ethoxyethene

• ChemBase编号: 138621
• 分子式: C4H8O
• 平均质量: 72.10572
• 单一同位素质量: 72.05751488
• SMILES: CCOC=C
• Canonical SMILES: CCOC=C
• InChI: InChI=1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3
• InChIKey: FJKIXWOMBXYWOQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethoxyethene
• IUPAC传统名: ethyl vinyl ether
• 别名: 乙氧基乙烯; 乙烯基乙醚; Ethoxyethylene; Ethyl vinyl ether; Vinyl ethyl ether

登记号

• CAS号: 109-92-2
• EC号: 203-718-4
• MDL号: MFCD00009248
• Beilstein号: 605351
• PubChem SID: 162232873; 24866417
• PubChem CID: 8023

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.9860318
• LogD (pH = 7.4): 0.9860318
• Log P: 0.9860318
• 摩尔折射率: 21.4533 cm^3
• 极化性: 8.548852 Å^3
• 极化表面积: 9.23 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

• 熔点: -115°C; -116 °C(lit.)
• 沸点: 33 °C(lit.); 33-34°C
• 闪点: -45°C(-49°F); -46 °C; -50.8 °F
• 密度: 0.753 g/mL at 25 °C(lit.); 0.754
• 折射率: 1.3765; n20/D 1.376; n20/D 1.376(lit.)

安全信息

• RTECS编号: KO0710000
• 欧盟危险性物质标志: 高度易燃性(Highly flammable) (F+); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1302; UN1302
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 1; I
• 危险公开号: 12-19-36/37/38; 12-36/37-66-67
• 安全公开号: 3/7-16-23-26-33-36; 3/7-9-16-26-29-33
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H224-H319-H335-H336; H225-H315-H319-H335
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1302 3/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (GC); ≥99%; 99%; 99%, stab.
• 级别: purum
• 其他组分: ~0.1% diethylaniline as stabilizer; 0.1% KOH as stabilizer; 0.1% potassium hydroxide as stabilizer; 0.1% triethanolamine as stabilizer
• 线性分子式: C2H5OCH=CH2

详细说明

Sigma Aldrich - 422177

包装
1 L in glass bottle
250 mL in glass bottle

参考文献

• Also used in the protection of phenols as EE ethers which can be cleaved by acid-catalyzed methanolysis: J. Am. Chem. Soc., 119, 8071 (1997).
• Acid-catalyzed reaction with alcohols gives 1-ethoxyethyl (EE) ethers, useful as protected derivatives, e.g. in reactions with organometallics. Possible catalysts include: tosic acid: J. Am. Chem. Soc., 101, 7104 (1979); Org. Synth., 76, 199 (1998), PPTS: Tetrahedron Lett., 28, 4303 (1987), or dichloroacetic acid: J. Org. Chem., 37, 1947 (1972). Cleavage of this mixed acetal occurs in dilute acid, more readily than THP ether (see 3,4-Dihydro-2H-pyran, L02731). Protection of cyanohydrins allows use as acyl anion equivalents: Org. Synth. Coll., 7, 381 (1990):
  
• In the presence of Montmorillonite K10, an addition reaction with diethyl acetals gives the ?-ethoxy acetal of the bis-homologated aldehyde, providing, on acid cleavage, an effective route to the corresponding ɑ?-unsaturated aldehyde: Synthesis, 137 (1981).