6140-65-4

Basic information

• Product Name: -1-Cyclopentene-1-carbaldehyde
• Synonyms: -1-Cyclopentene-1-carbaldehyde;1-Cyclopentene-1-carbaldehyde;Cyclopentene-1-carbaldehyde;1-Cyclopentene-1-carboxaldehyde;1-Cyclopentenecarboxaldehyde;1-Cyclopentenyl aldehyde;1-Formyl-1-cyclopentene;1-Formylcyclopentene
• CAS NO: 6140-65-4
• Molecular Formula: C₆H₈O
• Molecular Weight: 96.13
• Mol File: 6140-65-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 75-77℃
• Boiling Point: 146-149℃
• Flash Point: 47.0±16.5℃
• Appearance: /
• Density: 1.110±0.06 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.4897 (589.3 nm 17℃)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: -1-Cyclopentene-1-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: -1-Cyclopentene-1-carbaldehyde(6140-65-4)
• EPA Substance Registry System: -1-Cyclopentene-1-carbaldehyde(6140-65-4)

Safety Data

• Hazardous Substances Data: 6140-65-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemistry Letters, 5, p. 29, 1976The Journal of Organic Chemistry, 38, p. 1380, 1973 DOI: 10.1021/jo00947a030

InChI:InChI=1/C6H12O/c1-4-5-7-6(2)3/h4,6H,1,5H2,2-3H3

Upstream product

• 110-83-8 cyclohexene 
• 67-64-1 acetone 
• 7601-90-3 perchloric acid 
• 4845-05-0 cyclohex-2-enyl hydroperoxide 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 2100-17-6 4-pentenal 
• 201230-82-2 carbon monoxide 
• 67-56-1 methanol 
• 106-99-0 buta-1,3-diene 
• 107-02-8 acrolein 
• 29623-43-6 Bicyclo<3.1.0>hexan-exo-6-amin 

Downstream Products

• 408308-16-7 4-ethoxy-6-cyclopent-1-enyl-5,6-dihydro-pyran-2-one 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 872-53-7 cyclopentanealdehyde 
• 1528-30-9 methylenecyclopentane 
• 110845-85-7 4-(1-cyclopenten-1-yl)-3(E)-buten-2-one 
• 13694-33-2 1-(hydroxy(phenyl)methyl)-1-cyclopentene 
• 15419-44-0 Cyclopenten-1-carbaldehyd-2.4-dinitro-phenylhydrazon 
• 20758-64-9 p-Methoxybenzalcyclopenten 
• 81255-97-2 (E)-1-(1-cyclopentenyl)-3-trimethylsilyl-2-propen-1-ol 
• 178624-58-3 1-Cyclopent-1-enyl-2-(4-methoxy-benzyloxy)-ethanol 

Relevant articles and documents

Synthesis of Adipic Aldehyde by n-Selective Hydroformylation of 4-Pentenal

Several phosphine and phosphite ligands were tested in the hydroformylation of 4-pentenal to adipic aldehyde, a versatile starting material for industrially very relevant compounds. By varying the ligand structure we were able to increase the selectivity toward adipic aldehyde to >95%. Additionally, two molecular structures of important catalytic intermediates [(bisphosphite)RhH(CO)2] and one structure of a previously unknown catalyst decomposition product were obtained. (Chemical Equation Presented).

Oxidative cleavage of vic-diols to aldehydes with dioxygen catalyzed by Ru(PPh3)3Cl2 on active carbon

Formula presented A variety of vic-diols were first successfully cleaved to the corresponding aldehydes with dioxygen catalyzed by Ru(PPh3)3Cl2 on active carbon in fair to good yields. For example, treatment of 1,2-octandiol and 1,2-cyclooctanediol with dioxygen in the presence of Ru(PPh3)3Cl2/C in PhCF3 at 60°C for 15 h produced heptanal and 1,8-octanedial in 77% and 76% yields, respectively.

Deamination Reactions, 51. - Decomposition of Bicyclohexane-exo-6-diazonium Ions

The nitrous acid deamination of the amine 13, the copper(II)-induced cleavage of the nitrosourea 19, and the thermolysis of the nitrosoamide 20 were used to generate the diazonium ion 7.In contrast to previous work, performed in the presence of base, the neutral to weakly acidic conditions of the present study afforded substantial fractions (30-40percent) of bicyclohex-exo-6-yl products (15).Small quantities of bicyclohex-endo-6-yl (14), bicyclohex-2-yl (25, 26) and 3-cyclohexen-1-yl (27) derivatives were also detected, the latter arising by a 1,3-hydride shift.These results, unprecedented with higher homologs of 7, suggest a largely "classical" bicyclohex-6-yl cation (21) as the initially formed intermediate.Capture of 21 is thought to compete with disrotatory transformation to the cyclohexenyl cation 12. - Keywords: Bicyclohex-6-yl derivatives/ Diazonium ions/ Electrocyclic reactions/ Nucleophilic displacement