3-bromothiophene

• ChemBase编号: 8513
• 分子式: C4H3BrS
• 平均质量: 163.03562
• 单一同位素质量: 161.9138831
• SMILES: c1(ccsc1)Br
• Canonical SMILES: Brc1cscc1
• InChI: InChI=1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
• InChIKey: XCMISAPCWHTVNG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-bromothiophene
• IUPAC传统名: 3-bromothiophene
• 别名: 3-噻吩基溴; 3-溴噻吩; 3-Bromothiophene 97%; 3-Thienyl bromide; 3-Bromothiophene; 3-BROMO THIOPHENE; 3-Bromothiophene

登记号

• CAS号: 872-31-1
• EC号: 212-821-3
• MDL号: MFCD00005464
• Beilstein号: 105338
• PubChem SID: 24846726; 24851112; 160971820
• PubChem CID: 13383

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.5224404
• LogD (pH = 7.4): 2.5224404
• Log P: 2.5224404
• 摩尔折射率: 30.7866 cm^3
• 极化性: 11.938102 Å^3
• 极化表面积: 0.0 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

• 熔点: 138 - 140°C
• 沸点: 150 °C(lit.); 150°C; 157-158°C; 159°C; 92-93°C/90mm
• 闪点: 125.6 °F; 52 °C; 63°C; 63°C(145°F)
• 密度: 1.721 g/ml; 1.722; 1.74 g/mL at 25 °C(lit.); 1.740
• 折射率: 1.5910; n20/D 1.591(lit.); n20/D 1.592
• 疏水性(logP): 2.693

安全信息

• 保存注意事项: TOXIC, FLAMMABLE; Toxic/Flammable/Irritant/Light Sensitive/Stench/Keep Cold
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 1993; UN2810
• 德国WGK号: 3
• 联合国危险货物等级: 3; 6.1
• 联合国危险货物包装类别(PG): 3; II
• 危险公开号: 10-23/24/25-36/37-43-51/53; 23/24/25-36/37/38-51/53; R:10
• 安全公开号: 26-27-36/37-45-61; 26-36/37-45-61; S:9-16-29
• TSCA收录: true; 是
• GHS危险品标识: GHS02; GHS06; GHS09
• GHS警示词: Danger
• GHS危险声明: H226-H301-H310-H317-H319-H330-H335; H300-H310-H330-H315-H319-H335-H227-H401-H411
• GHS警示性声明: P210-P301+P310-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P260-P280-P284-P301 + P310-P302 + P350-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

产品相关信息

• 纯度: ≥95% (GC); 95%; 97%; 98%
• 级别: technical
• Empirical Formula (Hill Notation): C4H3BrS

详细说明

MP Biomedicals - 05223871

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 106224

Application
可通过硼化反应和随后的 Suzuki 偶联反应形成 3,3-联噻吩。1在二乙酸碘苯 (178721) 的介导下，可在噻吩的 2-位与 N-芳基甲烷磺酰胺进行新型的偶联反应。2
包装
5, 25, 100 g in glass bottle

参考文献

• Intermediate for preparation of 3-substituted thiophenes by the Grignard route: Arkiv. Kemi., 13, 295 (1959). Similarly, used in the synthesis of poly(3-alkylthiophenes) as conducting polymers: J. Org. Chem., 58, 904 (1993). Conditions have been described for the formation of 3-lithiothiophene, previously considered to be stable only under cryogenic conditions. It has been found to be stable in hexane solution at ambient temperature: Tetrahedron Lett., 35, 3673 (1994). Subsequent reaction with electrophiles leads to a variety of 3-substituted thiophenes.