anisole

• ChemBase编号: 125871
• 分子式: C7H8O
• 平均质量: 108.13782
• 单一同位素质量: 108.05751488
• SMILES: COc1ccccc1
• Canonical SMILES: COc1ccccc1
• InChI: InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
• InChIKey: RDOXTESZEPMUJZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: anisole
• IUPAC传统名: anisole
• 别名: 甲基苯基醚; 甲氧基苯; 苯甲醚; Anisole; anisole; phenoxymethane; phenyl methyl ether; Anisole; Methoxybenzene; Methyl phenyl ether

登记号

• CAS号: 100-66-3
• EC号: 202-876-1
• MDL号: MFCD00008354
• Beilstein号: 506892
• 默克索引号: 14669
• PubChem SID: 24890264; 24900857; 24857849; 162220216; 24847529; 24846694
• PubChem CID: 7519
• CHEBI ID: 16579
• CHEMBL: 278024
• Chemspider ID: 7238
• FEMA编号: 2097
• KEGG ID: C01403
• 美国药典/FDA物质标识码: B3W693GAZH
• 维基百科标题: Anisole
• 欧洲委员会编号: 2056
• Flavis Number: 4.032

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.8155745
• LogD (pH = 7.4): 1.8155745
• Log P: 1.8155745
• 摩尔折射率: 32.5212 cm^3
• 极化性: 12.858547 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: colorless liquid
• 熔点: -37 °C(lit.); -37°C; -37°C
• 沸点: 153-154°C; 154 °C(lit.); 154°C
• 闪点: 109 °F; 109.4 °F; 123.8 °F; 43 °C; 43°C(109°F); 51 °C
• 自燃点: 887 °F
• 密度: 0.994; 0.995 g cm^-3; 0.995 g/mL at 25 °C(lit.)
• 折射率: 1.5170; n20/D 1.516(lit.); n20/D 1.517; n20/D 1.518
• 蒸汽压: 10 mmHg ( 42.2 °C)
• 蒸汽密度: 3.7 (vs air)
• 感官: alcohol; butter; cheese; ethereal

安全信息

• RTECS编号: BZ8050000
• 欧盟危险性物质标志: X
• 联合国危险货物编号: 2222; UN2222
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 10; 10-20-36/37/38
• 安全公开号: 9-23-26-36/37-60
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Warning
• GHS危险声明: H226-H315-H319; H226-H332-H315-H319-H335-H303
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; 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
• RID/ADR: UN 2222 3/PG 3
• Regulation Compliance: FCC

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥99%; ≥99.0% (GC); ≥99.9% (GC); 99%; 99.7%
• 级别: analytical standard; anhydrous; Kosher; NI; purum; ReagentPlus®
• 蒸发残渣: <0.0003%
• 杂质: <0.002% water; <0.005% water(100 mL pkg)
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: CH3OC6H5

详细说明

Sigma Aldrich - 296295

包装
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - 123226

包装
1, 4 L in glass bottle
100 mL in glass bottle
20 L in steel drum
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

参考文献

• The rate of ortho-lithiation of anisole is accelerated dramatically in the presence of TMEDA, effective also in sub-stoichiometric amounts: Tetrahedron Lett., 35, 385 (1994). For discussion of the mechanism of ortho-lithiation, see: J. Org. Chem., 62, 3024 (1997). Although direct dilithiation with n-BuLi/TMEDA was unsuccessful, a sequence involving monolithiation, silylation and further lithiation at the 6-position gave the 2,6-disilyl derivative in 72% yield: J. Org. Chem., 49, 4657 (1984).
• Widely used as a carbocation scavenger in the deblocking of, e.g. N-Boc or N-Cbz (Z) peptides with acidic reagents. Addition of anisole removes t-butyl or benzyl cations from the reaction mixture; see, e.g.: J. Chem. Soc., Chem. Commun., 922 (1976); Chem. Pharm. Bull., 25, 2929 (1977); Chem. Ber., 101, 3649 (1968).