(2E)-3-phenylprop-2-enoic acid

• ChemBase编号: 81003
• 分子式: C9H8O2
• 平均质量: 148.15862
• 单一同位素质量: 148.0524295
• SMILES: OC(=O)/C=C/c1ccccc1
• Canonical SMILES: OC(=O)/C=C/c1ccccc1
• InChI: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)
• InChIKey: WBYWAXJHAXSJNI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-3-phenylprop-2-enoic acid; 3-phenylprop-2-enoic acid
• IUPAC传统名: cinnamic acid; phenylacrylic acid
• 别名: 反式-3-苯基丙烯酸; 肉桂酸; 反式肉桂酸; 反-肉桂酸; Cinnamic Acid; trans-Cinnamic Acid; Phenylacrylic acid; Cinnamylic acid; 3-Phenylacrylic acid; (E)-Cinnamic acid; Benzenepropenoic acid; Isocinnamic acid; Cinnamic acid; HEPARIN LITHIUM SALT; β-Phenylacrylic acid; 3-Phenyl-2-propenoic acide; Cinnamic acid; (2E)-3-Phenylprop-2-enoic acid; (E)-3-Phenylacrylic acid; trans-Cinnamic acid; trans-3-Phenylacrylic acid; trans-Cinnamic acid

登记号

• CAS号: 621-82-9; 140-10-3; 9045-22-1
• EC号: 210-708-3; 205-398-1
• MDL号: MFCD00004369
• Beilstein号: 1905952
• 默克索引号: 142299
• PubChem SID: 24890291; 162068122; 24900955; 24900956; 24893022; 24848120
• PubChem CID: 444539
• CHEBI ID: 35697
• CHEMBL: 27246
• Chemspider ID: 392447
• FEMA编号: 2288
• KEGG ID: C00423
• 维基百科标题: Cinnamic_acid
• 欧洲委员会编号: 22; 22c
• Flavis Number: 8.022

理论计算性质

• Acid pKa: 4.509232
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.1043326
• LogD (pH = 7.4): -0.6654147
• Log P: 2.1360862
• 摩尔折射率: 43.0599 cm^3
• 极化性: 16.190388 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 500 mg/L in water
• 外观: Powder; White monoclinic crystals
• 熔点: 132-135 °C(lit.); 132-135°C; 133 °C(lit.); 133°C; 133-136°C; 133-137 °C
• 沸点: 147°C/4mm; 147°C/4mm; 300 °C(lit.); 300°C
• 闪点: 100 °C; 100°C; 100°C (212°F) >; 166°C(330°F); 212 °F
• 密度: 1.2475 g/cm^3; 1.248 g/ml; 1.250
• pKa: 4.44
• 感官: cinnamon; honey; floral; spicy; sweet; honey; floral

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Irritant
• RTECS编号: GD7800000; GD7850000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 36; 36/37/38; R36
• 安全公开号: 26; 26-36; S25
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• NFPA704:
  

  1

  1

  0
• GHS危险声明: H315-H319-H335; H319-H303
• GHS警示性声明: P261-P305 + P351 + P338; P305+P351+P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥99%; ≥98.0% (HPLC); ≥99%; ≥99.0% (T); 95+%; 97%; 98%; 99+%
• 级别: analytical standard; FG; Halal; Kosher; natural; NI; purum
• 线性分子式: C6H5CH=CHCOOH
• Empirical Formula (Hill Notation): C9H8O2

详细说明

MP Biomedicals - 05211131

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101929

From Porcine Intestinal Mucosa
Lithium Salt
Based on 100 u/mg. Actual activity supplied with each shipment.

MP Biomedicals - 02101243

Light tan crystals
Purity: 99+%

Sigma Aldrich - W228826

包装
1 kg in poly bottle
25 g in glass bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in fiber drum

Sigma Aldrich - 133760

包装
100, 500 g in poly bottle
2 kg in poly drum

Sigma Aldrich - C80857

包装
250 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C80857.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C80857.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - W228818

包装
1 kg in poly bottle
10 kg in poly drum
1 sample in glass bottle
25 kg in fiber drum

参考文献

• Heating with excess thionyl chloride and a catalytic amount of pyridine gives a benzo[b]thiophene derivative, formed by electrophilic addition of thionyl chloride across the double bond of cinnamoyl chloride, Pummerer rearrangement of the resulting sulfinyl chloride and final cyclization. ɑ-Chlorocinnamoyl chloride is formed as a by-product by elimination of SCl₂: J. Org. Chem., 40, 3037 (1975):
  
• Under similar conditions, 3-phenylpropionic acid gave the same products in lower yield; the reaction was thought to occur via an initial ɑ-enolization of the acid chloride: Tetrahedron Lett., 5149 (1968).