2-methoxy-4-(prop-2-en-1-yl)phenol

• ChemBase编号: 103251
• 分子式: C10H12O2
• 平均质量: 164.20108
• 单一同位素质量: 164.08372962
• SMILES: COc1c(O)ccc(CC=C)c1
• Canonical SMILES: C=CCc1ccc(c(c1)OC)O
• InChI: InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
• InChIKey: RRAFCDWBNXTKKO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-methoxy-4-(prop-2-en-1-yl)phenol
• IUPAC传统名: eugenol; 2-methoxy-4-(prop-2-en-1-yl)phenol
• 别名: 2-甲氧基-4-(2-丙烯基)苯酚; 4-烯丙基-2-甲氧基苯酚; 4-烯丙基愈创木酚; 丁子香酚; 丁香酚; 丁香酚; Eugenol; Eugenic acid; Caryophyllic acid; 1-Allyl-3-methoxy-4-hydroxybenzene; Allylguaiacol; 2-Methoxy-4-allylphenol; 4-Allylcatechol-2-methyl ether; 2-methoxy-4-(2-propen-1-yl)phenol; 4-allyl-2-methoxyphenol; 2-Methoxy-4-(2-propenyl)phenol; 4-Allyl-2-methoxyphenol; 4-Allylguaiacol; EUGENOL; 4-Allyl-1-Hydroxy-2-Methoxy Benzene; Eugenolum; 1-Allyl-4-hydroxy-3-methoxybenzene; 5-Allylguaiacol

登记号

• CAS号: 97-53-0
• EC号: 202-589-1
• MDL号: MFCD00008654
• Beilstein号: 1366759
• 默克索引号: 143898
• PubChem SID: 24894609; 162103090; 24862128; 24901115; 24869841; 24901114
• PubChem CID: 3314
• CHEBI ID: 4917
• CHEMBL: 42710
• Chemspider ID: 13876103
• FEMA编号: 2467
• KEGG ID: D04117
• 美国药典/FDA物质标识码: 3T8H1794QW
• 维基百科标题: Eugenol
• 欧洲委员会编号: 171
• Flavis Number: 4.003

理论计算性质

• Acid pKa: 9.941818
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.6105645
• LogD (pH = 7.4): 2.6093426
• Log P: 2.61058
• 摩尔折射率: 48.7894 cm^3
• 极化性: 18.73316 Å^3
• 极化表面积: 29.46 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

• 熔点: -10°C; -12 to -10°C; -12--10 °C(lit.); -7.5°C
• 沸点: 252-253°C; 254 °C(lit.); 254°C
• 闪点: >230°C; 104 °C; 112 °C; 127°C(260°F); 233.6 °F
• 密度: 1.06 g/cm^3; 1.067 g/mL at 25 °C(lit.); 1.068; 1.07 g/ml
• 折射率: 1.5410; n20/D 1.541(lit.)
• 蒸汽压: 1 mm Hg at 78.4 °C
• pKa: 10.19 at 25 °C
• 感官: cinnamon; clove; spicy

安全信息

• 保存条件: Room Temperature (15-30°C); Room Temperature (15-30°C), Protect from light
• RTECS编号: SJ4375000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 1; 3
• 危险公开号: 22-36/37/38-42/43; 22-36/38-43; R:22
• 安全公开号: 23-24-26-37; 26-36; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H317; H302-H315-H317-H319-H334-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338-P342 + P311; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (177.2800); FDA 21 CFR (184.1257)

药理学性质

• 相关基因信息: human ... UGT1A4(54657)
• 过敏源: no known allergens
• 生物活性机理: Thromboxane antagonist

产品相关信息

• 纯度: ~99%; ≥98%; 99%
• 级别: FG; Halal; Kosher; natural; NI; PESTANAL®, analytical standard; Ph Eur; ReagentPlus®
• 生物来源: Very widespread occurrence in essential oils. Major component of clove oil. Also found in those of Cinnamomum spp., Cistus spp., Camellia spp., Pelargonium spp., Thymus spp. and Citans peel spp. Present in apple, apricot, banana and cherry fruits
• 应用领域: Antifungal agent; Antioxidant; Antiseptic; Dental analgesic
• 线性分子式: 4-(H2C=CHCH2)C6H3-2-(OCH3)OH

详细说明

MP Biomedicals - 02151106

1 ml = approx. 1.07 gm
Colorless to light yellow liquid
Purity: ~99%

MP Biomedicals - 02151107

Reportedly used as internal standard in GC assays of biological samples for presence of thymol.
1 ml = approx. 1.07 gm
Anal. Biochem., 69, 10 (1975).

Sigma Aldrich - E51791

包装
5, 100, 500 g in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - W246719

包装
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum

Sigma Aldrich - W246700

包装
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum

Sigma Aldrich - 35995

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

参考文献

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• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 278A, (nmr)
• Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 1028A, (ir)
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• Naves, Y.-R., Helv. Chim. Acta, 1948, 31, 378, (isol)
• Psenak, M. et al., Planta Med., 1970, 19, 154, (Gein)
• Popa, G. et al., Rev. Chim. (Bucharest), 1973, 24, 635; CA, 80, 103486u
• Manito, P. et al., J.C.S. Perkin 1, 1974, 1727; 1975, 1548, (biosynth)
• Khischies, M. et al., Chem. Comm., 1975, 879, (biosynth)
• Yamaguchi, H. et al., Chem. Pharm. Bull., 1975, 23, 1169, (pmr)
• Opdyke, D.L.J., Food Cosmet. Toxicol., 1975, 13, 545, (rev, tox)
• Massow, F. et al., J.C.S. Perkin 2, 1976, 977, (cmr)
• Bohlmann, F. et al., Phytochemistry, 1976, 15, 1318, (isol)
• Shibuya, M. et al., Chem. Pharm. Bull., 1978, 26, 2671, (deriv)
• Wenkert, E. et al., Synthesis, 1983, 701, (synth)
• IARC Monog., 1985, 36, 75; Suppl., 7, 63, (rev, tox)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, EQR500; EQS000