3-phenylprop-2-enal

• ChemBase编号: 92763
• 分子式: C9H8O
• 平均质量: 132.15922
• 单一同位素质量: 132.05751488
• SMILES: O=C/C=C/c1ccccc1
• Canonical SMILES: O=C/C=C/c1ccccc1
• InChI: InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H
• InChIKey: KJPRLNWUNMBNBZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-phenylprop-2-enal; (2E)-3-phenylprop-2-enal
• IUPAC传统名: 3-phenyl-2-propenal; cinnamal
• 别名: 3-苯基丙-2-烯醛; 3-苯基-2-丙烯醛; 反式肉桂醛; 反-肉桂醛; Cinnamaldehyde; trans-3-Phenyl-2-propenal; trans-Cinnamaldehyde; (2E)-3-Phenylprop-2-enal; trans-Cinnamaldehyde; Cinnamic aldehyde; trans-cinnamaldehyde; Cinnamaldehyde; Cinnamaldehyde; 3-Phenylprop-2-enal; CINNAMIC ALDEHYDE; trans-3-Phenylacrolein

登记号

• CAS号: 14371-10-9; 104-55-2
• EC号: 203-213-9
• MDL号: MFCD00007000
• Beilstein号: 1071571
• 默克索引号: 142297
• PubChem SID: 24893018; 162079461; 24890286; 24900954; 24854395; 24900953
• PubChem CID: 637511
• CHEBI ID: 16731
• CHEMBL: 293492
• Chemspider ID: 553117
• FEMA编号: 2286
• IUPHAR配体索引: 2423
• KEGG ID: C00903
• 美国药典/FDA物质标识码: SR60A3XG0F
• 维基百科标题: Cinnamaldehyde
• 欧洲委员会编号: 102; 102c
• Flavis Number: 5.014

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.97747
• LogD (pH = 7.4): 1.97747
• Log P: 1.97747
• 摩尔折射率: 42.1345 cm^3
• 极化性: 15.781555 Å^3
• 极化表面积: 17.07 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: Slightly Soluble in water
• 外观: Oil; Yellow oil
• 熔点: -7.5 °C; -7.5°C; -7.5 °C; -8°C; -9--4 °C(lit.)
• 沸点: 246 °C at 1014 hPa; 248 °C(lit.); 248°C; 248 °C; 250-252 °C(lit.); 250-252°C
• 闪点: 120 °C (closed cup); 125 °C; 131°C(268°F); 159.8 °F; 257 °F; 71 °C; 71°C; 71 °C
• 密度: 1.0497 g/cm^3 at 20 °C; 1.05 g/mL; 1.05 g/mL at 25 °C(lit.); 1.050
• 折射率: 1.6220; n20/D 1.621(lit.); n20/D 1.622; n20/D 1.622(lit.)
• 蒸汽压: 2.25 hPa at 20 °C
• 蒸汽密度: 4.6 (vs air)
• 粘度: ? cP at ?°C
• 感官: cinnamon; clove; spicy; cinnamon; clove; spicy; sweet; vanilla

安全信息

• 保存条件: 2-8°C, Store Under Nitrogen
• 保存注意事项: Air Sensitive; Irritant/Keep Cold/Air Sensitive/Store under Argon
• RTECS编号: GD6475000; GD6476000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 德国WGK号: 1; 3
• 联合国危险货物包装类别(PG): None
• 澳大利亚Hazchem: 3YE
• 危险公开号: 36/37/38-43; 36/38-43; R:10-36/37/38; R36 R37 R38
• 安全公开号: 24-26-37; 26-36/37; S:16-20-25-26-37/39; S26 S36
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• NFPA704:
  

  2

  2

  0
• GHS危险声明: H315-H317-H319-H335; H315-H319-H317-H303-H313
• GHS警示性声明: P261-P280-P305 + P351 + P338; P280G-P262-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; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (182.60)

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥93%; ≥95.0% (GC); ≥98%; ≥98.0% (GC); ≥99%; 95+%; 98+%; 99%
• 级别: analytical standard; FG; Halal; Kosher; natural; NI; purum
• 杂质: ≤1% cinnamic acid
• 生物来源: from cassia oil
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: C6H5CH=CHCHO

详细说明

MP Biomedicals - 02150690

Purity: 99%
1 ml = approx. 1.05 g

Sigma Aldrich - C80687

包装
1 kg in poly bottle
25, 500 g in poly bottle

Sigma Aldrich - 239968

包装
50 g in glass bottle

Sigma Aldrich - W228605

包装
1 kg in glass bottle
1 sample in glass bottle
10, 25 kg in poly drum
Application
结构单元 - 肉桂醛是一种不饱和醛，因此它可容易地与许多不同的化合物反应，广泛应用于芳香剂组合物。它也是多种农用化学品（杀螨剂）的结构单元，或肉桂醇、3-苯丙醇、肉桂腈、3-苯丙醛（香料以及作为依那普利、赖诺普利和雷米普利的替代品）等衍生物的结构单元。

Sigma Aldrich - W228613

包装
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in comp drum
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. W228613.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

参考文献

• For reaction with 1,2-Ethanedithiol, L12865 to give the dithiolane, followed by coupling with trimethylsilylmethyl magnesium chloride, catalyzed by Dichlorobis(triphenylphosphine)nickel(II), 13930, as an example of Ni catalyzed coupling of dithioacetals with Grignards, see: J. Org. Chem., 53, 5582 (1988); Org. Synth. Coll., 9, 727 (1998):
  
• For details of the 1,2-addition of a functionalized Zn-Cu organometallic RCu(CN)ZnI to give an allylic alcohol, see; Org. Synth. Coll., 9, 502 (1998).