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2-Aminothiophenol

2-Aminothiophenol is an organosulfur compound with the formula C6H4(SH)(NH2). It is a colorless oily solid, although impure samples can be deeply colored. It is soluble in organic solvents and in basic water. 2-Aminothiophenol is a precursor to benzothiazoles, some of which are bioactive or are commercial dyes. Isomers of aminothiophenols include 3-aminothiophenol and 4-aminothiophenol.

2-Aminothiophenol
Names
Preferred IUPAC name
2-Aminobenzene-1-thiol
Other names
  • 2-Aminobenzenethiol
  • o-Amino-benzenethiol
  • 1-Amino-2-mercaptobenzene
  • 2-Amino-1-mercaptobenzene
  • 2-Mercaptoaniline
  • o-Aminobenzenethiol
  • o-Aminothiophenol
  • o-Mercaptoaniline
Identifiers
  • 137-07-5 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 21111815
ECHA InfoCard 100.004.798
EC Number
  • 205-277-3
  • 8713
UNII
  • KIT82KOK2Z Y
  • DTXSID6051693
  • InChI=1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
    Key: VRVRGVPWCUEOGV-UHFFFAOYSA-N
  • InChI=1/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
    Key: VRVRGVPWCUEOGV-UHFFFAOYAG
  • c1ccc(c(c1)N)S
Properties
C6H7NS
Molar mass 125.19 g·mol−1
Appearance Colorless (impure samples are colored)
Density 1.200 g/cm3
Melting point 26 °C (79 °F; 299 K)
Boiling point 234 °C (453 °F; 507 K)
low
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Aminothiophenol can prepared in two steps, starting with the reaction of aniline with carbon disulfide followed by hydrolysis of the resulting mercaptobenzothiazole.[1] It can also obtained by zinc reduction of 2-nitrobenzenesulfonyl chloride.

References edit

  1. ^ Chedekel, Miles R.; Sharp, Dale E.; Jeffery, Gary A. "Synthesis of o-Aminothiophenols" Synthetic Communications 1980, volume 10, pp. 167-73. doi:10.1080/00397918008064218

aminothiophenol, organosulfur, compound, with, formula, c6h4, colorless, oily, solid, although, impure, samples, deeply, colored, soluble, organic, solvents, basic, water, precursor, benzothiazoles, some, which, bioactive, commercial, dyes, isomers, aminothiop. 2 Aminothiophenol is an organosulfur compound with the formula C6H4 SH NH2 It is a colorless oily solid although impure samples can be deeply colored It is soluble in organic solvents and in basic water 2 Aminothiophenol is a precursor to benzothiazoles some of which are bioactive or are commercial dyes Isomers of aminothiophenols include 3 aminothiophenol and 4 aminothiophenol 2 Aminothiophenol NamesPreferred IUPAC name 2 Aminobenzene 1 thiolOther names 2 Aminobenzenethiolo Amino benzenethiol1 Amino 2 mercaptobenzene2 Amino 1 mercaptobenzene2 Mercaptoanilineo Aminobenzenethiolo Aminothiophenolo MercaptoanilineIdentifiersCAS Number 137 07 5 Y3D model JSmol Interactive imageChemSpider 21111815ECHA InfoCard 100 004 798EC Number 205 277 3PubChem CID 8713UNII KIT82KOK2Z YCompTox Dashboard EPA DTXSID6051693InChI InChI 1S C6H7NS c7 5 3 1 2 4 6 5 8 h1 4 8H 7H2Key VRVRGVPWCUEOGV UHFFFAOYSA NInChI 1 C6H7NS c7 5 3 1 2 4 6 5 8 h1 4 8H 7H2Key VRVRGVPWCUEOGV UHFFFAOYAGSMILES c1ccc c c1 N SPropertiesChemical formula C 6H 7N SMolar mass 125 19 g mol 1Appearance Colorless impure samples are colored Density 1 200 g cm3Melting point 26 C 79 F 299 K Boiling point 234 C 453 F 507 K Solubility in water lowExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references 2 Aminothiophenol can prepared in two steps starting with the reaction of aniline with carbon disulfide followed by hydrolysis of the resulting mercaptobenzothiazole 1 It can also obtained by zinc reduction of 2 nitrobenzenesulfonyl chloride References edit Chedekel Miles R Sharp Dale E Jeffery Gary A Synthesis of o Aminothiophenols Synthetic Communications 1980 volume 10 pp 167 73 doi 10 1080 00397918008064218 Retrieved from https en wikipedia org w index php title 2 Aminothiophenol amp oldid 1213508169, wikipedia, wiki, book, books, library,

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