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Merck
CN

466433

1-乙酰基-1-环戊烯

97%

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关于此项目

线性分子式:
C5H7COCH3
化学文摘社编号:
分子量:
110.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
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assay

97%

refractive index

n20/D 1.483 (lit.)

bp

70 °C/20 mmHg (lit.)

density

0.955 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC(=O)C1=CCCC1

InChI

1S/C7H10O/c1-6(8)7-4-2-3-5-7/h4H,2-3,5H2,1H3

InChI key

SLNPSLWTEUJUGY-UHFFFAOYSA-N

General description

1-Acetyl-1-cyclopentene is a cyclic alkene. Its lithium enolate undergoes Brook rearrangement-mediated [3+4] annulation with 3-alkyl-3-haloacryloylsilanes to afford tricyclo[5.3.0.01,4]decenone derivatives. Asymmetric oxidative Heck reaction of 1-acetyl-1-cyclopentene in the presence of a Pd-ligand has been reported.

Application

1-Acetyl-1-cyclopentene may be used in the preparation of the following allenylcycloalkanes:
  • 1-vinylidenyl-2-[4-(trimethylsilyl)-3-butynyl]-cyclopentane
  • 1-vinylidenyl-2-(3-butynyl)-cyclopentane


pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

138.2 °F - closed cup

flash_point_c

59 °C - closed cup

法规信息

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分析证书(COA)

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B Green et al.
Steroids, 59(8), 479-484 (1994-08-01)
The addition of diphenylnitrilimine and C-o-chlorodiphenylnitrilimine to 3 beta-hydroxyandrost-5,16-diene (3b) produced a 1/1 ratio of regioisomeric, 1,3-diaryl-2-pyrazolines (6a, 7a and 6b, 7b), whereas the addition of N-o-chlorodiphenylnitrilimine gave a 5/1 ratio in favor of the [17 alpha, 16 alpha-d] regioisomer
Facile Construction of a Tricyclo [5.3. 0.01, 4] decenone Ring System by the Brook Rearrangement-Mediated [3+4] Annulation.
Takeda K and Ohtani Y.
Organic Letters, 1(4), 677-680 (1999)
An intramolecular allenic [2+ 2+ 1] cycloaddition.
Brummond KM, et al.
The Journal of Organic Chemistry, 63(9), 6535-6545 (1998)



全球贸易项目编号

货号GTIN
466433-1G04061837500039
466433-5G04061837500046