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467030

Sigma-Aldrich

1-Cyclohexene-1-carboxaldehyde

97%

Synonym(s):

Δ1-Tetrahydrobenzaldehyde, 1-Cyclohexenecarboxaldehyde, 1-Cyclohexenylaldehyde, 1-Formyl-1-cyclohexene, 1-Formylcyclohexene

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About This Item

Linear Formula:
C6H9CHO
CAS Number:
1192-88-7
Molecular Weight:
110.15
MDL number:
MFCD00674109
UNSPSC Code:
12352100
PubChem Substance ID:
24870379
NACRES:
NA.22

Quality Level

100

Assay

97%

bp

61 °C/10 mmHg (lit.)

density

0.966 g/mL at 25 °C (lit.)

SMILES string

O=CC1=CCCCC1

InChI

1S/C7H10O/c8-6-7-4-2-1-3-5-7/h4,6H,1-3,5H2

InChI key

OANSOJSBHVENEI-UHFFFAOYSA-N

General description

1-Cyclohexene-1-carboxaldehyde is an α,β-unsaturated aldehyde. It participates in the synthesis of benzopyrans.

Application

1-Cyclohexene-1-carboxaldehyde may be used in the synthesis of azomethine imines.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Certificates of Analysis (COA)

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Feng Shi et al.
Tetrahedron letters, 50(28), 4067-4070 (2010-02-18)
A [3+2] 1,3-dipolar cycloaddition reaction of arynes with stable azomethine imines has been developed. The reaction rapidly assembles tricyclic pyrazoloindazolone derivatives in moderate yields under mild reaction conditions.
Environmentally benign, one-pot synthesis of pyrans by domino Knoevenagel/6p-electrocyclization in water and application to natural products.
Jung EJ, et al.
Green Chemistry, 12(11), 2003-2011 (2010)
Efficient and general method for the synthesis of benzopyrans by ethylenediamine diacetate-catalyzed reactions of resorcinols with α, β-unsaturated aldehydes. One step synthesis of biologically active (?)-confluentin and (?)-daurichromenic acid.
Lee YR, et al.
Tetrahedron Letters, 46(44), 7539-7543 (2005)
Yi Wang et al.
Plant, cell & environment, 44(2), 559-573 (2020-11-21)
In plants, cellular lipid peroxidation is enhanced under low nitrogen (LN) stress; this increases the lipid-derived reactive carbonyl species (RCS) levels. The cellular toxicity of RCS can be reduced by various RCS-scavenging enzymes. However, the roles of these enzymes in

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