1188-02-9

Basic information

• Product Name: 2-Methylheptanoic acid
• Synonyms: 2-methyl-heptanoicaci;FEMA NUMBER 2706;FEMA 2706;2-METHYLHEPTANOIC ACID;2-METHYLENANTHIC ACID;2-METHYLHEPTANOIC ACID 97+%;Heptanoic acid, 2-methyl-;a-Methylheptanoic acid
• CAS NO: 1188-02-9
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21
• EINECS: 214-704-2
• Product Categories: Industrial/Fine Chemicals;Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 1188-02-9.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 140 °C30 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear slightly yellow liquid
• Density: 0.906 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0182mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 4.82±0.21(Predicted)
• CAS DataBase Reference: 2-Methylheptanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylheptanoic acid(1188-02-9)
• EPA Substance Registry System: 2-Methylheptanoic acid(1188-02-9)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39-24/25
• RIDADR: UN 3265 8/PG III
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1188-02-9(Hazardous Substances Data)

Usage

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.

Chemical Properties

Different sources of media describe the Chemical Properties of 1188-02-9 differently. You can refer to the following data:
1. 2-Methylheptanoic acid has a fatty, sour odor (rancid-like); sour, fruity and nut-like flavor.
2. clear slightly yellow liquid

Occurrence

Reported found in lamb, mutton and tea

Preparation

By decarboxylation of methylamyl malonic acid; two optically active isomers and an optically inactive form can be prepared

Aroma threshold values

Detection: 29.5 ppm

Taste threshold values

Taste characteristics at 40 ppm: waxy, soapy, oily and fatty.

General Description

2-Methylheptanoic acid has been identified in honey.

InChI:InChI=1/C8H16O2/c1-3-4-5-6-7(2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)/p-1/t7-/m0/s1

Upstream product

• 127839-45-6 methyl-pentyl-malonic acid 
• 71-41-0 pentan-1-ol 
• 201230-82-2 carbon monoxide 
• 1823-54-7 α-methyl-β-propiolactone 
• 70180-12-0 butylcopper tributylphosphine 
• 142-82-5 n-heptane 
• 592-76-7 1-Heptene 
• 592-77-8 hept-2-ene 
• 124-38-9 carbon dioxide 
• 998-93-6 4-bromoheptane 
• 116435-51-9 3-bromoheptane 
• 1974-04-5 2-bromoheptane 
• 1228456-32-3 2-methylheptanoic acid p-nitrophenyl ester 
• 109-72-8 n-butyllithium 

Downstream Products

• 37492-26-5 2-methyl-heptanoic acid ethyl ester 
• 72279-59-5 2-(R,S)-methyl-1-bromoheptane 
• 119992-80-2 2-methyl-1-(toluene-4-sulfonyloxy)-heptane 
• 1228456-32-3 2-methylheptanoic acid p-nitrophenyl ester 
• 1974-04-5 2-bromoheptane 
• 59669-16-8 [1-13C]octanoic acid 
• 16630-91-4 2-methylheptanal 
• 13751-83-2 2-methylheptanoyl chloride 
• 60435-70-3 2-methyl-1-heptanol 

Relevant articles and documents

Site-Selective, Remote sp3 C?H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis

A photoinduced carboxylation of alkyl halides with CO2 at remote sp3 C?H sites enabled by the merger of photoredox and Ni catalysis is described. This protocol features a predictable reactivity and site selectivity that can be modulated by the ligand backbone. Preliminary studies reinforce a rationale based on a dynamic displacement of the catalyst throughout the alkyl side chain.

Synthesis of Carboxylic Acids by Palladium-Catalyzed Hydroxycarbonylation

The synthesis of carboxylic acids is of fundamental importance in the chemical industry and the corresponding products find numerous applications for polymers, cosmetics, pharmaceuticals, agrochemicals, and other manufactured chemicals. Although hydroxycarbonylations of olefins have been known for more than 60 years, currently known catalyst systems for this transformation do not fulfill industrial requirements, for example, stability. Presented herein for the first time is an aqueous-phase protocol that allows conversion of various olefins, including sterically hindered and demanding tetra-, tri-, and 1,1-disubstituted systems, as well as terminal alkenes, into the corresponding carboxylic acids in excellent yields. The outstanding stability of the catalyst system (26 recycling runs in 32 days without measurable loss of activity), is showcased in the preparation of an industrially relevant fatty acid. Key-to-success is the use of a built-in-base ligand under acidic aqueous conditions. This catalytic system is expected to provide a basis for new cost-competitive processes for the industrial production of carboxylic acids.

CATALYTIC CARBOXYLATION OF ACTIVATED ALKANES AND/OR OLEFINS

The present invention relates to a method of reacting starting materials with an activating group, namely alkanes carrying a leaving group and/or olefins, with carbon dioxide under transition metal catalysis to give carboxyl group-containing products. It is a special feature of the method of the present invention that the carboxylation predominantly takes place at a preferred position of the molecule irrespective of the position of the activating group. The carboxylation position is either an aliphatic terminus of the molecule or it is a carbon atom adjacent to a carbon carrying an electron withdrawing group. The course of the reaction can be controlled by appropriately choosing the reaction conditions to yield the desired regioisomer.