跳轉至內容
Merck
全部照片(2)

文件

261432

Sigma-Aldrich

香豆灵酸甲酯

98%

同義詞:

2-吡喃酮-5-甲酸甲酯, 2-氧-2H-吡喃-5-羧酸甲酯

登入查看組織和合約定價
全部照片(2)

About This Item

經驗公式（希爾表示法）:
C7H6O4
CAS號碼:
6018-41-3
分子量：:
154.12
Beilstein:
126301
EC號碼:
227-871-1
MDL號碼:
MFCD00010120
分類程式碼代碼:
12352100
PubChem物質ID:
24855810
NACRES:
NA.22

化驗

98%

形狀

solid

bp

178-180 °C/60 mmHg (lit.)

mp

65-67 °C (lit.)

SMILES 字串

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 密鑰

HHWWWZQYHPFCBY-UHFFFAOYSA-N

尋找類似的產品？ 前往 產品比較指南

相關類別

一般說明

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[3.2.1.02,7]octenes. It also reacts with cyclohexadiene to afford tetrahydronaphthalene-2-carboxylate. It undergoes Diels-Alder reaction with unactivated alkenes to afford para-substituted adducts.

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

分析證明 (COA)

輸入產品批次/批號來搜索 分析證明 (COA)。在產品’s標籤上找到批次和批號，寫有 ‘Lot’或‘Batch’.。

已經擁有該產品？

您可以在文件庫中找到最近購買的產品相關文件。

存取文件庫

Diels-Alder reaction of methyl coumalate with 1, 3-dienes.
Imagawa T, et al.
Tetrahedron, 30(14), 2227-2231 (1974)
Quinolizinium Compounds by Cyclization of Pyridones from Methyl Coumalate and ?-Phenylethylamines.
Wiley RH, et al.
Journal of the American Chemical Society, 75(18), 4482-4484 (1953)
Suqing Zheng et al.
Organic letters, 11(17), 3978-3981 (2009-08-13)
A phosphine-catalyzed [4 + 3] annulation of modified allylic carbonates with methyl coumalate was developed. This strategy offered a powerful method for the construction of bicyclo[3.2.2]nonadiene skeleton with high stereoselectivity.
Aromatics from pyrones: para-substituted alkyl benzoates from alkenes, coumalic acid and methyl coumalate.
Kraus GA, et al.
Green Chemistry, 13(10), 2734-2736 (2011)

文章

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

我們的科學家團隊在所有研究領域都有豐富的經驗，包括生命科學、材料科學、化學合成、色譜、分析等.

聯絡技術服務