5460-63-9

Basic information

• Product Name: methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate)
• Synonyms: methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate);2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylic acid methyl ester;2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid methyl ester;3-(2-Methyl-1-propenyl)-2,2-dimethylcyclopropane-1-carboxylic acid methyl ester;Methyl chrysanthemate;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, methyl ester;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, methyl ester;Nsc23735
• CAS NO: 5460-63-9
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 0
• Mol File: 5460-63-9.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• Refractive Index: 1.51
• CAS DataBase Reference: methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate)(CAS DataBase Reference)
• NIST Chemistry Reference: methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate)(5460-63-9)
• EPA Substance Registry System: methyl(±)cis，trans-2，2-dimethyl-3-(2-methyl-1-propenyl cyclopropane carboxylate)(5460-63-9)

Safety Data

• Hazardous Substances Data: 5460-63-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H18O2/c1-7(2)6-8-9(10(12)13-5)11(8,3)4/h6,8-9H,1-5H3/t8-,9?/m1/s1

Upstream product

• 638-10-8 ethyl 3-methylbut-2-enoate 
• 15543-64-3 prenyl tolyl sulfone 
• 124-41-4 sodium methylate 
• 6227-48-1 chrysanthemumic acid-(2-methyl-3-penta-2,4-dienyl-4-semicarbazono-cyclopent-2-enyl ester) 
• 67-56-1 methanol 
• 827-90-7 trans-chrysanthemic acid 
• 14593-46-5 sodium tert-pentoxide 
• 71-43-2 benzene 
• 5837-72-9 methyl (E)-4-oxo-2-butenoate 
• 16666-80-1 triphenylphosphonio-1-methylethanide 
• 80348-47-6 Methyl 3,3,6-trimethyl-hepta-4,6-dienoate 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 6832-16-2 methyl diazoacetate 
• 924-50-5 Methyl 3,3-dimethylacrylate 

Downstream Products

• 2861-25-8 trans-chrysanthemyl alcohol 
• 5460-63-9 methyl (dl)-trans-chrysanthemate 
• 62687-41-6 4,5-dihydro-5-propan-2-yl-3-propan-2-ylidenefuran-2(3H)-one 
• 98875-56-0 (E)-3-methoxycarbonyl-2,6-dimethylhepta-1,4-diene 
• 61263-92-1 methyl trans-5-methyl-2-propan-2-ylidenehex-3-enoate 
• 97411-31-9 5,6-dihydro-6,6-dimethyl-3-propan-2-yl-2H-pyran-2-one 
• 97411-33-1 4,5-dihydro-5-ethyl-5-methyl-3-propan-2-ylidenefuran-2(3H)-one 
• 97411-32-0 3,5-di-isopropylfuran-2(5H)-one 
• 4638-92-0 (1R,3R)-trans-chrysanthemic acid 
• 827-90-7 trans-chrysanthemic acid 
• 82528-56-1 methyl trans-5-methylhex-3-enoate 
• 98875-57-1 methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate 
• 2259-14-5 (1S,3S)-trans-chrysanthemic acid 
• 18228-69-8 1-[2,2-dimethyl-3-(2-methyl-propenyl)-cyclopropyl]-ethanone 

Relevant articles and documents

Decarboxylative alkenylation

Olefin chemistry, through pericyclic reactions, polymerizations, oxidations, or reductions, has an essential role in the manipulation of organic matter. Despite its importance, olefin synthesis still relies largely on chemistry introduced more than three decades ago, with metathesis being the most recent addition. Here we describe a simple method of accessing olefins with any substitution pattern or geometry from one of the most ubiquitous and variegated building blocks of chemistry: alkyl carboxylic acids. The activating principles used in amide-bond synthesis can therefore be used, with nickel- or iron-based catalysis, to extract carbon dioxide from a carboxylic acid and economically replace it with an organozinc-derived olefin on a molar scale. We prepare more than 60 olefins across a range of substrate classes, and the ability to simplify retrosynthetic analysis is exemplified with the preparation of 16 different natural products across 10 different families.

Novel synthesis of (d,l) trans-chrysanthemic acid involving a β-diketone fragmentation

Methyl (d,l) trans-chrysanthemate as well as its cis-diastereoisomer have been prepared from dimethyl dimedone, one of their isomers, in a few steps and with complete control of the relative stereochemistry.

Ruthenium-Catalyzed Diastereoselective syn-Cyclopropanation of Trisubstituted Alkenes with Diazoacetates

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