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Merck
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文件

371475

Sigma-Aldrich

2,2-二甲基环戊酮

96%

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About This Item

线性分子式:
(CH3)2C5H6(=O)
CAS号:
4541-32-6
分子量:
112.17
MDL號碼:
MFCD00049164
分類程式碼代碼:
12352100
PubChem物質ID:
24863111
NACRES:
NA.22

品質等級

200

化驗

96%

折射率

n20/D 1.433 (lit.)

bp

143-145 °C (lit.)

密度

0.894 g/mL at 25 °C (lit.)

SMILES 字串

CC1(C)CCCC1=O

InChI

1S/C7H12O/c1-7(2)5-3-4-6(7)8/h3-5H2,1-2H3

InChI 密鑰

FTGZMZBYOHMEPS-UHFFFAOYSA-N

相关类别

一般說明

2,2-Dimethylcyclopentanone is a ketone. Synthesis of various C-2 substituted vitamin D derivatives with a 2,2-dimethylcyclopentanone unit in side chains has been reported. Regioselective synthesis of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, has been reported.

應用

2,2-Dimethylcyclopentanone enolate may be used as starting reagent in the enantioselective synthesis of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO). It may be used in the synthesis of:
  • 2,6,6-trimethyl-2-azaspiro[4.4]nonane-1,3-dione, a spirosuccinimide moiety of asperparaline A
  • novel spiropentanopyrrolizidine oxime alkaloids, namely 2′,3′,5′,6′,7′,7a′-hexahydro-2,2-dimethylspirocyclopentane-1
  • δ,δ-dimethyl-δ-valerolactone, via Baeyer-Villiger oxidation

象形圖

Flame
GHS02

訊號詞

Warning

危險聲明

H226

危險分類

Flam. Liq. 3

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

91.4 °F - closed cup

閃點（°C）

33 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

分析证书(COA)

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Regioselective Synthesis of 2, 2-Dimethylcyclopentanone Using 2-Pyrrolidone Magnesium Salt as Electrogenerated Base.
Bonafoux D, et al.
Synthetic Communications, 28(1), 93-98 (1998)
Synthesis of catalpalactone.
Lane KJ and Pinder AR.
The Journal of Organic Chemistry, 47(16), 3171-3172 (1982)
Synthesis of pyrrolizidine oximes 222 and 236: Novel alkaloids of a dendrobatid poison frog.
Rutchinson KD, et al.
Tetrahedron, 50(21), 6129-6136 (1994)
Edwin Vedejs et al.
Journal of the American Chemical Society, 125(14), 4166-4173 (2003-04-03)
A new class of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO) has been prepared by enantioselective synthesis starting from lactate esters and 2,2-dimethylcyclopentanone enolate 5. A selective enolate alkylation method has been developed for preparation of 9 and 10
Hiroshi Saito et al.
The Journal of steroid biochemistry and molecular biology, 136, 3-8 (2013-02-19)
Up to the present, numerous vitamin D derivatives have been synthesized, but most of them have straight side chains, and there are few publications described about in vitro and in vivo evaluations on bone by vitamin D derivatives. In our
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Baeyer-Villiger氧化反应

Baeyer-Villiger氧化是与羰基相邻的碳-碳键的氧化裂解，其可将酮转化为酯、环酮转化为内酯。

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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