(2E)-3-(2-hydroxyphenyl)prop-2-enoic acid

• ChemBase编号: 1426
• 分子式: C9H8O3
• 平均质量: 164.15802
• 单一同位素质量: 164.04734412
• SMILES: C(=C\c1ccccc1O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/c1ccccc1O
• InChI: InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+
• InChIKey: PMOWTIHVNWZYFI-AATRIKPKSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid; 3-(2-hydroxyphenyl)prop-2-enoic acid
• IUPAC传统名: O-coumaric acid; trans-2-hydroxycinnamic acid
• 别名: 反式-2-羟基肉桂酸; 反式-2-羟基肉桂酸; 邻香豆酸; 2-羟基肉桂酸，主要为反式; trans-2-Hydroxycinnamic acid; (E)-3-(2-hydroxyphenyl)acrylic acid; O-Coumaric Acid; 3-(2-hydroxyphenyl)acrylic acid; 2-Hydroxycinnamic acid; 2-Hydroxycinnamate; 2-Coumaric acid; 2-Coumarate; (e)-o-hydroxycinnamic acid; (E)-3-(2-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(2-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID; (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid; 3-(2-hydroxyphenyl)prop-2-enoic acid; O-hydroxy-trans-cinnamic acid; O-hydroxycinnamic acid; Ortho-hydroxycinnamic acid; trans-2-Hydroxycinnamate; Trans-o-coumaric acid; Trans-o-hydroxycinnamic acid; trans-2-hydroxycinnamic acid; 2-Hydroxycinnamic acid; o-COUMARIC ACID; ortho-coumaric acid; trans-2-Hydroxycinnamic acid; 2-Hydroxycinnamic acid, predominantly trans

登记号

• CAS号: 583-17-5; 614-60-8
• EC号: 210-386-4
• MDL号: MFCD00004379
• Beilstein号: 1100900
• PubChem SID: 160964886; 24856991; 24895158; 46505688
• PubChem CID: 637540
• Chemspider ID: 553146
• 维基百科标题: O-Coumaric_acid

理论计算性质

JChem

• Acid pKa: 4.0376344
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.35907778
• LogD (pH = 7.4): -1.3093433
• Log P: 1.832521
• 摩尔折射率: 45.0408 cm^3
• 极化性: 16.809118 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.9
• LOG S: -2.15
• 溶解度: 1.15e+00 g/l

分子性质

理化性质

• 熔点: ~210 °C (dec.); 217 °C (dec.)(lit.); 217°C; 217(dec.)°C; ca 210°C dec.

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Toxic/Irritant
• RTECS编号: GD9090000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22-36/37/38; 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: ~97%; ≥97.0% (HPLC); 97%; 98+%
• 级别: purum
• 线性分子式: HOC6H4CH=CHCO2H
• Empirical Formula (Hill Notation): C9H8O3
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 05206912

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150712

Crystalline
Purity: ~97%
Predominantly trans-isomer.

DrugBank - DB01650

Drug information: experimental

Apollo Scientific Ltd - OR40640

Mixture of cis/trans isomers

Sigma Aldrich - H22809

包装
25 g in poly bottle
5 g in glass bottle

参考文献

• Coumarin precursor. 2-Hydroxycinnamoyl has been employed as a photoremovable protecting group for amines. The amide can be formed by DCC coupling with the acid; the amine can be recovered in high yield after irradiation, with formation of coumarin: Chem. Pharm. Bull., 45, 715 (1997).