3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

• ChemBase编号: 90581
• 分子式: C13H16ClNOS
• 平均质量: 269.79024
• 单一同位素质量: 269.06411282
• SMILES: [n+]1(csc(c1C)CCO)Cc1ccccc1.[Cl-]
• Canonical SMILES: OCCc1sc[n+](c1C)Cc1ccccc1.[Cl-]
• InChI: InChI=1S/C13H16NOS.ClH/c1-11-13(7-8-15)16-10-14(11)9-12-5-3-2-4-6-12;/h2-6,10,15H,7-9H2,1H3;1H/q+1;/p-1
• InChIKey: IWSVLBKHBJGMAA-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• IUPAC传统名: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• 别名: 3-苄基-5-(2-羟基乙基)-4-甲基噻唑鎓氯化物; 3-苄基-5-(2-羟乙基)-4-甲基氯化噻唑; 3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride

登记号

• CAS号: 4568-71-2
• EC号: 224-947-6
• MDL号: MFCD00011959
• Beilstein号: 3788921
• PubChem SID: 24848161; 24855509; 162077377
• PubChem CID: 2833352

理论计算性质

• Acid pKa: 15.505245
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -1.3549578
• LogD (pH = 7.4): -1.3549578
• Log P: -1.3549578
• 摩尔折射率: 67.0971 cm^3
• 极化性: 25.672298 Å^3
• 极化表面积: 24.11 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: 142-144 °C(lit.); 142-144°C; 142-145°C

安全信息

• 保存注意事项: Hygroscopic; Irritant/Hygroscopic/Store under Argon
• 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; 26-37
• TSCA收录: 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; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99.0% (AT); 98%
• 级别: purum
• Empirical Formula (Hill Notation): C13H16ClNOS

详细说明

Sigma Aldrich - 256234

包装
25, 100 g in glass bottle

Sigma Aldrich - 13453

Other Notes
用于催化脂族和杂环醛的加成，生成 α,β-不饱和酮类、腈类以及酯类。1,2,3

参考文献

• For reviews, see: Angew. Chem. Int. Ed., 15, 639 (1976); Org. React., 40, 407 (1991). For a further example, see Phenyl vinyl sulfone, A14794.
• Aliphatic aldehydes undergo the acyloin condensation in the presence of this catalyst and mild base. For example (butyraldehyde to butyroin), see: Org. Synth. Coll., 7, 95 (1990).
• The same system is effective in catalyzing the addition of aldehydes to electron-deficient alkenes, including ɑ?-unsaturated ketones, esters and nitriles (Stetter reaction), providing a non-toxic alternative to cyanide in these reactions; e.g. in the synthesis of dihydrojasmone: Org. Synth. Coll., 8, 620 (1993):