Methyl 2-nonynoate

Base Information

• Chemical Name: Methyl 2-nonynoate
• CAS No.: 111-80-8
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 29161900
• European Community (EC) Number: 203-909-2
• NSC Number: 72102
• UNII: 8RN66UR57V
• DSSTox Substance ID: DTXSID3047639
• Nikkaji Number: J34.596B
• Wikidata: Q27122729
• Metabolomics Workbench ID: 44793
• ChEMBL ID: CHEMBL3185173
• Mol file: 111-80-8.mol

Synonyms:2-nonynoic acid methyl ester;methyl 2-nonynoate;methyl octine carbonate

Chemical Property of Methyl 2-nonynoate

Chemical Property:

• Vapor Pressure: 0.0568mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• Boiling Point: 233.1°Cat760mmHg
• Flash Point: 100.6°C
• PSA: 26.30000
• Density: 0.932g/cm³
• LogP: 2.13320
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-Nonynoate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 36/37/38-22-36/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC#CC(=O)OC
• Description: Methyl 2-nonynoate has a characteristic violet-like odor with a sweet taste reminiscent of fresh peach, unripe banana, and cucumber peel. May be prepared from 2-octene by way of 1-octyne and octyne carboxylic acid.

Technology Process of Methyl 2-nonynoate

There total 10 articles about Methyl 2-nonynoate 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: 98.0%

n-octyne (629-05-0) + methyl chloroformate (79-22-1) → methyl non-2-ynoate (111-80-8)

Guidance literature:

n-octyne; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.33333h;

methyl chloroformate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/ja203171x

Reference yield: 72.0%

1-octynylzinc chloride (68113-72-4) + methyl chloroformate (79-22-1) → methyl non-2-ynoate (111-80-8)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; benzene; at 25 ℃;

DOI:10.1016/S0040-4039(00)88391-4

Reference yield: 72.0%

methanol (67-56-1) + non-2-ynoic acid (1846-70-4) → methyl non-2-ynoate (111-80-8)

Guidance literature:

With sulfuric acid; for 24h; Dean-Stark; Reflux;

DOI:10.1002/anie.201407723

upstream raw materials:

methanol

non-2-ynoic acid

1-iodooct-1-yne

carbon monoxide

Downstream raw materials:

2-nonyn-1-ol

nonanoic acid methyl ester

C₂₀H₂₈O₂

C₂₀H₂₆O₂

Refernces

• 1、 Bera, Sourav Sekhar,Debbarma, Suvankar,Jana, Sripati,Maji, Modhu Sudan. "Cobalt(III)-Catalyzed Construction of Benzofurans, Benzofuranones and One-Pot Orthogonal C?H Functionalizations to Access Polysubstituted Benzofurans". supporting information. p. 2204 - 2210. Retrieved 2018/06/07.
• 2、 Lou, Zhenbang,Wu, Xudong,Yang, Haijun,Zhu, Changjin,Fu, Hua. "Copper-Catalyzed Domino Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidin-4(10H)-ones using Cyanamide as a Building Block". supporting information. p. 3961 - 3968. Retrieved 2016/01/25.