4374-62-3

Basic information

• Product Name: 2-(hydroxymethyl)-Butanoic acid
• Synonyms: 2-(hydroxymethyl)-Butanoic acid;2-Ethylhydracrylic acid;3-Hydroxy-2-ethylpropionic acid;2-methylolbutyric acid
• CAS NO: 4374-62-3
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Product Categories: Aliphatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 4374-62-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 253.3 °C at 760 mmHg
• Flash Point: 121.2 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 0.00285mmHg at 25°C
• Refractive Index: 1.458
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetone (Slightly), Chloroform, DMSO (Sparingly), Ethyl Acetate (Slightly), Meth
• CAS DataBase Reference: 2-(hydroxymethyl)-Butanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(hydroxymethyl)-Butanoic acid(4374-62-3)
• EPA Substance Registry System: 2-(hydroxymethyl)-Butanoic acid(4374-62-3)

Safety Data

• Hazardous Substances Data: 4374-62-3(Hazardous Substances Data)

Usage

Description

2-(Hydroxymethyl)-Butanoic acid, also known as Glycerol, is a simple polyol compound with a hydroxyl group attached to each carbon atom. It is a colorless, odorless, and viscous liquid that is hygroscopic in nature. Glycerol is widely used in various industries due to its unique properties, such as its ability to mix with water and serve as a humectant.

Uses

Used in Pharmaceutical Industry:
2-(Hydroxymethyl)-Butanoic acid is used as a substrate in the pharmaceutical industry for studying the activity of 2-methyl-3-hydroxybutyryl-CoA dehydrogenase deficiency in patients and carriers. This helps in the diagnosis and treatment of this genetic disorder.
Used in Cosmetics Industry:
Glycerol is used as a humectant in cosmetics and personal care products. It helps to retain moisture in the skin, keeping it hydrated and preventing dryness.
Used in Food Industry:
In the food industry, glycerol is used as a sweetener, preservative, and solvent. It is also used in the production of confectionery, baked goods, and as an ingredient in liquid soaps and toothpaste.
Used in Chemical Industry:
Glycerol is used as a raw material in the production of various chemicals, such as glycerol esters, glycerol ethers, and glycerol derivatives. It is also used in the manufacturing of explosives, antifreeze, and as a component in the production of biodiesel.
Used in Energy Industry:
Glycerol can be used as a feedstock for the production of biofuels, such as bioethanol and biogas, through fermentation processes.
Used in Textile Industry:
In the textile industry, glycerol is used as a lubricant, softening agent, and dye fixative, improving the quality and appearance of fabrics.
Used in Agriculture:
Glycerol can be used as a foliar spray in agriculture to enhance plant growth and improve crop yields.
Used in Paper and Pulp Industry:
In the paper and pulp industry, glycerol is used as a plasticizer and softener for paper products, improving their flexibility and strength.
Used in Automotive Industry:
Glycerol can be used as a component in the production of automotive coolants and antifreeze, helping to prevent freezing and corrosion in engines.

InChI:InChI=1/C5H10O3/c1-2-4(3-6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

Upstream product

• 25400-45-7 3-ethyl-oxetan-2-one 
• 69923-74-6 monoethyl DL-ethyl-malonate 
• 2612-29-5 2-ethyl-1,3-propandiol 
• 533-68-6 2-bromobutyric acid ethyl ester 
• 133-13-1 ethyl diethyl malonate 
• 412320-60-6 2-hydroxymethyl-but-3-enenitrile 
• 5617-70-9 cycl-isopropylidene cyclopropane-1,1-dicarboxylate 
• 546-68-9 titanium(IV) isopropylate 
• 124-38-9 carbon dioxide 

Downstream Products

• 3586-58-1 2-methylenebutyric acid 
• 179124-05-1 N-[5-(phenylcarbonyl)-1,3,4-thiadiazol-2-yl]-2-hydroxy-2-methylbutanamide 

Relevant articles and documents

Mechanistic investigation of the selective reduction of Meldrum's acids to β-hydroxy acids using SmI2 and H2O

The mechanism of a recently reported first mono-reduction of cyclic 1,3-diesters (Meldrum's acids) to β-hydroxy acids with SmI 2-H2O has been studied using a combination of reactivity, deuteration, kinetic isotope and radical clock e

Selective reductions of cyclic 1,3-diesters by using SmI2 and H2O

SmI2/H2O reduces cyclic 1,3-diesters to 3-hydroxyacids with no over reduction. Furthermore, the reagent system is selective for cyclic 1,3-diesters over acyclic 1,3-diesters, and esters. Radicals formed by one-electron reduction of the ester carbonyl group have been exploited in intramolecular additions to alkenes. The ketal unit and the reaction temperature have a marked impact on the diastereoselectivity of the cyclizations. Cyclization cascades are possible when two alkenes are present in the starting cyclic diester and lead to the formation of two rings and four stereocenters with excellent stereocontrol.

Process for preparation of an optically active β-mercaptoalkanoic acid

A process is disclosed wherein an optically active β-mercaptoalkanoic acid represented by formula (I): STR1 wherein R1 is lower alkyl having from 1 to 4 carbon atoms, is prepared by (1) reacting an optically active β-hydroxyalkanoic acid represented by formula (II): STR2 wherein R1 is the same as defined above, with a halogenating reagent to prepare an optically active β-haloalkanoyl halide represented by formula (III): STR3 wherein X is halogen and R1 is the same as defined above; (2) reacting the β-haloalkanoyl halide with water or an aqueous alkaline solution to prepare an optically active β-haloalkanoic acid represented by formula (IV): STR4 wherein X and R1 are each the same as defined above, or a salt thereof, respectively; and (3) reacting the β-haloalkanoic acid or the salt thereof with a reagent capable of converting the halogen into the thiol group, the configuration of the compound (II), (III), and (IV) being retained throughout the process to prepare the compound represented by formula (I). The product of the present invention is useful as an intermediate for preparation of an antihypertensive agent such as N-(3-mercapto-2-D-methylpropanoyl)-L-proline.