1,2-Bis(phenylthio)ethane

Base Information

• Chemical Name: 1,2-Bis(phenylthio)ethane
• CAS No.: 622-20-8
• Molecular Formula: C14H14S2
• Molecular Weight: 246.397
• Hs Code.: 29309090
• European Community (EC) Number: 210-723-5
• NSC Number: 21579
• UNII: 8E5XB82VBF
• DSSTox Substance ID: DTXSID1024625
• Nikkaji Number: J135.393D
• Wikidata: Q81983895
• ChEMBL ID: CHEMBL70902
• Mol file: 622-20-8.mol

Synonyms:1,2-Bis(phenylthio)ethane;622-20-8;2-phenylsulfanylethylsulfanylbenzene;Ethane, 1,2-bis(phenylthio)-;1,2-bis(phenylsulfanyl)ethane;Bis(phenylthio)ethane;1,1'-[ethane-1,2-diylbis(thio)]dibenzene;EINECS 210-723-5;NSC 21579;Benzene, 1,1'-(1,2-ethanediylbis(thio))bis-;8E5XB82VBF;1,1'-(Ethane-1,2-diylbis(thio))bisbenzene;DTXSID1024625;NSC-21579;{[2-(phenylsulfanyl)ethyl]sulfanyl}benzene;1,1'-(1,2-Ethanediylbis(thio))bis-benzene;1,1'-[1,2-ethanediylbis(thio)]bis[benzene];Benzene, 1,1'-[1,2-ethanediylbis(thio)]bis-;1,1'-[ethane-1,2-diylbis(thio)]bisbenzene;NSC21579;UNII-8E5XB82VBF;Ethane,2-bis(phenylthio)-;1,2-Di(phenylthio) ethane;1,2-bis-(Phenylthio)ethane;CHEMBL70902;SCHEMBL776647;Bis(phenylthio)ethane, 1,2-;DTXCID204625;AMY7062;Tox21_201038;MFCD00014085;AKOS000268958;FS-3844;LS-1491;NCGC00091857-01;NCGC00091857-02;NCGC00091857-03;NCGC00258591-01;CAS-622-20-8;Benzene,1'-[1,2-ethanediylbis(thio)]bis-;B3353;CS-0132233;FT-0606312;([2-(Phenylsulfanyl)ethyl]sulfanyl)benzene #;D89005;1,1'-(1,2-ETHANEDIYLBIS (THIO))BIS-BENZENE

Chemical Property of 1,2-Bis(phenylthio)ethane

Chemical Property:

• Vapor Pressure: 1.48E-05mmHg at 25°C
• Melting Point: 68 °C
• Refractive Index: 1.646
• Boiling Point: 377.3 °C at 760 mmHg
• Flash Point: 184.6 °C
• PSA: 50.60000
• Density: 1.16 g/cm³
• LogP: 4.57100
• Water Solubility.: Insoluble in water.
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 246.05369279
• Heavy Atom Count: 16
• Complexity: 150

Purity/Quality:

98% ^*data from raw suppliers

1,2-Bis(phenylthio)ethane >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCCSC2=CC=CC=C2
• Uses: 1,2-Bis(phenylthio)ethane, is used for the synthesis of the bismaleimide resin, APO-BMI, used in syntactic foams.

Technology Process of 1,2-Bis(phenylthio)ethane

There total 41 articles about 1,2-Bis(phenylthio)ethane 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%

[C6H5S(O)CH2](1-)*Li(1+)=[C6H5S(O)CH2]Li (59501-96-1) + (C5H5)Fe[P(OC6H5)3]2Cl (84430-52-4) → ferrocene (102-54-5,55404-68-7) + bis(phenylthio)methane (3561-67-9) + 1,2-bis(phenylthio)ethane (622-20-8) + diphenyldisulfane (882-33-7) + lithium chloride

Guidance literature:

In tetrahydrofuran; mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;

DOI:10.1016/S0022-328X(00)86902-8

Reference yield: 98.0%

2-Chloroethyl phenyl sulfide (5535-49-9) → 1,2-bis(phenylthio)ethane (622-20-8)

Guidance literature:

With sodium cyanide; In dimethyl sulfoxide; at 70 ℃; for 5h;

Reference yield: 95.0%

[C6H5S(O)CH2](1-)*Li(1+)=[C6H5S(O)CH2]Li (59501-96-1) + [(η(5)-cyclopentadienyl)Fe(CO)(P(OPh)3)(Cl)] → cyclopentadienyl iron(II) dicarbonyl dimer (38117-54-3) + bis(phenylthio)methane (3561-67-9) + 1,2-bis(phenylthio)ethane (622-20-8) + diphenyldisulfane (882-33-7) + lithium chloride

Guidance literature:

In tetrahydrofuran; mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;

DOI:10.1016/S0022-328X(00)86902-8

upstream raw materials:

phenylthiomethyl chloride

vinyl acetate

thiophenol

2-chloroethyl tosylate

Downstream raw materials:

hexyl phenyl sulfide

phenylthioethylene

(meso)-1,2-bis(phenylsulfinyl)ethane

1,1,2,2-tetrakis(phenylthio)ethane

Refernces

• 1、 Cheu, Elizabeth L.S.,Yapp, Donald T.T.,Patrick, Brian O.,James, Brian R.. "Synthesis and characterization of dithioethers, and their RuII and RuIII complexes". . p. 49 - 54. Retrieved 2019/05/24.
• 2、 Xia, Jianhui,Yao, Ruiya,Cai, Mingzhong. "A highly efficient heterogeneous rhodium(I)-catalyzed C-S coupling reaction of thiols with polychloroalkanes or alkyl halides under mild conditions". . p. 221 - 225. Retrieved 2015/03/30.