methyl 4-bromobut-2-enoate

• ChemBase编号: 75129
• 分子式: C5H7BrO2
• 平均质量: 179.01188
• 单一同位素质量: 177.96294146
• SMILES: O(C(=O)/C=C/CBr)C
• Canonical SMILES: COC(=O)/C=C/CBr
• InChI: InChI=1S/C5H7BrO2/c1-8-5(7)3-2-4-6/h2-3H,4H2,1H3
• InChIKey: RWIKCBHOVNDESJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 4-bromobut-2-enoate; methyl (2E)-4-bromobut-2-enoate
• IUPAC传统名: methyl 4-bromobut-2-enoate; methyl (2E)-4-bromobut-2-enoate
• 别名: 4-溴代巴豆酸甲酯; 反式-4-溴-2-丁烯酸甲酯; 4-溴代巴豆酸甲酯; 4-溴巴豆酸甲酯; Methyl (2E)-4-bromobut-2-enoate; Methyl trans-4-bromocrotonate 97%; Methyl 4-bromocrotonate; Methyl trans-4-bromo-2-butenoate; Methyl 4-bromocrotonate; METHYL γ-BROMOCROTONATE; Methyl 4-bromocrotonate; 4-Bromocrotonic acid methyl ester; (E)-methyl 4-bromobut-2-enoate

登记号

• CAS号: 1117-71-1; 6000-00-6
• EC号: 214-251-0
• MDL号: MFCD00000246
• Beilstein号: 1745755
• PubChem SID: 24896822; 162040047; 24850117
• PubChem CID: 5369175

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.5581256
• LogD (pH = 7.4): 1.5581256
• Log P: 1.5581256
• 摩尔折射率: 35.5432 cm^3
• 极化性: 13.377459 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 70 °C/0.03 mmHg(lit.); 83-85 °C/13 mmHg(lit.); 83-85°C/13mm; 83-85°C/13mm
• 闪点: 197.6 °F; 91°C(195°F); 92 °C
• 密度: 1.498 g/mL at 20 °C(lit.); 1.522; 1.522 g/mL at 25 °C(lit.); 1.524
• 折射率: 1.5010; n20/D 1.501; n20/D 1.501(lit.)

安全信息

• 保存注意事项: Irritant/Light Sensitive/Keep Cold/Store under Argon
• RTECS编号: GQ3120000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: UN1760
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): III
• 危险公开号: 34; 36/37/38; 37/38-41
• 安全公开号: 20-26-36/37/39-45-60; 26; 26-39
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger; Warning
• GHS危险声明: H314-H318-H227; H315-H318-H335; H315-H319-H335
• GHS警示性声明: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% (GC); 85%; 95%; 95+%; 96%; tech. 85%
• 级别: technical; technical grade
• 杂质: ~3% methyl cis-4-bromo-2-butenoate; <15% 2(5H)-furanone
• 其他组分: silver wool as stabilizer
• 线性分子式: BrCH2CH=CHCO2CH3; BrCH2CH=CHCOOCH3

详细说明

MP Biomedicals - 05221260

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M32100

包装
5, 25, 100 g in glass bottle

Sigma Aldrich - 16505

包装
5, 25 mL in glass bottle

参考文献

• Undergoes a vinylogous Reformatsky reaction with carbonyl compounds, to give δ-hydroxy-ɑ?-unsaturated esters: Liebigs Ann. Chem., 709, 29 (1967). Use of a Zn-Ag couple allows Reformatsky coupling to be carried out with or without allylic rearrangement depending on whether ether or THF is used as the solvent: Synth. Commun., 19, 2355 (1989). For a review of the Reformatsky synthesis, see: Synthesis, 571 (1989).