Methyl (Z)-2-nonenoate

Base Information

• Chemical Name: Methyl (Z)-2-nonenoate
• CAS No.: 68872-72-0
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• NSC Number: 76416
• UNII: 57Q0AER45Q
• DSSTox Substance ID: DTXSID40110076
• Nikkaji Number: J3.639.291F
• Wikidata: Q27261512
• Metabolomics Workbench ID: 48894

Synonyms:Methyl (Z)-2-nonenoate;Methyl 2-nonenoate, (2Z)-;57Q0AER45Q;2-Nonenoic acid, methyl ester, cis-;2-Nonenoic acid, methyl ester, (Z)-;methyl (2Z)-non-2-enoate;UNII-57Q0AER45Q;2-Nonenoic acid, methyl ester, (2Z)-;68872-72-0;METHYL-2-NONENOATE;methyl non - 2 - enoate;NON-2-ENOATE, METHYL;NON-2-YNOATE, METHYL;(2Z)-methyl 2-nonenoate;WLN: 7U1VO1;non-2-enoic acid methyl ester;Methyl 2 Nonenoate(Neofolione);SCHEMBL3508416;FEMA 2725;DTXSID40110076;(Z)-2-Nonenoic acid methyl ester;NSC76416;LMFA07010943;J3.639.291F;Q27261512

Chemical Property of Methyl (Z)-2-nonenoate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CC(=O)OC
• Isomeric SMILES: CCCCCC/C=C\C(=O)OC

Technology Process of Methyl (Z)-2-nonenoate

There total 15 articles about Methyl (Z)-2-nonenoate 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: 70.0%

heptanol trimethylsilyl ether (18132-93-9) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl (2E)-2-nonenoate (14952-06-8) + methyl (2Z)-2-nonenoate (68872-72-0)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.tet.2005.04.021

Reference yield: 24.0%

methyl (Z)-non-2-en-4-ynoate (75066-87-4) → nonanoic acid methyl ester (1731-84-6) + methyl (2Z)-2-nonenoate (68872-72-0) + (2Z,4E)-methyl nona-2,4-dienoate (75066-92-1)

Guidance literature:

With formic acid; triethylamine; Lindlar's catalyst; at 25 ℃; for 72h;

DOI:10.1021/jo01312a021

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + carbon monoxide (201230-82-2) + (Z)-1-octenyl phenyl telluride (112404-98-5) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + methyl (2E)-2-nonenoate (14952-06-8) + methyl (2Z)-2-nonenoate (68872-72-0)

Guidance literature:

palladium dichloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) acetonitrile, 20-30 degC, 1 atm CO, 20 h;

DOI:10.1016/0022-328X(87)80121-3

upstream raw materials:

diazomethane

carbon monoxide

(Z)-1-octenyl phenyl telluride

methyl (Z)-non-2-en-4-ynoate

Downstream raw materials:

(E)-2-nonenoic acid

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