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Sigma-Aldrich

2-Cyclohepten-1-one

80%, technical grade

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Synonym(s):
2-Cycloheptenone, Tropilene
Linear Formula:
C7H10(=O)
CAS Number:
1121-66-0
Molecular Weight:
110.15
EC Number:
214-334-1
MDL number:
MFCD00004157
PubChem Substance ID:
24849886
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

80%

form

liquid

refractive index

n20/D 1.494 (lit.)

density

0.988 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C1CCCCC=C1

InChI

1S/C7H10O/c8-7-5-3-1-2-4-6-7/h3,5H,1-2,4,6H2

InChI key

WZCRDVTWUYLPTR-UHFFFAOYSA-N

Related Categories

General description

2-Cyclohepten-1-one is an α,β-enone and its regioselective reaction with allyl indium reagent in the presence of TMSCl has been reported. It reacts with Bu2Zn in the presence of catalytic amounts of Cu(OTf)2 and CH2-bridged azolium salts to give (S)-3-butylcycloheptanone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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T Masukawa et al.
Life sciences, 44(6), 417-424 (1989-01-01)
To search for a technique to deplete reduced glutathione (GSH) in brain, the influence of various types of compounds on brain GSH levels was investigated in mice. Of the compounds tested, cyclohexene-1-one, cycloheptene-1-one and diethyl maleate were shown to be
G Benzi et al.
Neurobiology of aging, 12(3), 227-231 (1991-05-01)
A severe age-dependent depletion of reduced glutathione (GSH) occurs in rat forebrain at 1-3 h from intraperitoneal injection of the electrophilic agents cyclohexene-1-one and cycloheptene-1-one. Chronic pretreatment with central dopamine agonists (i.e., ergot alkaloids; particularly, dihydroergocriptine) partially counteracts the GSH
P R Byron et al.
Journal of pharmaceutical sciences, 69(5), 527-531 (1980-05-01)
A stirred transfer cell containing equal volumes of light liquid paraffin and an aqueous phase at 37 degrees was used to demonstrate the feasibility of calculating the partition coefficient of an unstable compound by kinetic analysis. Cyclohept-2-enone was chosen since
Naoatsu Shibata et al.
The Journal of organic chemistry, 77(8), 4079-4086 (2012-03-30)
A series of hydroxy-amide functionalized azolium salts have been designed and synthesized for Cu-catalyzed asymmetric conjugate addition reaction. The (CH(2))(2)-bridged hydroxy-amide functionalized azolium ligand precursors 2, in addition to the previously reported CH(2)-bridged azolium salts 1, have been prepared from
Kleber Thiago de Oliveira et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 63(3), 709-713 (2005-07-19)
A detailed analysis with total assignment of (1)H and (13)C NMR spectral data for a cycloheptenone derivative, a key intermediate for the synthesis of perhydroazulene terpenoids, is related. These assignments are based on 1D (1)H and (13)C NMR and on
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