O-Phenyl chlorothionoformate - ≥98% , CAS No.1005-56-7

CAS: 1005-56-7 Cat. No.: P119482 Molecular Weight: 172.63 Beilstein Registry Number: 774830 EC Number: 213-736-4

GRADE & PURITY ≥98%

Synonyms

NCIOpen2_001921 | O-Phenyl chlorothionoformate, 99% | NSC99103 | NSC-99103 | DTXSID40143349 | Carbonochloridothioic acid, O-phenyl ester | phenylchlorothiocarbonate | Oprea1_157766 | SCHEMBL19247 | C7H5ClOS | Formic acid, O-phenyl ester | MFCD00004920 | o

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Reagent for thionocarbonylation of unprotected thymine nucleosides.Forms phenoxythiocarbonyl esters of protected ribonucleosides which can be reduced by tributyltin hydride to deoxyribonucleosides.

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

Specifications

Synonyms

NCIOpen2_001921 | O-Phenyl chlorothionoformate, 99% | NSC99103 | NSC-99103 | DTXSID40143349 | Carbonochloridothioic acid, O-phenyl ester | phenylchlorothiocarbonate | Oprea1_157766 | SCHEMBL19247 | C7H5ClOS | Formic acid, O-phenyl ester | MFCD00004920 | o

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)OC(=S)Cl
• IUPAC Name: O-phenyl chloromethanethioate
• InChIKey: KOSYAAIZOGNATQ-UHFFFAOYSA-N
• INCHI: 1S/C7H5ClOS/c8-7(10)9-6-4-2-1-3-5-6/h1-5H
• Isomeric SMILES: C1=CC=C(C=C1)OC(=S)Cl
• WGK Germany: 3
• Molecular Weight: 172.63
• Beilstein: 774830
• Reaxy-Rn: 774830
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774830&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenoxy compounds

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenoxy compounds
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenoxy compounds
• Alternative Parents: Organosulfur compounds Organooxygen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenoxy compound - Organic oxygen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organochloride - Organohalogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive
• Refractive Index: n20/D 1.581
• Flash Point(°F): 177.8 °F
• Flash Point(°C): 81°C
• Boil Point(°C): 93°C/10mmHg
• Molecular Weight: 172.630 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.975 Da
• Monoisotopic Mass: 171.975 Da
• Topological Polar Surface Area: 41.300 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 121.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xinyue Zhao, Lulu Ning, Xiaoman Zhou, Zhihui Song, Jianjian Zhang, Feng Guan, Xiao-Feng Yang.  (2021)  An Activatable Near-Infrared Fluorescence Hydrogen Sulfide (H2S) Donor for Imaging H2S Release and Inhibiting Inflammation in Cells.  ANALYTICAL CHEMISTRY,      [PMID:33689305] [10.1021/acs.analchem.0c05081]