261432

香豆灵酸甲酯

98%

• 别名: 2-吡喃酮-5-甲酸甲酯, 2-氧-2H-吡喃-5-羧酸甲酯
• 经验公式（希尔记法）: C₇H₆O₄
• CAS号: 6018-41-3
• 分子量: 154.12
• Beilstein: 126301
• EC 号: 227-871-1
• MDL编号: MFCD00010120
• UNSPSC代码: 12352100
• PubChem化学物质编号: 24855810
• NACRES: NA.22

属性

• 方案: 98%
• 表单: solid
• 沸点: 178-180 °C/60 mmHg (lit.)
• mp: 65-67 °C (lit.)
• 官能团: ester
• SMILES字符串: COC(=O)C1=COC(=O)C=C1
• InChI: 1S/C7H6O4/c1-10-7(9)5-2-3-6(8)11-4-5/h2-4H,1H3
• InChI key: HHWWWZQYHPFCBY-UHFFFAOYSA-N

说明

一般描述

Methyl coumalate is a 2-pyrone and acts as dienophile in Diels-Alder reaction. It reacts with 1,3-butadienes at 100°C to yield tetrahydrocoumarins and 4-methoxycarbonyltricyclo[3.2.1.0^2,7]octenes. It also reacts with cyclohexadiene to afford tetrahydronaphthalene-2-carboxylate.[1] It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts.[2]

应用

Methyl coumalate has been used as reagent in phosphine-catalyzed [4+3] annulation of modified allylic carbonates.[3] It was also used in the preparation of 7-carboxyquinolizinium derivatives.[4]

安全信息

• 储存分类代码: 11 - Combustible Solids
• WGK: WGK 3
• 闪点(°F): Not applicable
• 闪点(°C): Not applicable
• 个人防护装备: Eyeshields, Gloves, type N95 (US)