Benzyl sulfide

Base Information

• Chemical Name: Benzyl sulfide
• CAS No.: 538-74-9
• Molecular Formula: C14H14S
• Molecular Weight: 214.331
• Hs Code.: 29309090
• European Community (EC) Number: 208-703-6
• NSC Number: 212544,6648
• UN Number: 3335
• UNII: Q08048624M
• DSSTox Substance ID: DTXSID6024599
• Nikkaji Number: J5.854H
• Wikipedia: Dibenzyl_sulfide
• Wikidata: Q10374760
• Metabolomics Workbench ID: 123380
• ChEMBL ID: CHEMBL1369381
• Mol file: 538-74-9.mol

Synonyms:benzyl sulfide;dibenzyl sulfide

Chemical Property of Benzyl sulfide

Chemical Property:

• Appearance/Colour: beige crystals or powder with an unpleasant smell
• Vapor Pressure: 0.000516mmHg at 25°C
• Melting Point: 44-47 °C(lit.)
• Refractive Index: 1.61
• Boiling Point: 322.8 °C at 760 mmHg
• Flash Point: 142.5 °C
• PSA: 25.30000
• Density: 1.088 g/cm³
• LogP: 4.12000
• Storage Temp.: 0-10°C
• Water Solubility.: <0.1 g/100 mL at 21℃
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 214.08162162
• Heavy Atom Count: 15
• Complexity: 137
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Benzyl Sulfide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C(C=C1)CSCC2=CC=CC=C2
• Uses: Organic synthesis.

Technology Process of Benzyl sulfide

There total 165 articles about Benzyl sulfide 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: 87.0%

benzyl bromide (100-39-0) → dibenzyl sulfide (538-74-9) + phenylmethanethiol (100-53-8)

Guidance literature:

With potassium carbonate; tiolacetic acid; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.09.093

Reference yield: 70.0%

O,S-dibenzyl dithiocarbonate (26504-30-3) → dibenzyl sulfide (538-74-9) + dithiocarbonic acid S,S'-dibenzyl ester (26504-28-9) + phenylmethanethiol (100-53-8)

Guidance literature:

Aliquat 336; at 100 ℃; for 1.5h; Yields of byproduct given;

DOI:10.1055/s-1981-29371

Reference yield: 69.0%

dibenzylamine (103-49-1) → dibenzyl disulphide (150-60-7) + dibenzyl sulfide (538-74-9) + dibenzyltrisulfide (6493-73-8) + N-benzyl-benzenecarbothioamide (14309-89-8) + phenylmethanethiol (100-53-8)

Guidance literature:

With sulfur; at 170 ℃; for 0.25h; Microwave irradiation; neat (no solvent);

DOI:10.1080/17415993.2011.640329

upstream raw materials:

pyridine

tetrachloromethane

1-chloro-heptadec-8-ene

dibenzyl disulphide

Downstream raw materials:

Dibenzyl sulfoxide

dibenzyl sulfone

N-Phenylsulfonyl-S,S-dibenzylsulfilimine

S,S-dibenzyl-N-(toluene-4-sulfonyl)-sulfimide

Refernces

• 1、 Mitamura, Kanju,Yatabe, Takafumi,Yamamoto, Kidai,Yabe, Tomohiro,Suzuki, Kosuke,Yamaguchi, Kazuya. "Heterogeneously Ni-Pd nanoparticle-catalyzed base-free formal C-S bond metathesis of thiols". supporting information. p. 3749 - 3752. Retrieved 2021/04/21.
• 2、 Zhou, Wen-Yan,Chen, Min,Zhang, Pei-Zhi,Jia, Ai-Quan,Zhang, Qian-Feng. "Methods, Syntheses and Characterization of Diaryl, Aryl Benzyl, and Dibenzyl Sulfides". . p. 301 - 310. Retrieved 2020/09/07.