Methyl nerate

Base Information

• Chemical Name: Methyl nerate
• CAS No.: 1862-61-9
• Molecular Formula: C11H18 O2
• Molecular Weight: 182.263
• European Community (EC) Number: 217-466-8
• UNII: VBZ4J48WZZ
• DSSTox Substance ID: DTXSID90883763
• Nikkaji Number: J113.555D
• Wikidata: Q27291753
• Mol file: 1862-61-9.mol

Synonyms:Methyl nerate;1862-61-9;cis-Geranic Acid methyl ester;Z-Methyl geranate;Methyl (Z)-3,7-dimethylocta-2,6-dienoate;Methyl nerolate;methyl (2Z)-3,7-dimethylocta-2,6-dienoate;UNII-VBZ4J48WZZ;2,6-Octadienoic acid, 3,7-dimethyl-, methyl ester, (2Z)-;VBZ4J48WZZ;2,6-Octadienoic acid, 3,7-dimethyl-, methyl ester, (Z)-;EINECS 217-466-8;cis-2,6-Octadienoic acid, 3,7-dimethyl-, methyl ester;Geranic acid methyl ester;Methyl 3,7-dimethyl-2,6-octadienoate;Nerolic acid methyl;SCHEMBL17629195;(Z)-Geranic acid, methyl ester;DTXSID90883763;Methyl(Z)-3,7-dimethylocta-2,6-dienoate;Methyl (2Z)-3,7-dimethyl-2,6-octadienoate #;J-003908;methyl (Z) - 3,7 - dimethylocta - 2,6 - dienoate;Q27291753

Chemical Property of Methyl nerate

Chemical Property:

• Vapor Pressure: 0.0257mmHg at 25°C
• Boiling Point: 247.4°Cat760mmHg
• Flash Point: 109.6°C
• PSA: 26.30000
• Density: 0.909g/cm³
• LogP: 2.85210
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CC(=O)OC)C)C
• Isomeric SMILES: CC(=CCC/C(=C\C(=O)OC)/C)C

Technology Process of Methyl nerate

There total 45 articles about Methyl nerate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

(6-Methyl-2-trifluoromethanesulfonyl-hept-5-ene-2-sulfonyl)-acetic acid methyl ester (101146-24-1) → methyl geranate (1189-09-9,1862-61-9,2349-14-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;

DOI:10.1021/ja00269a037

Reference yield: 87.0%

methanol (67-56-1) + geraniol (624-15-7) → methyl geranate (1189-09-9,1862-61-9,2349-14-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; at 20 ℃; for 5h;

DOI:10.1055/s-2005-871955

Reference yield:

methanol (67-56-1) + (E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → methyl nerate (1862-61-9) + methyl geranate (1189-09-9)

Guidance literature:

With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; C₂₃H₁₉Cl₃N₃⁽¹⁺⁾*Cl^(1-); benzoic acid; In tetrahydrofuran; at 20 ℃; for 8h; Overall yield = 84 percent;

DOI:10.1002/anie.202104712

upstream raw materials:

ethynyl methyl ether

6-Methyl-hept-5-en-2-on

nerolic acid

dimethyl sulfate

Downstream raw materials:

methyl 3,7-dimethyloct-6-enoate

methyl (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enoate

Benzoic acid 1-methoxycarbonyl-6-methyl-2-methylene-hept-5-enyl ester

7-cis-7-deuterioretinal