1862-61-9

Basic information

• Product Name: methyl (Z)-3,7-dimethylocta-2,6-dienoate
• Synonyms: methyl (Z)-3,7-dimethylocta-2,6-dienoate;6-Octadienoic acid, 3,7-dimethyl-, methyl ester, (Z)-2;Z-Methyl geranate;(2Z)-3,7-Dimethyl-2,6-octadienoic acid methyl ester;(Z)-3,7-Dimethyl-2,6-octadienoic acid methyl ester;(Z)-Geranic acid methyl;cis-Geranic acid methyl;Nerolic acid methyl
• CAS NO: 1862-61-9
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.25942
• EINECS: 217-466-8
• Mol File: 1862-61-9.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 247.4°Cat760mmHg
• Flash Point: 109.6°C
• Appearance: /
• Density: 0.909g/cm³
• Vapor Pressure: 0.0257mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: methyl (Z)-3,7-dimethylocta-2,6-dienoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (Z)-3,7-dimethylocta-2,6-dienoate(1862-61-9)
• EPA Substance Registry System: methyl (Z)-3,7-dimethylocta-2,6-dienoate(1862-61-9)

Safety Data

• Hazardous Substances Data: 1862-61-9(Hazardous Substances Data)

Usage

General Description

Methyl (Z)-3,7-dimethylocta-2,6-dienoate is a chemical compound with the molecular formula C11H18O2. It is a clear, colorless liquid with a fruity, ester-like odor. methyl (Z)-3,7-dimethylocta-2,6-dienoate is commonly used in the production of fragrances and flavors and is often found in various cosmetic and personal care products. It is also used as a flavoring agent in the food industry. Additionally, it is a common ingredient in insect repellents and pheromone traps due to its natural insecticidal properties. Methyl (Z)-3,7-dimethylocta-2,6-dienoate is considered to be a relatively safe compound, with low toxicity and minimal environmental impact.

InChI:InChI=1/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8-

Upstream product

• 6443-91-0 ethynyl methyl ether 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 186581-53-3 diazomethane 
• 4613-38-1 nerolic acid 
• 67-56-1 methanol 
• 459-80-3 geranic acid 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 79311-14-1 1-hydroxy-1-cyano-3,7-dimethyl-2,6-octadiene 
• 101146-24-1 (6-Methyl-2-trifluoromethanesulfonyl-hept-5-ene-2-sulfonyl)-acetic acid methyl ester 
• 2270-60-2 methyl 3,7-dimethyloct-6-enoate 
• 88226-96-4 2-Isopropenyl-3,3-dimethyl-pent-4-enoic acid methyl ester 
• 1189-09-9 methyl geranate 
• 77-78-1 dimethyl sulfate 
• 502-65-8 lycopene 

Downstream Products

• 33665-33-7 2,4,4-Trimethyl-5-thiophenylcyclohexen-3-carbonsaeure-methylester 
• 97068-23-0 <1-3H2>-nerol 
• 106-25-2 Nerol 
• 106-24-1 Geraniol 
• 2270-60-2 methyl 3,7-dimethyloct-6-enoate 
• 116036-07-8 1,2,5-trimethyl-2-hydroxy-6-methoxycarbonylcyclohexane 
• 96619-86-2 3,4-dimethyl-6-ene-2,3-epoxyoctanoic acid methyl ester 
• 50502-46-0 methyl (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoate 
• 70451-58-0 Benzoic acid 1-methoxycarbonyl-6-methyl-2-methylene-hept-5-enyl ester 
• 292152-34-2 methyl 3-(2-hydroxy-2-phenyl)ethyl-7-methyl-(2Z)-2,6-octadienoate 
• 87922-08-5 7-cis-7-deuterioretinal 
• 87922-08-5 7,9-dicis-7-deuterioretinal 

Relevant articles and documents

N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading

We report the discovery that simple carboxylic acids, such as benzoic acid, boost the activity of N-heterocyclic carbene (NHC) catalysts in the oxidative esterification of aldehydes. A simple and efficient protocol for the transformation of a wide range of sterically hindered α- and β-substituted aliphatic aldehydes/enals, catalyzed by a novel and readily accessible N-Mes-/N-2,4,6-trichlorophenyl 1,2,4-triazolium salt, and benzoic acid as co-catalyst, was developed. A whole series of α/β-substituted aliphatic aldehydes/enals hitherto not amenable to NHC-catalyzed esterification could be reacted at typical catalyst loadings of 0.02–1.0 mol %. For benzaldehyde, even 0.005 mol % of NHC catalyst proved sufficient: the lowest value ever achieved in NHC catalysis. Preliminary studies point to carboxylic acid-induced acceleration of acyl transfer from azolium enolate intermediates as the mechanistic basis of the observed effect.

Divergent synthesis of four isomers of 6,7-dihydroxy-3,7-dimethyloct-2-enoic acid, esters and evaluation for the antifungal activity

The four isomers of 6,7-dihydroxy-3,7-dimethyloct-2-enoic acid 2 were synthesized via the selective direct Sharpless asymmetry dihydroxylation of geraniol as the key step in 35.0%-48.0% overall yields with 91.9%-97.7% ee values for esters 4 and 31.3%-36.4% overall yields with 90.3-97.5% ee values for acids 2 using cis- and trans-geraniol as raw materials. Their structures were characterized by 1H, 13C NMR and HR-ESI-MS data. The in vivo bioassay results showed that the chiral acid (Z, S)-2 was a good lead compound with 80%-100% inhibitory rates against P. cubensis, E. graminis, P. sorghi and C. gloeosporioides at the concentration of 400μg/mL.

Molecular iodine as efficient co-catalyst for facile oxidation of alcohols with hypervalent(III) iodine

A simple and mild procedure for the facile oxidation of alcohols to ketones and acids using a catalytic quantity of molecular iodine in combination with (diacetoxyiodo)benzene in acetonitrile is described. Direct oxidative methyl esterification of alcohols is also reported in methanol as solvent. Oxidation of alcohols is induced by iodonium ion generated in situ by the chemical oxidation of molecular iodine with (diacetoxyiodo)benzene. Georg Thieme Verlag Stuttgart.