ジベンジル ジスルフィド
ジベンジル ジスルフィド · 1,1'-[ジチオビス(メチレン)]ジベンゼン · ビス(フェニルメチル)ペルスルフィド · ジベンジルペルスルフィド · 1,1'-(ジチオビスメチレン)ビスベンゼン · ジベンジルジスルフィド · ジチオビス(メチレン)ビス(ベンゼン) · ベンジルジスルフィド
識別子と物理属性
| CAS No. | 150-60-7 |
|---|---|
| 分子式 | C14H14S2 |
| 平均分子量 | 246.4 g/mol |
| 単同位体質量 | 246.05369279 g/mol |
| SMILES | c1ccc(CSSCc2ccccc2)cc1 |
| InChIKey | GVPWHKZIJBODOX-UHFFFAOYSA-N |
| PubChem CID | 9012 |
| ChEMBL | CHEMBL121047 |
| ChEBI | CHEBI:72752 |
| EC No. | 205-764-0 |
| DTXSID | DTXSID6059738 |
| 現地名 | ジベンジル ジスルフィド |
化学・物理的性質
| XLogP | 3.9 |
|---|---|
| 極性表面積 | 50.6 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 5 |
| 重原子数 | 16 |
| 形式電荷 | 0 |
| 複雑度 | 150 |
| 物質分類 | Other Classes -> Sulfur Compounds |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 香味料 | EU Flavoring substances |
| 溶解度 | insoluble or slightly soluble in watersoluble in hot alcohol, ether(in ethanol)クロロホルム（微量）、酢酸エチル（微量） |
| 沸点 | 270.00 °C. @ 760.00 mm Hg>270 °C (with decomposition)210-216°C 18mm |
| 融点 | 71 - 72 °C69-72 °C (lit.) |
| Physical Description | Solid[Merck Index] Faintly beige crystalsStrong, offensive odorInsoluble at room temperature[MSDSonline]pale yellowish leafy crystals or leaflets with "burnt caramellic" odour |
| 密度 | 1.3 |
| 屈折率 | 1.6210 (estimate) |
| FEMA | 3617 | BENZYL DISULFIDE |
| 引火点 | 150°C |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | Solid |
| 色 | 白い |
| 臭い | プロピレングリコール中0.10%。スモーキーな焦げた素朴なグリーンキャラメル |
| においのタイプ | 煙っぽい |
| 由来生物 | synthetic |
| JECFA Number | 579 |
| Merck | 14,3013 |
| BRN | 1110443 |
| 主な用途 | 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア |
| 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（分配係数） | 5.29 |
| CAS データベース | 150-60-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzyl disulfide(150-60-7) |
| EPAの化学物質情報 | Disulfide, bis(phenylmethyl) (150-60-7) |
化学的特性
Benzyl disulfide is a pale yellow leafy or small leafy crystals that has a powerful, burnt-caramel odor; irritating when concentrated. Boiling point >270°C(decomposition). Several insoluble in water, soluble in hot ethanol and ether.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 71.1% (113 of 159) of all reports.WarningH317 (28.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 159 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: Disulfide, bis(phenylmethyl)Disulfide, bis(phenylmethyl): Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | An irritantMay cause skin sensitization[MSDSonline] |
| Hazard Classes and Categories | Skin Sens. 1 (28.9%) |
| 有害作用 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | JO1750000 |
| 税関コード | 29309090 |
| 危険文句（R） | 43 |
| 化審法 | (3)-1136 |
| 危険表示 | Xi |
| 安全措置（S） | 22-36/37-37-24 |
| 危険等級 | Skin Sens. 1 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
酸化防止剤、安定剤、香料材料。
使用
Dibenzyl 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.
一般的な説明
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.
製法・合成法
製造方法
Dibenzyl 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.
純化方法
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.]