2-Methylcyclopentane-1,3-dione, 98%
2-Methylcyclopentane-1,3-dione, 98%
2-Methylcyclopentane-1,3-dione, 98%
2-Methylcyclopentane-1,3-dione, 98%
Thermo Scientific Chemicals

2-Methylcyclopentane-1,3-dione, 98%

CAS: 765-69-5 | C6H8O2 | 112.128 g/mol
数量:
5 g
25 g
100 g
製品番号(カタログ番号) A13936.06
または、製品番号A13936-06
価格(JPY)
-
見積もりを依頼する
数量:
5 g
一括またはカスタム形式をリクエストする
化学物質識別子
CAS765-69-5
IUPAC Name2-methylcyclopentane-1,3-dione
Molecular FormulaC6H8O2
InChI KeyHXZILEQYFQYQCE-UHFFFAOYSA-N
SMILESCC1C(=O)CCC1=O
さらに表示
FormPowder or crystals
Identification (FTIR)Conforms
Assay (Silylated GC)≥97.5%
Melting Point (clear melt)210-220?C
Appearance (Color)White to pale brown
さらに表示
2-Methylcyclopentane-1,3-dione is an efficient synthon for the synthesis of (±)-α-cuparenone. The alkylation of 2-methylcyclopentane-1,3-dione (A) with 2-(1-naphthyl)ethyl bromide gives only the O-alkylation product. Mixtures of C- and O-alkyl derivatives are obtained. Michael addition of 2-methylcyclopentane-1,3-dione to methyl vinyl ketone in water gives 2-methyl-2-(3-oxo- butyl)-1,3-cyclopentanedione (3), an important intermediate of natural product chemistry. 2-Methylcyclopentane-1, 3-dione is an efficient synthon for the synthesis of (±)-α-cuparenone.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-Methylcyclopentane-1,3-dione is an efficient synthon for the synthesis of (±)-α-cuparenone. The alkylation of 2-methylcyclopentane-1,3-dione (A) with 2-(1-naphthyl)ethyl bromide gives only the O-alkylation product. Mixtures of C- and O-alkyl derivatives are obtained. Michael addition of 2-methylcyclopentane-1,3-dione to methyl vinyl ketone in water gives 2-methyl-2-(3-oxo- butyl)-1,3-cyclopentanedione (3), an important intermediate of natural product chemistry. 2-Methylcyclopentane-1, 3-dione is an efficient synthon for the synthesis of (±)-α-cuparenone.

Solubility
Solubility in hot Methanol (almost transparency).

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Joseph P. John,; S. Swaminathan,; P. S. Venkataramani. 2-Methylcyclopentane-1,3-Dione. Organic Syntheses. year of publication , volume issue , pg no.
  2. Victor J. Grenda,; Glenn W. Lindberg,; Norman L. Wendler,; Seemon H. Pines. A convenient synthesis of 2-methylcyclopentane-1,3-dione . J. Org. Chem. 1967, 32 (4), 1236-1237.
  3. Valuable intermediate for steroid synthesis. For a review, see: Synthesis, 477 (1989). Condensation with methyl vinyl ketone and proline-catalyzed asymmetric aldol cyclization of the product gives a diketone useful in steroid and prostaglandin synthesis: Org. Synth. Coll., 7, 363 (1990):