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160687

Sigma-Aldrich

2-Cyclohepten-1-one

80%, technical grade

Synonym(s):

2-Cycloheptenone, Tropilene

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About This Item

Linear Formula:
C7H10(=O)
CAS Number:
Molecular Weight:
110.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

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

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
Studies on the reactions of α, β-enones with allyl indium reagent; effects of TMSCl as promoter on regioselectivity.
Lee PH, et al.
Tetrahedron Letters, 42(1), 37-39 (2001)

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