diethyl oxalate

• ChemBase编号: 123357
• 分子式: C6H10O4
• 平均质量: 146.1412
• 单一同位素质量: 146.0579088
• SMILES: C(=O)(C(=O)OCC)OCC
• Canonical SMILES: CCOC(=O)C(=O)OCC
• InChI: InChI=1S/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
• InChIKey: WYACBZDAHNBPPB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: diethyl oxalate
• IUPAC传统名: ethyl oxalate
• 别名: 草酸二乙酯; diethyl oxalate; Diethyl oxalate; Ethyl oxalate; Oxalic acid diethyl ester

登记号

• CAS号: 95-92-1
• EC号: 202-464-1
• MDL号: MFCD00009119
• Beilstein号: 606350
• 默克索引号: 143125
• PubChem SID: 162217710; 24848078; 24873338; 24886868
• PubChem CID: 7268

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.2083191
• LogD (pH = 7.4): 1.2083191
• Log P: 1.2083191
• 摩尔折射率: 33.474 cm^3
• 极化性: 13.4318905 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -41 °C(lit.); -41 to -39°C
• 沸点: 184-186°C; 185 °C(lit.)
• 闪点: 167 °F; 75 °C; 75°C(167°F)
• 密度: 1.076 g/mL at 25 °C(lit.); 1.077
• 折射率: 1.4100; n20/D 1.410; n20/D 1.410(lit.)
• 蒸汽压: 1 mmHg ( 47 °C)
• 蒸汽密度: 5.03 (vs air)

安全信息

• 保存注意事项: Moisture Sensitive
• RTECS编号: RO2800000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2525; UN2525
• 德国WGK号: 1
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22-36
• 安全公开号: 23
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H319; H302-H319-H227
• GHS警示性声明: P210-P280-P305+P351+P338-P301+P312-P403+P235-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 2525 6.1/PG 3

产品相关信息

• 纯度: ≥99%; ≥99.0% (GC); ≥99.7% (GC); 99%
• 级别: analytical standard; purum
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: C2H5OCOCOOC2H5

详细说明

Sigma Aldrich - 135364

包装
1, 3 kg in glass bottle
25 g in glass bottle

参考文献

• Base-promoted condensation with ketones, esters, nitriles, etc. yields ɑ-ethoxalyl derivatives, which with aldehydes, e.g. formaldehyde, yield ɑ?-unsaturated compounds: J. Org. Chem., 42, 1180 (1977). Condensation with the activated methyl group of o-nitrotoluenes can lead to indole-2-carboxylic acid ethyl ester: Org. Synth. Coll., 5, 567 (1973), or to o-nitrophenylacetic acids which can be converted to indole-2-acetic acid esters: Org. Synth. Coll., 9, 601 (1998).
• Reaction with Grignard reagents at low temperatures gives ɑ-keto esters: Synth. Commun., 11, 943 (1981); Org. Prep. Proced. Int., 21, 501 (1989). Similarly, vinyl Grignards give 2-oxo-3-alkenoic acids: Synthesis, 564 (1988).
• With the benzylic phosphoranes, gives stereoselectively (Z)-3-aryl-2-ethoxyacrylates: Synthesis, 958 (1989).