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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

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.
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)
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)
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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