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Basic information
- CAS
150-60-7- Standard SMILES
c1ccc(CSSCc2ccccc2)cc1- InChIKey
GVPWHKZIJBODOX-UHFFFAOYSA-N- Molecular formula
- C14H14S2
- Average molar mass
- 246.4 g/mol
- Monoisotopic mass
- 246.05369245
Names & identifiers
- Preferred name
- Disulfide, bis(phenylmethyl)
- IUPAC
- 1,1'-[Disulfanediylbis(methylene)]dibenzene
- English name
- Dibenzyl disulfide
- Molecular formula
- C14H14S2
- Molecular weight
- 246.39
Names & synonyms
1,2-dibenzyldisulfaneBDSFEMA 3617BENZYL DISULFIDEDIBENZYL DISULPHIDES 700NSC 6841NSC 677465Dailube S 700AURORA KA-6695
Database identifiers
- CAS
150-60-7- PubChem CID
- 9012
- DTXSID
DTXSID6059738- ChEMBL
CHEMBL121047- ChEBI
CHEBI:72752- UNII
- BG7680605N
- EC Number
- 205-764-0、695-033-6
- Nikkaji
- J60.275B
Properties
Physicochemical properties
- Melting point
- 69 · 69-72 °C (lit.)
- Boiling point
- 210 · 210-216°C 18mm
- Density
- 1.3 · 1.3
- refractive index
- 1.621 · 1.6210 (estimate)
- FEMA
- 3617 · 3617 | BENZYL DISULFIDE
- FLAVIS Number
- 12.081 · 12.081 | Dibenzyl disulfide
- Flash point
- 150 °C · 150°C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- White
- Odor
- 0.1 % · at 0.10 % in propylene glycol. smoky burnt earthy green caramel
- Odor Type
- smoky
- biological source
- synthetic
- JECFA Number
- 579 · 579
- Merck
- 14 · 14,3013
- BRN
- 1110443 · 1110443
- Major Application
- cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
- InChI
- 1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
- InChIKey
- GVPWHKZIJBODOX-UHFFFAOYSA-N
- SMILES
- C(SSCc1ccccc1)c2ccccc2
- LogP
- 5.29 · 5.29
- CAS DataBase Reference
- 150 · 150-60-7(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- JO1750000
- hs_code
- 29309090
- risk_code
- 43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-36/37-37-24
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P280
Chemistry & industry
Applications
UsesDibenzyl disulfide has been used in lubricating oil formulations to improve thermal and aging resistance of the oil. It is used an antioxidant in rubber compounding, stabilizer for petroleum fractions, additive to silicone oils. The soly in oils is increased by the presence of benzyl alcohol.
General DescriptionDibenzyl Disulfide (DBDS) also called Benzyl disulfide is an aromatic disulfide with molecular formula C14H14S2. It has a structural unit, which consists of a linked pair of sulfur atoms. It is insoluble in water whereas soluble in hot methanol, benzene, ether and hot ethanol. Large disulfides-linked agglomerates are rifely found in proteins and many other biologically active molecules.
Preparation methods
PreparationDibenzyl disulfide is synthesized from benzyl chloride and Na2S2; also from benzyl mercaptan via oxidation.Md. Tajbakhsh et al. (2004) synthesized disulfide from thiols by oxidation with 2,6- DCPCC in acetonitirle at room temperature. For synthesis of DBDS, they used benzyl mercaptan. In 8 min, 96% yield was obtained.Vivek Polshettiwar et al. (2003) obtained disulfide from reaction of alkyl halide with reagent (C6H5CH2N(Et)3)6Mo7S24 in presence of CHCl3 at room temperature. Pure disulfide was obtained by purification by column chromatography method on silica gel. 89% yield was obtained.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers
Related reactions
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Compound notes
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