2-bromo-1,3-thiazole

• ChemBase编号: 21406
• 分子式: C3H2BrNS
• 平均质量: 164.02368
• 单一同位素质量: 162.90913207
• SMILES: c1(sccn1)Br
• Canonical SMILES: Brc1nccs1
• InChI: InChI=1S/C3H2BrNS/c4-3-5-1-2-6-3/h1-2H
• InChIKey: RXNZFHIEDZEUQM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-bromo-1,3-thiazole
• IUPAC传统名: thiazole, 2-bromo-
• 别名: 2-溴噻唑; 2-Bromo-1,3-thiazole; 2-Bromothiazole; 2-Bromo-1,3-thiazole; NSC 91532; 2-Bromothiazole

登记号

• CAS号: 3034-53-5
• EC号: 221-229-4
• MDL号: MFCD00005316
• Beilstein号: 105724
• PubChem SID: 24849873; 160984713
• PubChem CID: 76430

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.6960974
• LogD (pH = 7.4): 1.6961056
• Log P: 1.6961057
• 摩尔折射率: 28.8912 cm^3
• 极化性: 11.275743 Å^3
• 极化表面积: 12.89 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane
• 外观: Brown Oil
• 沸点: 170.5-171.5°C; 171 °C(lit.); 171°C; 171°C; 70-71°C/20mm
• 闪点: 152.6 °F; 63°C(145°F); 67 °C; 67°C
• 密度: 1.82 g/mL at 25 °C(lit.); 1.820; 1.836
• 折射率: 1.5930; n20/D 1.593(lit.)

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT, FLAMMABLE; Irritant/Light Sensitive/Keep Cold
• 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: 26-37
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335-H227
• GHS警示性声明: P210-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: 2-8°C

产品相关信息

• 纯度: 95%; 95+%; 97%; 98%; 99%
• Empirical Formula (Hill Notation): C3H2BrNS

详细说明

MP Biomedicals - 05224233

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 160474

Application
用于 5- 和 7-氮杂吲哚 N-芳基化反应的芳基卤化物。1参与铜催化的氰化反应生成 2-氰基噻唑。2
包装
5, 25 g in glass bottle

Toronto Research Chemicals - B688160

2-Bromothiazole is a heterocyclic S compound to induce base-pair substitution and having mutagenic activity.

参考文献

• Voogd, C.E., et al.: Mutation Research, Genetic Toxicology Testing, 118, 153 (1983)
• 2-Lithiothiazole can be obtained by direct lithiation of thiazole or, more conveniently, by exchange with 2-bromothiazole using n-BuLi: J. Org. Chem., 53, 1748 (1988). It behaves as a valuable formyl anion equivalent, and as such has been applied, mainly by Dondoni's group, in the syntheses of a variety of products; see, e.g.: Tetrahedron Lett., 34, 7319, 7323, 7327 (1993). See also 2-(Trimethylsilyl)thiazole, B21903. Reaction of 2-lithiothiazole with nitrones gives ɑ-aminoaldehydes: Tetrahedron Lett., 33, 4221 (1992); stereocontrolled addition to C-galacto-pyranosylnitrone has been used in syntheses of destomic acid, a component of the antibiotics destomycin and hygromycin, and of lincosamine, the sugar component of the anticancer antibiotic lincomycin: Synlett, 78 (1993). For applications of 2-lithiothiazole in the synthesis of the aza-sugar (+)-galactostsin, see: J. Org. Chem., 60, 4749 (1995). The Thiazole Aldehyde Synthesis has been reviewed by Dondoni: Synthesis, 1681 (1998).