97-61-0

Basic information

• Product Name: Pentanoic acid,2-methyl-
• Synonyms: Valericacid, 2-methyl- (6CI,7CI,8CI);Valeric acid, a-methyl- (3CI);2-Methyl-n-valeric acid;2-Methylpentanoic acid;2-Pentanecarboxylic acid;Methylpropylacetic acid;a-Methylvaleric acid
• CAS NO: 97-61-0
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 115.1509
• EINECS: 202-594-9
• Product Categories: chiral
• Mol File: 97-61-0.mol
• Article Data: 59

Chemical Properties

• Melting Point: -85°C
• Boiling Point: 195.438 °C at 760 mmHg
• Flash Point: 88.369 °C
• Appearance: clear colorless liquid
• Density: 0.948 g/cm³
• Vapor Pressure: 0.18mmHg at 25°C
• Refractive Index: n20/D 1.414(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 13g/l
• PKA: pK1:4.782 (25°C)
• Water Solubility: Soluble in water(13g/L).
• BRN: 1720655
• CAS DataBase Reference: Pentanoic acid,2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid,2-methyl-(97-61-0)
• EPA Substance Registry System: Pentanoic acid,2-methyl-(97-61-0)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S26:; S36/37/39:; S45:
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• RTECS: YV7700000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 97-61-0(Hazardous Substances Data)

Usage

Description

2-Methylvaleric acid has a powerful, pungent, acrid odor. Below 10 ppm the flavor is agreeable, sour, and oily. At higher concentrations, the flavor is too acidic. May be prepared by catalytic oxidation of 2-methyl pentanealdehyde; from 2-chloropentane with sodium and C02 under pressure; by decarboxylation of methyl propyl malonic acid; two optically active iosmers are known.

Chemical Properties

Different sources of media describe the Chemical Properties of 97-61-0 differently. You can refer to the following data:
1. 2-Methylvaleric acid has a powerful, pungent, acrid odor. At concentrations below 10 ppm, it has an agreeable, sour, oily flavor. At higher concentrations the flavor becomes disagreeable because it is too acidic.
2. clear colorless liquid

Occurrence

Reported found in coffee, wine, cheese, papaya, baked potato, pepper, lamb, rum, tea, mango and cherimoya

Uses

Different sources of media describe the Uses of 97-61-0 differently. You can refer to the following data:
1. 2-Methylvaleric acid is used to produce plasticizers, vinyl stabilizers, metallic salts, and alkyd resins.
2. (R,S)-2-methylvaleric acid is an intermediate in the synthesis of branched-chain. 2-Methylpentanoic acid (2-Methylvaleric acid) was used as an internal standard for gas chromatographic analysis of microbial end products.
3. Plasticizers, vinyl stabilizers, metallic salts,alkyd resins.

Preparation

By catalytic oxidation of 2-methyl pentanealdehyde; from 2-chloropentane with sodium and CO2 under pressure; by decarboxylation of methyl propyl malonic acid; two optically active isomers are known

General Description

2-Methylpentanoic acid is a volatile fatty acid found in tobacco and milk.

Flammability and Explosibility

Flammable

InChI:InChI=1/C6H12O2/c1-3-4-5(2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)/p-1/t5-/m0/s1

Upstream product

• 78-26-2 2-methyl-2-propyl-1,3-propanediol 
• 4371-03-3 methylpropylmalonic acid 
• 107-81-3 2-bromopentane 
• 124-38-9 carbon dioxide 
• 105-30-6 2-methylpentan-1-ol 
• 2177-77-7 methyl 2-methylpentanoate 
• 110-54-3 hexane 
• 201230-82-2 carbon monoxide 
• 3142-72-1 2-methyl-2-pentenoic acid 
• 7446-70-0 aluminium trichloride 
• 109-66-0 pentane 
• 109-67-1 1-penten 
• 109-68-2 2-pentene 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 39255-32-8 manzanate 
• 105-30-6 2-methylpentan-1-ol 
• 57983-17-2 2-Methyl-pentanoic acid sec-butyl ester 
• 123-15-9 2-methylvaleraldehyde 
• 49642-47-9 methyl (R)-2-methylbutyric acid 
• 1011254-14-0 (R)-2-Methyl-pentanoic acid octyl ester 
• 51183-44-9 octyl (+)-2-methylpentanoate 
• 6640-85-3 benzyl 2-methylpentanoate 
• 60988-38-7 2-Methylpentansaeure-cyclohexylester 
• 6297-48-9 pentyl (+)-2-methylpentanoate 
• 6297-41-2 2-methylvaleric butyl ester 
• 1187-82-2 (S)-2-methylpentanoic acid 
• 493039-26-2 (S)-[1H,1H,2H,2H]-heptadecafluorodecyl-2-methylpentanoate 
• 51532-31-1 (+)-(S)-4-methyl-heptane-3-one 

Relevant articles and documents

Ruthenium-catalysed hydroxycarbonylation of olefins

State-of-the-art catalyst systems for hydroxy- and alkoxycarbonylations of olefins make use of palladium complexes. In this work, we report a complementary ruthenium-catalysed hydroxycarbonylation of olefins applying an inexpensive Ru-precursor (Ru3(CO)12) and PCy3as a ligand. Crucial for the success of this transformation is the use of hexafluoroisopropanol (HFIP) as the solvent in the presence of an acid co-catalyst (PTSA). Overall, moderate to good yields are obtained using aliphatic olefins including the industrially relevant substrate di-isobutene. This atom-efficient catalytic transformation provides straightforward access to various carboxylic acids from unfunctionalized olefins.

Preparation method of 2-R1 valeric acid

The invention discloses a preparation method for 2-R1 valeric acid. The preparation method comprises the following steps: step 1, with methyl cyanoacetate as a starting material, adding bromopropane and sodium methoxide, carrying out a catalytic reaction, and conducting purifying to obtain 2-cyanomethyl valerate; step 2, subjecting 2-cyanomethyl valerate to a reaction under the catalysis of iodoalkane and sodium methoxide, and conducting aftertreatment to obtain 2-cyano-2-R1 methyl valerate; step 3, enabling the 2-cyano-2-R1 methyl valerate to undergo a reaction in an aqueous solution of sulfuric acid at 120-160 DEG C for 15-40 hours so as to obtain a mixture of 2-R1 valeric acid and 2-R1 methyl valerate; and step 4, hydrolyzing the mixture by using an aqueous sodium hydroxide solution to obtain 2-R1 sodium valerate and methanol, and conducting acidifying by using inorganic acid to obtain 2-R1 valeric acid. Reagents adopted in the preparation method are relatively common, and the risk of the reagents is relatively low; and reaction conditions are mild, and the temperature is easier to control relatively. The invention develops a purification process of the key intermediate 2-cyanomethyl valerate, and the process flow is simple.

Oxidation of aromatic and aliphatic aldehydes to carboxylic acids by Geotrichum candidum aldehyde dehydrogenase

Oxidation reaction is one of the most important and indispensable organic reactions, so that green and sustainable catalysts for oxidation are necessary to be developed. Herein, biocatalytic oxidation of aldehydes was investigated, resulted in the synthesis of both aromatic and aliphatic carboxylic acids using a Geotrichum candidum aldehyde dehydrogenase (GcALDH). Moreover, selective oxidation of dialdehydes to aldehydic acids by GcALDH was also successful.