Methyl 2-hexynoate

Base Information

• Chemical Name: Methyl 2-hexynoate
• CAS No.: 18937-79-6
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 29161995
• European Community (EC) Number: 242-690-8
• NSC Number: 289570
• UNII: ZM8E2XC4ZL
• DSSTox Substance ID: DTXSID70172349
• Nikkaji Number: J114.207K
• Wikidata: Q83042450
• Mol file: 18937-79-6.mol

Synonyms:Methyl 2-hexynoate;Methyl hex-2-ynoate;18937-79-6;2-Hexynoic acid, methyl ester;2-Hexynoic acid methyl ester;ZM8E2XC4ZL;EINECS 242-690-8;NSC-289570;Methyl2-hexynoate;hex-2-ynoic acid methyl ester;Methyl hexynoate;Methylhex-2-ynoate;MFCD00041642;UNII-ZM8E2XC4ZL;2-Hexynoicacid,methyl ester;Methyl 2-hexynoate, 98%;SCHEMBL1088941;DTXSID70172349;Methyl 2-hexynoate, puriss., 98%;NSC289570;AKOS009156474;NSC 289570;AS-59989;CS-0296866;FT-0628456;EN300-787187;A813321;J-012221

Chemical Property of Methyl 2-hexynoate

Chemical Property:

• Appearance/Colour: Clear colorless to yellow liquid
• Vapor Pressure: 0.734mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 184.4 °C at 760 mmHg
• Flash Point: 65.4 °C
• PSA: 26.30000
• Density: 0.963 g/cm³
• LogP: 0.96290
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 147

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-hexynoate 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC#CC(=O)OC

Technology Process of Methyl 2-hexynoate

There total 7 articles about Methyl 2-hexynoate 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: 83.0%

1-Pentyne (627-19-0) + methyl chloroformate (79-22-1) → methyl 2-hexynoate (18937-79-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1021/jo9815610

Reference yield:

methanol (67-56-1) + hex-2-ynoic acid (764-33-0) → methyl 2-hexynoate (18937-79-6)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01849a077

Reference yield:

3-Oxo-2-(triphenylphosphoranyliden)hexansaeure-methylester (59696-69-4) → methyl 2-hexynoate (18937-79-6)

Guidance literature:

at 220 - 250 ℃;

upstream raw materials:

methanol

hex-2-ynoic acid

diazomethane

3-Oxo-2-(triphenylphosphoranyliden)hexansaeure-methylester

Downstream raw materials:

2-phenyl-5-propyl-1,2-dihydro-pyrazol-3-one

(2E,4E)-methylhexa-2,4-dienoate

hex-2-yn-1-ol

C₂₂H₂₂O₃

Refernces

• 1、 Fritzemeier, Russell,Gates, Ashley,Guo, Xueying,Lin, Zhenyang,Santos, Webster L.. "Transition Metal-Free Trans Hydroboration of Alkynoic Acid Derivatives: Experimental and Theoretical Studies". . p. 10436 - 10444. Retrieved 2018/07/21.
• 2、 Yi, Xiang-Hui,Meng, Yue,Hua, Xiao-Gang,Li, Chao-Jun. "Regio- and diastereoselective allenylation of aldehydes in aqueous media: Total synthesis of (+)-goniofufurone". . p. 7472 - 7480. Retrieved 2007/10/03.