Identification | More | [Name]
Dibenzyl disulfide | [CAS]
150-60-7 | [Synonyms]
AURORA KA-6695 BENZYL DISULFIDE DIBENZYL DISULFIDE DIBENZYL DISULPHIDE FEMA 3617 LABOTEST-BB LT00771553 [(Benzyldisulfanyl)methyl]benzene 1,4-Diphenyl-2,3-dithiabutane alpha-(Benzyldithio)toluene BDS Benzyl bisulfide Di(Phenylmethyl) disulfide Dibenzyldisulfid Dibenzyldisultide Disulfide, bis(phenylmethyl) Disulfide, dibenzyl Disulfide,bis(phenylmethyl) disulfide,dibenzyl dlbenzyldisulfide Benzyl disulphide | [EINECS(EC#)]
205-764-0 | [Molecular Formula]
C14H14S2 | [MDL Number]
MFCD00004783 | [Molecular Weight]
246.39 | [MOL File]
150-60-7.mol |
Chemical Properties | Back Directory | [Melting point ]
69-72 °C (lit.) | [Boiling point ]
210-216°C 18mm | [density ]
1.3 | [FEMA ]
3617 | [refractive index ]
1.6210 (estimate) | [Fp ]
150°C | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
neat | [color ]
White | [Odor]
at 0.10 % in propylene glycol. smoky burnt earthy green caramel | [Odor Type]
smoky | [JECFA Number]
579 | [Merck ]
14,3013 | [BRN ]
1110443 | [LogP]
5.29 | [CAS DataBase Reference]
150-60-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzyl disulfide(150-60-7) | [EPA Substance Registry System]
150-60-7(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S22:Do not breathe dust . S36/37:Wear suitable protective clothing and gloves . S37:Wear suitable gloves . S24:Avoid contact with skin . | [WGK Germany ]
2
| [RTECS ]
JO1750000
| [TSCA ]
Yes | [HS Code ]
29309090 |
Hazard Information | Back Directory | [Chemical Properties]
Benzyl disulfide has a powerful, burnt-caramel odor; irritating when concentrated. | [Chemical Properties]
White Solid | [Uses]
Dibenzyl disulfide has been used in lubricating oil formulations to improve thermal and aging resistance of the oil. Antioxidant in rubber compounding, stabilizer for petroleum fractions, additive to silicone oils. The soly in oils is increased by the presence of benzyl alcohol. | [Uses]
Originating from Petiveria alliacea L. This compound along with the other sulfur-containing compound found in this plant display antibacterial and antifungal activity. | [Application]
Dibenzyl Disulfide (DBDS) is one of several sulfur compounds known to cause copper corrosion in transformers under certain circumstances. Originating from Petiveria alliacea L. This compound along with the other sulfur-containing compound found in this plant display antibacterial and antifungal activity. | [Definition]
ChEBI: Dibenzyl disulfide is an organic disulfide that results from the formal oxidative dimerisation of benzyl thiol. It has a role as a metabolite. It is an organic disulfide and an organic aromatic compound. | [Preparation]
From benzyl chloride and Na2S2; also from benzyl mercaptan via oxidation. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 54, p. 2998, 1989 DOI: 10.1021/jo00274a002 Synthetic Communications, 22, p. 3277, 1992 DOI: 10.1080/00397919208021143 Tetrahedron Letters, 31, p. 5007, 1990 DOI: 10.1016/S0040-4039(00)97790-6 | [General Description]
Dibenzyl 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. | [Solubility in organics]
Poorly soluble in cold alcohol, soluble in hot alcohol and in oils.
| [storage]
Store at -20°C | [Purification Methods]
Crystallise the disulfide from EtOH (m 77o), pet ether or CS2 (m 72o) or distil it. The AgNO3 complex has m 103o. [Beilstein 6 H 465, 6 I 229, 6 II 437, 6 III 1635, 6 IV 2760.] |
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