29119-47-9

Basic information

• Product Name: Cyclopentaneacetic acid, 3-oxo-2-(2-pentynyl)-, methyl ester, trans-
• CAS NO: 29119-47-9
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol File: 29119-47-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclopentaneacetic acid, 3-oxo-2-(2-pentynyl)-, methyl ester, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentaneacetic acid, 3-oxo-2-(2-pentynyl)-, methyl ester, trans-(29119-47-9)
• EPA Substance Registry System: Cyclopentaneacetic acid, 3-oxo-2-(2-pentynyl)-, methyl ester, trans-(29119-47-9)

Safety Data

• Hazardous Substances Data: 29119-47-9(Hazardous Substances Data)

Upstream product

• 68931-54-4 ((1S,2S)-3-Oxo-2-pent-2-ynyl-cyclopentyl)-thioacetic acid S-methyl ester 
• 16400-32-1 1-bromo-pent-2-yne 
• 82423-67-4 methyl (3-dimethyl-t-butylsiloxycyclopent-2-enyl)acetate 
• 67718-97-2 methyl rac-trans-2-<2-(methoxycarbonyl)-3-oxocyclopentyl>acetate 
• 82352-20-3 2-(methoxycarbonyl)-3-<(methoxycarbonyl)methyl>2-(2-pentynyl)cyclopentanone 
• 73205-93-3 Dimethyl 5-(4-heptynoyl)-2(E)-hexene-1,6-dioate 
• 70553-36-5 diethyl 2-(2-pentynyl)-3-oxoglutarate 
• 1117-71-1 methyl-4-bromo-2-butenoate 
• 29119-44-6 2-(pent-2-ynyl)-cyclopent-2-enone 
• 83110-10-5 2,5-Diethoxycarbonyl-3-methoxycarbonylmethyl-2-(2-pentyl)cyclopentanone 
• 73205-94-4 Methyl 6-oxo-2(E)-dodecen-9-ynoate 
• 29119-46-8 (2R*,3S*)-3-carboxymethyl-2-(2-pentynyl)cyclopentanone 
• 74-88-4 methyl iodide 
• 113949-05-6 (1R,5S)-1-Pent-2-ynyl-bicyclo[3.2.0]heptane-2,7-dione 

Downstream Products

• 183948-71-2 (+/-)-2-(2,3-2H2)jasmonic acid 
• 183948-77-8 methyl (+/-)-2-(2,3-2H2)jasmonate 
• 1211-29-6 methyl jasmonate 
• 2570-03-8 (+/-)-methyl trans-dihydrojasmonate 

Relevant articles and documents

Behaviour of monocomplexed 1,4-diynes in the Khand reaction and use of ethylene equivalent techniques in a convenient route to tritium-labelled methyl jasmonate

1,2-Complexed hexacarbonyl(hepta-1,4-diyne)dicobalt, obtained from hexacarbonyl(propargyl acetate)dicobalt with tri-1-butynylaluminium, has been converted, by selective Khand annulation of the complexed triple bond with vinyl benzoate, to 2-pent-2-yn-1-ylcyclopent-2-en-1-one. By use of standard procedures this alkynyl cyclopentenone has been transformed into methyl jasmonate, allowing replacement of the final hydrogenation step by tritiation to produce the labelled analogue. Two alternative approaches to the intermediate pentynylcyclopentenone were examined and shown to be unsuccessful.

Type II Intramolecular Cycloadditions of Alkenes with Alkylvinylketenes. Synthesis of Methyl Jasmonate

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Keten Silyl Acetal Chemistry; Simple Synthesis of Methyl Jasmonate and Related Compounds by Utilising Keten Methyl Dimethyl-t-butylsilyl Acetal

Conjugate addition of keten silyl acetals to α,β-unsaturated carbonyl compounds in acetonitrile gave a quantitative yield of the corresponding methyl (3-trialkylsiloxyalk-2-enyl)acetates; subsequent site-specific electrophilic substitution yielded the corresponding 2-substituted 3-(alkoxycarbonylmethyl)alkanones.These novel addition and sequential alkylation reactions could be applied to a simple synthesis of methyl jasmonate, methyl didehydrojasmonate, and methyl dihydrojasmonate.