dimethyl carbonate

• ChemBase编号: 109018
• 分子式: C3H6O3
• 平均质量: 90.07794
• 单一同位素质量: 90.03169405
• SMILES: COC(=O)OC
• Canonical SMILES: COC(=O)OC
• InChI: InChI=1S/C3H6O3/c1-5-3(4)6-2/h1-2H3
• InChIKey: IEJIGPNLZYLLBP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dimethyl carbonate
• IUPAC传统名: dimethyl carbonate
• 别名: 碳酸二甲酯; DIMETHYL CARBONATE; DMC; Methyl carbonate; Carbonic acid, dimethyl ester; Dimethyl carbonate; Carbonic acid dimethyl ester

登记号

• CAS号: 616-38-6
• EC号: 210-478-4
• MDL号: MFCD00008420
• Beilstein号: 635821
• 默克索引号: 143241
• PubChem SID: 24893471; 24873943; 162096129
• PubChem CID: 12021
• CHEBI ID: 36596
• Chemspider ID: 11526
• 维基百科标题: Dimethyl_carbonate

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.5418395
• LogD (pH = 7.4): 0.5418395
• Log P: 0.5418395
• 摩尔折射率: 19.0364 cm^3
• 极化性: 7.834368 Å^3
• 极化表面积: 35.53 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

• 溶解度: 13.9 g/100 mL in water; Insoluble in water. Miscible with alcohol, ether
• 外观: APHA: <50; Clear liquid
• 熔点: 2 - 4°C; 2-4 °C(lit.); ca 4°C
• 沸点: 90 °C(lit.); 90°C; 90°C
• 闪点: 16 °C; 16°C(61°F); 60.8 °F
• 密度: 1.069 g/mL at 25 °C(lit.); 1.069-1.073 g/mL; 1.070
• 折射率: 1.3680; n20/D 1.368(lit.); n20/D 1.369
• 蒸汽压: 18 mmHg ( 21.1 °C)
• 蒸汽密度: 3.1 (vs air)

安全信息

• 保存注意事项: Moisture Sensitive
• RTECS编号: FG0450000
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: 1161; UN1161
• 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): 2; II
• 危险公开号: 11; R:11
• 安全公开号: 9-16; S:9-16
• TSCA收录: 是
• GHS危险品标识: GHS02
• GHS警示词: Danger
• 主要危害: Flammable
• GHS危险声明: H225
• GHS警示性声明: P210; P210-P241-P280-P303+P361+P353-P403+P235-P501A
• 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 1161 3/PG 2

产品相关信息

• 纯度: ≥99%; ≥99.0% (GC); 95+%; 99%
• 级别: anhydrous; purum; ReagentPlus®
• 杂质: <0.002% water; <0.005% water(100mL pkg)
• 线性分子式: (CH3O)2CO

详细说明

MP Biomedicals - 05209547

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 517127

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

Sigma Aldrich - D152927

包装
100, 500 g in glass bottle
19 kg in VerSA-Flow™
2.5 kg in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

参考文献

• Conversion of a ketone to its methoxycarbonyl derivative has been used to change the preferred site of chlorination to the less-substituted carbon atom: Synthesis, 188 (1987):
  
• Grignard reagents react in THF to give methyl esters, providing a high-yield, one-pot synthesis of carboxylic esters from alkyl or aryl halides: Synth. Commun., 20, 3273 (1990).
• Useful alkylating agent. Although less reactive, dimethyl carbonate has the advantage of much lower toxicity than the more usual sulfate or iodide. In the presence of K₂CO₃ and 18-crown-6, alcohols, phenols, thiols, imidazoles, etc. can be methylated: Synthesis, 382 (1986). For K₂CO₃ promoted alkylation of active methylene compounds at 180-220^o (pressure), see: Rec. Trav. Chim., 115, 256 (1996); Org. Synth., 76, 169 (1998). Other dialkyl carbonates behave similarly.
• For other reactions of dialkyl carbonates, see Diethyl carbonate, A12477.