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526037

Sigma-Aldrich

Cyclopentanecarboxaldehyde

95%

Synonym(s):

Cyclopentanealdehyde, Cyclopentanecarbaldehyde, Cyclopentyl aldehyde, Cyclopentylformaldehyde, Formylcyclopentane

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About This Item

Linear Formula:
C5H9CHO
CAS Number:
872-53-7
Molecular Weight:
98.14
MDL number:
MFCD00060798
UNSPSC Code:
12352100
PubChem Substance ID:
24874526
NACRES:
NA.22

Assay

95%

contains

0.1% hydroquinone as stabilizer

refractive index

n20/D 1.4430 (lit.)

bp

140-141 °C (lit.)

density

0.919 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)C1CCCC1

InChI

1S/C6H10O/c7-5-6-3-1-2-4-6/h5-6H,1-4H2

InChI key

VELDYOPRLMJFIK-UHFFFAOYSA-N

General description

Cyclopentanecarboxaldehyde can be prepared from cyclohexene, via copper-catalyzed oxidation with persulfate. It can also be synthesized from mercuric sulfate and cyclohexene.

Application

Cyclopentanecarboxaldehyde may be used in the synthesis of:
  • D,L-trans-2-cyclopentylmethylene-1-nitroso-1-(2-hydroxycyclohexyl)hydrazine
  • ethyl 5-cyclopentyl-5-hydroxy-2-pentenoate
  • ethyl 3-cyclo entyl-3-hydroxy-2-vinylpropanoate

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

82.9 °F - closed cup

Flash Point(C)

28.3 °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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Mechanism of oxidation of the 2-hydroxycyclohexyl radical to cyclopentanecarbaldehyde by copper ions in aqueous solutions.
Masarwa M, et al.
Inorganic Chemistry, 30(8), 1849-1854 (1991)
Cyclopentanecarboxaldehyde.
Grummitt O, et al.
Organic Syntheses, 26-26 null
2-Hydroxycyclohexylhydrazines. II. 1 Reaction with Nitrous Acid.
Taguchi T, et al.
The Journal of Organic Chemistry, 29(5), 1104-1106 (1964)
The Synthesis of Some δ-Lactones of α,β,δ-Trihydroxy Acids1.
English Jr J, et al.
Journal of the American Chemical Society, 73(2), 615-618 (1951)

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