein 6 III 609.]
Phenyl chlorothionocarbonate Preparation Products And Raw materials
Preparation Products4-(DIMETHYLAMINO)PHENYL ISOTHIOCYANATE-->2-Methylphenyl isothiocyanate

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