4-Methylhexanoic acid

Base Information

• Chemical Name: 4-Methylhexanoic acid
• CAS No.: 1561-11-1
• Deprecated CAS: 22160-41-4
• Molecular Formula: C7H14 O2
• Molecular Weight: 130.187
• Hs Code.: 2915900090
• European Community (EC) Number: 216-336-8
• NSC Number: 249817
• UNII: E1R4C4A1NO
• DSSTox Substance ID: DTXSID70862692
• Nikkaji Number: J100.393C
• Wikidata: Q27276761
• Metabolomics Workbench ID: 152
• ChEMBL ID: CHEMBL1789159
• Mol file: 1561-11-1.mol

Synonyms:4-methylhexanoic acid

Chemical Property of 4-Methylhexanoic acid

Chemical Property:

• Vapor Pressure: 0.0576mmHg at 25°C
• Melting Point: -80°C
• Refractive Index: 1.4211
• Boiling Point: 215.3°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 102.8°C
• PSA: 37.30000
• Density: 0.935g/cm³
• LogP: 1.89730
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 88.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylhexanoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)CCC(=O)O

Technology Process of 4-Methylhexanoic acid

There total 29 articles about 4-Methylhexanoic acid 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: 82.0%

1-benzenesulfinyl-1-chloro-4-methyl-hexan-2-one (608529-72-2) → 4-methylhexanoic acid (1561-11-1)

Guidance literature:

1-benzenesulfinyl-1-chloro-4-methyl-hexan-2-one; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With sodium hydroxide; In tetrahydrofuran; at -78 - 0 ℃; for 0.333333h;

DOI:10.1248/cpb.51.602

Reference yield: 53.0%

3-methyl-1-pentene (760-20-3,13643-02-2) + carbon monoxide (201230-82-2) → 4-methylhexanoic acid (1561-11-1)

Guidance literature:

With iron(III) trifluoromethanesulfonate; water; palladium diacetate; triphenylphosphine; In 1,4-dioxane; at 120 ℃; for 15h; under 37503.8 Torr; regioselective reaction; Sealed tube; Inert atmosphere; Autoclave;

DOI:10.1039/c8cc01190g

Reference yield: 46.0%

5-methyloxepan-2-one (2549-42-0,18951-91-2,18951-92-3,116836-72-7) → 4-methylhexanoic acid (1561-11-1)

Guidance literature:

With palladium on activated carbon; W(OTf)₆; hydrogen; In neat (no solvent); at 135 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/acscatal.7b01569

upstream raw materials:

(S)-(+)-3-methylpentyl chloride

carbon dioxide

4-methylhexan-1-ol

(S)-4-methyl-1-hexanol

Downstream raw materials:

(S)-4-methyl-1-hexanol

2,6-Dimethyl-octansaeure-methylester

Refernces

• 1、 ?or?evi?, Miljana R.,?ivkovi? Sto?i?, Milena Z.,Aksi?, Jelena M.,Gen?i?, Marija S.,Mladenovi?, Marko Z.,Radulovi?, Niko S.. "New neryl esters from Helichrysum italicum (Roth) G. Don (Asteraceae) essential oil". . . Retrieved 2020/11/02.
• 2、 Zhu, Rui,Jiang, Ju-Long,Li, Xing-Long,Deng, Jin,Fu, Yao. "A Comprehensive Study on Metal Triflate-Promoted Hydrogenolysis of Lactones to Carboxylic Acids: From Synthetic and Mechanistic Perspectives". . p. 7520 - 7528. Retrieved 2017/11/10.