{[(phenylsulfanyl)methyl]sulfanyl}benzene

• ChemBase编号: 8582
• 分子式: C13H12S2
• 平均质量: 232.36438
• 单一同位素质量: 232.03804238
• SMILES: c1(ccccc1)SCSc1ccccc1
• Canonical SMILES: C(Sc1ccccc1)Sc1ccccc1
• InChI: InChI=1S/C13H12S2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h1-10H,11H2
• InChIKey: ZHUPZVIALZHGGP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {[(phenylsulfanyl)methyl]sulfanyl}benzene
• IUPAC传统名: {[(phenylsulfanyl)methyl]sulfanyl}benzene
• 别名: 双(苯硫基)甲烷; 二苯硫基甲烷; Bis(phenylthio)methane; Formaldehyde diphenyl mercaptal; Diphenylthiomethane; Bis(phenylthio)methane; 1-{[(phenylthio)methyl]thio}benzene; Formaldehyde diphenyl mercapatal

登记号

• CAS号: 3561-67-9
• EC号: 222-624-4
• MDL号: MFCD00003067
• Beilstein号: 1874146
• PubChem SID: 160971889; 24871269
• PubChem CID: 77097

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.57298
• LogD (pH = 7.4): 4.57298
• Log P: 4.57298
• 摩尔折射率: 70.8579 cm^3
• 极化性: 27.921627 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 34-37 °C(lit.); 34-37°C; 36-38°C; 36-38°C
• 沸点: 194 °C/8 mmHg(lit.); 194°C/8mm; 194°C/8mm
• 闪点: 113 °C; 113°C; 235.4 °F

安全信息

• 保存注意事项: Irritant/Stench/Keep Cold; STENCH
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (GC); 97%; 98+%
• 线性分子式: CH2(SC6H5)2

详细说明

Sigma Aldrich - 294586

包装
5 g in glass bottle

Sigma Aldrich - 47655

Other Notes
酰基阴离子等价物，与 1,3-二噻烷相比有很多优点；1,2用于制备二乙烯基硫。3
包装
10 g in glass bottle

参考文献

• Acyl anion equivalent, compare 1,3-Dithiane, A10505. Can be metallated, e.g. with n-BuLi. Dimetallation requires a metal complexing agent, e.g. TMEDA, allowing dialkylation: Tetrahedron Lett., 21, 4763 (1980).
• The products of addition of the lithio-derivative to aldehydes and ketones undergo a pinacol-type rearrangement with CuOTf, with insertion of a one-carbon unit adjacent to the carbonyl group: J. Am. Chem. Soc., 97, 4749 (1975); see also: Org. Synth. Coll., 6, 737 (1988). An alternative method utilizes an alkyllithium to effect a carbenoid rearrangement, which has been applied to ring expansion: Tetrahedron Lett., 28, 20 (1987):