Methyl (Z)-2-nonenoate

Base Information

• Chemical Name: Methyl (Z)-2-nonenoate
• CAS No.: 111-79-5
• 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
• Mol file: 111-79-5.mol

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:

• Appearance/Colour: Colorless to slightly yellow liquid
• Vapor Pressure: 0.146mmHg at 25°C
• Melting Point: -89.9°C (estimate)
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 215.6 °C at 760 mmHg
• Flash Point: 91.1 °C
• PSA: 26.30000
• Density: 0.892 g/cm³
• LogP: 2.68600
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 52.1mg/L at 25℃
• 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:

99.9% ^*data from raw suppliers

Methyl trans-2-nonenoate ≥97%, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 36/38-51/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CC(=O)OC
• Isomeric SMILES: CCCCCC/C=C\C(=O)OC
• Description: Methyl 2-nonenoate has a characteristic violet-like odor. May be obtained in quantitative yields by treating methyl P-chlorocaproate with sodium acetate, or by dehydrogenating the corresponding saturated ester.
• Physical properties: Methyl trans-2-nonenoate is colorless to slightly yellow liquid;strong violet-leaf odor. Stable; soluble in alco-hol. Combustible.
• Uses: Perfumes.

Technology Process of Methyl (Z)-2-nonenoate

There total 25 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: 90.0%

methanol (67-56-1) + 1,1-Dichloro-2-nonanone (82772-56-3) → methyl 2-nonenoate (111-79-5)

Guidance literature:

With sodium methylate; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(00)87171-3

Reference yield: 81.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + (E)-1-iodo-1-octene (42599-17-7) → methyl 2-nonenoate (111-79-5)

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 25 ℃; under 11251.1 Torr; continuous flow reactor;

DOI:10.1039/c1ob06017a

Reference yield: 72.0%

methanol (67-56-1) + 1-benzenesulfonylnon-2-en-1-one oxime → methyl 2-nonenoate (111-79-5)

Guidance literature:

With hydrogenchloride; for 12h; Reflux;

DOI:10.1016/j.tet.2019.130883

upstream raw materials:

methanol

2-nonenoic acid

trichloromethyl ether

oct-1-ene

Downstream raw materials:

non-2-en-1-ol

nonan-1-al

nonyl alcohol

nonanoic acid methyl ester

Refernces

• 1、 Yoo, Jae Won,Seo, Youngran,Park, Jong Beom,Kim, Young Gyu. "Two-way homologation of aliphatic aldehydes: Both one-carbon shortening and lengthening via the same intermediate". . . Retrieved 2020/01/13.
• 2、 Koos, Peter,Gross, Ulrike,Polyzos, Anastasios,O'Brien, Matthew,Baxendale, Ian,Ley, Steven V.. "Teflon AF-2400 mediated gas-liquid contact in continuous flow methoxycarbonylations and in-line FTIR measurement of CO concentration". supporting information; experimental part. p. 6903 - 6908. Retrieved 2011/10/31.