261432

クマル酸メチル

98%

• 別名: メチル 2-オキソ-2H-ピラン-5-カルボキシラート, メチル 2-ピロン-5-カルボキシラート
• 実験式（ヒル表記法）: C₇H₆O₄
• CAS番号: 6018-41-3
• 分子量: 154.12
• Beilstein: 126301
• EC Number: 227-871-1
• MDL番号: MFCD00010120
• UNSPSCコード: 12352100
• PubChem Substance ID: 24855810
• NACRES: NA.22
• フォーム: solid
• アッセイ: 98%

特性

• アッセイ: 98%
• フォーム: solid
• bp: 178-180 °C/60 mmHg (lit.)
• mp: 65-67 °C (lit.)
• 官能基: ester
• SMILES記法: 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

詳細

詳細

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. It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts.

アプリケーション

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

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): Eyeshields, Gloves, type N95 (US)