Benzyl mercaptan

Base Information

• Chemical Name: Benzyl mercaptan
• CAS No.: 100-53-8
• Deprecated CAS: 1429189-88-7
• Molecular Formula: C7H8S
• Molecular Weight: 124.207
• Hs Code.: 2930.90
• European Community (EC) Number: 202-862-5
• NSC Number: 229567,41897
• UNII: OS34A21OBZ
• DSSTox Substance ID: DTXSID6026664
• Nikkaji Number: J4.011H
• Wikipedia: Benzyl_mercaptan
• Wikidata: Q3740628
• Metabolomics Workbench ID: 43944
• ChEMBL ID: CHEMBL1224557
• Mol file: 100-53-8.mol

Synonyms:BENZYL MERCAPTAN;Phenylmethanethiol;Benzenemethanethiol;100-53-8;Benzylthiol;alpha-Toluenethiol;Thiobenzyl alcohol;Benzylmercaptan;alpha-Mercaptotoluene;Benzylhydrosulfide;Phenylmethyl mercaptan;Benzyl hydrosulfide;(Mercaptomethyl)benzene;Toluene-alpha-thiol;alpha-Toluolthiol;benzyl thiol;Methanethiol, phenyl-;.alpha.-Toluenethiol;alpha-Tolyl mercaptan;phenyl-methanethiol;Toluene, alpha-mercapto-;.alpha.-Toluolthiol;USAF ex-1509;FEMA No. 2147;a-toluenethiol;.alpha.-Tolyl mercaptan;NSC 41897;benzyl-MERCAPTAN;CCRIS 9101;HSDB 2105;.alpha.-Mercaptotoluene;EINECS 202-862-5;UNII-OS34A21OBZ;BRN 0605864;OS34A21OBZ;AI3-22955;CHEMBL1224557;DTXSID6026664;MFCD00004867;NSC-41897;16528-58-8;4-06-00-02632 (Beilstein Handbook Reference);benzylsulfane;benzylmercaptane;DODEOYL BENZYL MERCAPTAN;a-Tolyl mercaptan;alpha -toluolthiol;toluen-alpha-thiol;phenyl methanethiol;BnSH;alpha -toluenethiol;(Thiomethyl)benzene;Benzenemethanethiol-;alpha -mercaptotoluene;a-Toluenethiol, 8CI;alpha-Mercapto-Toluene;alpha -tolyl mercaptan;Benzyl mercaptan, 99%;Usaf ek-1509;Benzenemethanethiol, 9CI;SCHEMBL205;D00GYX;WLN: SH1R;Benzyl mercaptan, 99%, FG;TOLUENE-.ALPHA.-THIOL;DTXCID206664;BENZYL MERCAPTAN [FHFI];BENZYL MERCAPTAN [HSDB];THIOBENZYL ALCOHOL [MI];FEMA 2147;BENZYL MERCAPTAN [USP-RS];CHEBI:137674;NSC41897;Tox21_200129;BDBM50325566;Benzyl mercaptan, analytical standard;MFCD00801588;NSC229567;STL299685;AKOS000120383;AT29982;LS-2580;NSC-229567;NCGC00248534-01;NCGC00257683-01;CAS-100-53-8;Benzyl mercaptan, purum, >=99.0% (GC);FT-0622824;T0287;EN300-16494;A800227;Q-100020;Q3740628;Z55948218;F0001-0020;Benzyl mercaptan, United States Pharmacopeia (USP) Reference Standard;SDQ

Chemical Property of Benzyl mercaptan

Chemical Property:

• Appearance/Colour: colourless liquid with a leek or garlic-like odour
• Vapor Pressure: 0.591mmHg at 25°C
• Melting Point: -29 °C
• Refractive Index: n20/D 1.575(lit.)
• Boiling Point: 195.3 °C at 760 mmHg
• PKA: 9.43(at 25℃)
• Flash Point: 70 °C
• PSA: 38.80000
• Density: 1.058 g/cm³
• LogP: 2.11640
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 124.03467143
• Heavy Atom Count: 8
• Complexity: 55.4

Purity/Quality:

99% ^*data from raw suppliers

Benzyl mercaptan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 22-23-50/53
• Safety Statements: 23-26-36/37/39-45-61-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: C1=CC=C(C=C1)CS
• Description: Benzyl mercaptan (C6H5CH2SH) is a kind of organosulfur compound. It is a commonly used alkaylthiol in the laboratory and is a naturally occurring compound. It has been found in boxwood and boost the smoky aroma in some kinds of wines. It is also naturally existed in coffee. It can be used as source of thiol functional group during the organic synthesis. In addition, it can also used as an odorant, synthetic flavor and as a bacteriostatic reagent. It is manufactured by the reaction of benzyl chloride and sodium hydrosulfide.
• Uses: Intermediate, bacteriostat. Benzyl mercaptan can be used as:A nucleophilic reagent in the cleavage of proanthocyanidins into their constitutive subunits.A reactant in the synthesis of dithiocarboxylic esters in the presence of phosphorus pentasulfide as a catalyst.A modifier to functionalize the surface of CNT for enhanced interaction with Pt-nanoparticles.

Technology Process of Benzyl mercaptan

There total 261 articles about Benzyl mercaptan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

benzyl chloride (100-44-7) → phenylmethanethiol (100-53-8)

Guidance literature:

With hydrosulfide exchange resin; In acetonitrile; at 25 ℃; for 0.25h;

DOI:10.1039/a707241d

Reference yield: 97.0%

dibenzyl disulphide (150-60-7) → phenylmethanethiol (100-53-8)

Guidance literature:

With sodium hydrogen telluride; In ethanol; 1.) 0 deg C, 2.) 40 deg C, 30 min;

Reference yield: 97.0%

S-phenyl thioacetate (934-87-2) → phenylmethanethiol (100-53-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 22 - 25 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)81842-6

upstream raw materials:

tetrachloromethane

1-chloro-heptadec-8-ene

dibenzyl disulphide

aminoiminomethanesulfonic acid

Downstream raw materials:

3-(benzylthio)propan-1-ol

dibenzyl disulphide

hydrogen cyanide

2-benzylsulfanyltetrahydropyran

Refernces

• 1、 Okhlobystin,Smolyaninov,Okhlobystina,Berberova,Koldaeva, Yu. Yu.,Abdulaeva. "Electromediators based on the Ni(II) and Cr(III) complexes with the redox-active ligands in the synthesis of sulfur-containing organic compounds". . p. 33 - 36. Retrieved 2013.
• 2、 Sienkiewicz-Gromiuk, Justyna,Tarasiuk, Bogdan,Mazur, Liliana. "New organic single crystal of (benzylthio)acetic acid: Synthesis, crystal structure, spectroscopic (ATR-FTIR, 1H and 13C NMR) and thermal characterization". . p. 65 - 71. Retrieved 2016.
• 3、 Field,L.,Kim,H.K.. "-". . p. 597 - 599. Retrieved 1966.
• 4、 McNulty, James,Krishnamoorthy, Venkatesan,Amoroso, Dino,Moser, Michael. "Tris(3-hydroxypropyl)phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides". . p. 4114 - 4117. Retrieved 2015.
• 5、 Sridhar, Madabhushi,Vadivel, Subramanian K.,Bhalerao, Uday T.. "Reduction of symmetric disulfides to thiols using Mg in methanol". . p. 1347 - 1350. Retrieved 1997.
• 6、 Martin,Greco. "-". . p. 1275. Retrieved 1968.
• 7、 Kawamura et al.. "-". . p. 1179. Retrieved 1968.
• 8、 Sato, Ryu,Akaishi, Ryouichi,Goto, Takehiko,Saito, Minoru. "New Birch Type Reduction. Halogen or Halides-Activated Reduction of Disulfides to Thiols with Aluminium in Liquid Ammonia". . p. 773 - 774. Retrieved 1987.
• 9、 Klayman,D.L. et al.. "-". . p. 1532 - 1537. Retrieved 1972.
• 10、 Dhar, Preeti,Chandrasekaran, Srinivasan. "Novel Alkylation with Tetrathiotungstates and Tetrathiomolybdates: Facile Synthesis of Disulfides from Alkyl Halides". . p. 2998 - 3000. Retrieved 1989.