2-Methylheptanoic acid

Base Information

• Chemical Name: 2-Methylheptanoic acid
• CAS No.: 1188-02-9
• Deprecated CAS: 128441-06-5
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.214
• Hs Code.: 2915 90 70
• European Community (EC) Number: 214-704-2
• UNII: 42C9131FOZ
• DSSTox Substance ID: DTXSID20862581
• Nikkaji Number: J203.450F
• Wikidata: Q27258527
• Metabolomics Workbench ID: 434
• ChEMBL ID: CHEMBL1789306
• Mol file: 1188-02-9.mol

Synonyms:2-METHYLHEPTANOIC ACID;1188-02-9;2-Methylenanthic acid;Heptanoic acid, 2-methyl-;Heptanoic acid, methyl-;Methylamylacetic acid;2-methyl-heptanoic acid;alpha-Methylheptanoic acid;FEMA No. 2706;heptane-2-carboxylic acid;UNII-42C9131FOZ;42C9131FOZ;EINECS 214-704-2;116454-37-6;Amylmethylacetic acid;ACIDORANGE8;2-methyl heptanoic acid;SCHEMBL163171;CHEMBL1789306;FEMA 2706;DTXSID20862581;2-Methylheptanoic acid, >=97%;CHEBI:179946;AMY25539;.ALPHA.-METHYLHEPTANOIC ACID;LMFA01020391;MFCD00142944;s6099;2-METHYLHEPTANOIC ACID [FHFI];AKOS009156601;CS-W016380;HY-W015664;(+/-)-2-METHYLHEPTANOIC ACID;FT-0608334;M1265;D91473;W-108536;Q27258527

Chemical Property of 2-Methylheptanoic acid

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.0182mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Boiling Point: 234.6 °C at 760 mmHg
• PKA: 4.82±0.21(Predicted)
• Flash Point: 116.6 °C
• PSA: 37.30000
• Density: 0.926 g/cm³
• LogP: 2.28740
• Storage Temp.: Store below +30°C.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 99.4

Purity/Quality:

99% ^*data from raw suppliers

2-Methylheptanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC(C)C(=O)O
• Uses: 2-Methylheptanoic Acid is used as a reagent in the synthesis of novel isoniazid derivatives with potent antitubercular activity.
• Description: 2-Methylheptanoic acid has a fatty, sour odor (rancid-like) with a sour, fruity, and nut-like flavor. May be synthesized by decarboxylation of methylamyl malonic acid; two optically active isomers and an optically inactive form can be prepared.

Technology Process of 2-Methylheptanoic acid

There total 34 articles about 2-Methylheptanoic 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: 92.0%

α-methyl-β-propiolactone (1823-54-7) + butylcopper tributylphosphine (70180-12-0) → 2-methylheptanoic acid (116454-37-6,128441-06-5,1188-02-9)

Guidance literature:

In diethyl ether; at -78 ℃; for 1.5h;

DOI:10.1016/0040-4020(89)80068-7

Reference yield: 89.0%

α-methyl-β-propiolactone (1823-54-7) + n-butyl magnesium bromide (693-03-8) → 2-methylheptanoic acid (116454-37-6,128441-06-5,1188-02-9)

Guidance literature:

copper(l) chloride; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1246/cl.1980.571

Reference yield: 81.0%

3-bromoheptane (116435-51-9,1974-05-6,116724-27-7) + carbon dioxide (124-38-9,18923-20-1) → 2-methylheptanoic acid (116454-37-6,128441-06-5,1188-02-9) + Octanoic acid (124-07-2)

Guidance literature:

3-bromoheptane; carbon dioxide; With nickel(II) iodide; manganese; 2,9-dihexyl-4,7-diphenyl-1,10-phenanthroline; In N,N-dimethyl-formamide; at 25 ℃; for 17h; under 760.051 Torr; Schlenk technique;

With hydrogenchloride; In water; N,N-dimethyl-formamide;

upstream raw materials:

methyl-pentyl-malonic acid

1-Heptene

carbon monoxide

Methyl 2-methyl-3-(2-furyl)propenoate

Downstream raw materials:

2-methyl-heptanoic acid ethyl ester

2-methylheptanoyl chloride

2-bromoheptane

[1-13C]octanoic acid

Refernces

• 1、 Kirillova, Marina V.,Fernandes, Tiago A.,André, Vania,Kirillov, Alexander M.. "Mild C-H functionalization of alkanes catalyzed by bioinspired copper(ii) cores". supporting information. p. 7706 - 7714. Retrieved 2019/08/30.
• 2、 -. "CATALYTIC CARBOXYLATION OF ACTIVATED ALKANES AND/OR OLEFINS". Page/Page column 57; 58; 59; 60; 61. . Retrieved 2018/02/28.