50468-22-9

Basic information

• Product Name: 3-methylbutane-1,2-diol
• Synonyms: 3-methylbutane-1,2-diol;3-Methyl-1,2-butanediol
• CAS NO: 50468-22-9
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.14758
• EINECS: 256-597-5
• Mol File: 50468-22-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 50.86°C (estimate)
• Boiling Point: 209.24°C (rough estimate)
• Flash Point: 90.4°C
• Appearance: /
• Density: 0.9987
• Vapor Pressure: 0.0575mmHg at 25°C
• Refractive Index: 1.4430
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: 3-methylbutane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylbutane-1,2-diol(50468-22-9)
• EPA Substance Registry System: 3-methylbutane-1,2-diol(50468-22-9)

Safety Data

• Hazardous Substances Data: 50468-22-9(Hazardous Substances Data)

Usage

Description

3-methylbutane-1,2-diol, also known as isopentane-1,2-diol, is a glycol compound in which the two hydroxy groups are located at positions 1 and 2 of isopentane. It is a colorless liquid with a sweet taste and a low melting point.

Uses

Used in Personal Care Industry:
3-methylbutane-1,2-diol is used as a humectant and solvent in personal care products such as cosmetics, lotions, and creams. Its hygroscopic properties help to retain moisture in the skin, providing hydration and improving skin texture.
Used in Pharmaceutical Industry:
3-methylbutane-1,2-diol is used as a pharmaceutical excipient and solvent in the formulation of liquid medications. Its ability to dissolve a wide range of active ingredients makes it a versatile component in drug delivery systems.
Used in Food and Beverage Industry:
3-methylbutane-1,2-diol is used as a humectant and flavoring agent in the food and beverage industry. It helps to maintain the moisture content in food products, enhancing their texture and shelf life, while also providing a sweet taste in certain applications.
Used in Chemical Synthesis:
3-methylbutane-1,2-diol is used as a starting material or intermediate in the synthesis of various organic compounds, including polymers, surfactants, and pharmaceuticals. Its reactive hydroxy groups make it a valuable building block in organic chemistry.

InChI:InChI=1/C5H12O2/c1-4(2)5(7)3-6/h4-7H,3H2,1-2H3

Upstream product

• 563-45-1 3-Methyl-1-butene 
• 3952-67-8 methyl 3-methyl-2-ketobutanoate 
• 1438-14-8 2-isopropyloxirane 
• 20201-24-5 ethyl 3-methyl-2-oxobutanoate 
• 4026-18-0 2-hydroxy-3-methylbutanoic acid 
• 78-79-5 isoprene 
• 38585-87-4 (±)-3-methylbut-3-ene-1,2-diol 
• 600-10-2 1,2-dichloro-3-methylbutane 
• 7732-18-5 water 
• 10288-13-8 1,2-dibromo-3-methylbutane 
• 80325-76-4 1-(benzyloxy)-3-methylbutan-2-ol 
• 759-65-9 diethyl oxalpropionate 
• 2441-06-7 ethyl 2-hydroxy-3-methylbutanoate 

Downstream Products

• 4141-35-9 (2R,4R)-4-Isopropyl-2-phenyl-[1,3]dioxolane 
• 4141-35-9 2-phenyl-4-(propan-2-yl)-1,3-dioxolane 
• 2026-48-4 (S)-valinol 
• 1258048-31-5 2-hydroxy-3-methylbutyl-p-toluenesulfonate 
• 176094-53-4 4-(1-methylethyl)-1,3,2-dioxathiolane 2,2-dioxide 
• 563-80-4 3-methyl-butan-2-one 
• 590-86-3 isovaleraldehyde 
• 79-31-2 isobutyric Acid 
• 4026-18-0 2-hydroxy-3-methylbutanoic acid 

Relevant articles and documents

Asymmetric ring opening of racemic epoxides for enantioselective synthesis of (S)-β-amino alcohols by a cofactor self-sufficient cascade biocatalysis system

A novel one-pot epoxide hydrolase/alcohol dehydrogenase/transaminase cascade process for the asymmetric ring opening of racemic epoxides to enantiopure β-amino alcohols is reported. The product (S)-β-amino alcohols were obtained in 97-99% ee and 79-99% conversion from readily available racemic epoxides.

Reduction of aromatic and aliphatic keto esters using sodium borohydride/MeOH at room temperature: a thorough investigation

Reduction of keto esters is a valuable alternative to produce diols. Sodium borohydride/MeOH system at room temperature and short reaction time efficiently reduced α, β, γ, and δ-keto esters having α-keto esters as the most reactive. The ester functionality was reduced effectively due to the presence of oxo group that somehow facilitates the formation of ring intermediate. As expected, the chemoselective experiments showed that ester functionality was not reduced using this system. This study presents a simple, easy, and benign reduction process of various keto esters to its corresponding diols.

Bacterial biotransformation of isoprene and related dienes

The bacterium Pseudomonas putida ML 2 was used in the oxidative biodegradation of the acyclic dienes isoprene, trans-piperylene, cis-piperylene, and 1,3-butadiene. Regioselective dioxygenase-catalyzed dihydroxylation of alkenes yielded vicinal diols in the preferred sequence monosubstituted 〉 cis-disubstituted 〉 gem-disubstituted 〉 trans-disubstituted. The isolated diol metabolites had an excess of the R configuration (9-97% ee), and further diol oxidation was controlled by addition of propylene glycol as an inhibitor. Stereoselectivity using the ML2 strain resulted from both enzymatic asymmetric alkene dihydroxylation and kinetic resolution of diols. Enantioselective oxidation of the allylic secondary alcohol group of R configuration yielded the corresponding unsaturated ketoalcohol; the residual diol was recovered with a large excess (≥ 93% ee) of the S configuration. In addition to the enzymatic diene oxidation steps yielding unsaturated diols and ketoalcohols, evidence was also found of enzymatic alkene hydrogenation to yield saturated ketoalcohols and diols.