Methyl 5-methyl-2-hexenoate

Base Information

• Chemical Name: Methyl 5-methyl-2-hexenoate
• CAS No.: 75513-56-3
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• European Community (EC) Number: 272-308-5,672-256-7
• DSSTox Substance ID: DTXSID5071751
• Nikkaji Number: J590.921J,J308.312H
• Mol file: 75513-56-3.mol

Synonyms:Methyl 5-methyl-2-hexenoate;75513-56-3;68797-67-1;Methyl 5-methylhex-2-enoate;2-Hexenoic acid, 5-methyl-, methyl ester;(E)-methyl 5-methylhex-2-enoate;EINECS 272-308-5;DTXSID5071751;SCHEMBL14552889;(E)-Methyl5-methyl-2-hexenoate;(E)-Methyl 5-methyl-2-hexenoate;MFCD00137613;AKOS006228985;5-Methyl-2-hexenoic acid methyl ester;AS-54971;(E)-5-Methyl-2-hexenoic acid methyl ester;(E)-5-Methyl-hex-2-enoic acid methyl ester;W11675;A838440

Chemical Property of Methyl 5-methyl-2-hexenoate

Chemical Property:

• Refractive Index: 1.4363
• Boiling Point: 166.4 °C at 760 mmHg
• Flash Point: 57.4 °C
• PSA: 26.30000
• Density: 0.899 g/cm³
• LogP: 1.76170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 5-methyl-2-hexenoate 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-methyl-2-hexenoate

There total 8 articles about Methyl 5-methyl-2-hexenoate 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: 95.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + isovaleraldehyde (590-86-3) → (E)-methyl 5-methyl-2-hexenoate (75513-56-3)

Guidance literature:

In tetrahydrofuran; dichloromethane; for 1h; Ambient temperature;

Reference yield: 92.0%

Methyl diethylphosphonoacetate (1067-74-9) + isovaleraldehyde (590-86-3) → (E)-methyl 5-methyl-2-hexenoate (75513-56-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(93)88012-8

Reference yield: 74.0%

i-Amyl alcohol (123-51-3) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (Z)-methyl 5-methyl-2-hexenoate (223791-61-5) + (E)-methyl 5-methyl-2-hexenoate (75513-56-3)

Guidance literature:

i-Amyl alcohol; With Celite; pyridinium chlorochromate; In dichloromethane; at 20 ℃;

methyl (triphenylphosphoranylidene)acetate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2004-817762

upstream raw materials:

methanol

(E)-5-methyl-2-hexenoic acid

methyl (triphenylphosphoranylidene)acetate

isovaleraldehyde

Downstream raw materials:

1-tert-butyl 5-methyl (2S,3S)-2-((diphenylmethylene)amino)-3-isobutylpentanedioate

(E)-5-methyl-2-hexenoic acid

methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate

methyl threo-3-hydroxy-2-tosyloxy-5-methylhexanoate

Refernces

• 1、 Huang, Jiaxin,Li, Jie,Yang, Wen,Zhang, Kezhuo,Zhao, Pei,Zhao, Wanxiang. "Ligand-controlled cobalt-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes". supporting information. p. 302 - 305. Retrieved 2022/01/03.
• 2、 Bauer, Johannes Moritz,Frey, Wolfgang,Peters, Rene. "Asymmetric cascade reaction to allylic sulfonamides from allylic alcohols by palladium(II)/base-catalyzed rearrangement of allylic carbamates". supporting information. p. 7634 - 7638. Retrieved 2014/08/05.