149-31-5

Basic information

• Product Name: 1,3-Pentanediol, 2-methyl-
• Synonyms: 1,3-Pentanediol, 2-methyl-;2-METHYLPENTANE-1,3-DIOL;NSC 1251
• CAS NO: 149-31-5
• Molecular Formula: C6H14O2
• Molecular Weight: 118.17
• Mol File: 149-31-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: -30°C
• Boiling Point: 214-215℃ (700 Torr)
• Flash Point: 108.5°C
• Appearance: /
• Density: 0.9737 g/cm3 (22 ºC)
• Vapor Pressure: 0.0315mmHg at 25°C
• Refractive Index: 1.4486 (22℃)
• PKA: 14.85±0.10(Predicted)
• CAS DataBase Reference: 1,3-Pentanediol, 2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Pentanediol, 2-methyl-(149-31-5)
• EPA Substance Registry System: 1,3-Pentanediol, 2-methyl-(149-31-5)

Safety Data

• Hazardous Substances Data: 149-31-5(Hazardous Substances Data)

Usage

General Description

1,3-Pentanediol, 2-methyl- is a chemical compound with the molecular formula C6H14O2. It is a colorless, viscous liquid that is commonly used as a solvent and intermediate in the manufacturing of various chemicals. It is also used as a potential alternative to conventional glycols in various industrial and consumer applications due to its low volatility and low toxicity. Additionally, 1,3-Pentanediol, 2-methyl- is used as a coalescing agent in water-based paints and coatings, and as a viscosity modifier in personal care products. It is considered to be of low concern for human health and the environment, with limited evidence of toxicity at typical exposure levels. However, as with any chemical compound, proper handling and safety precautions should be followed when using 1,3-Pentanediol, 2-methyl-.

InChI:InChI=1/C6H14O2/c1-3-6(8)5(2)4-7/h5-8H,3-4H2,1-2H3

Upstream product

• 71-23-8 propan-1-ol 
• 123-38-6 propionaldehyde 
• 55109-53-0 2-methyl-1-propionyloxy-pentan-3-ol 
• 615-30-5 3-hydroxyl-2-methylpentanal 
• 63512-35-6 2,6-diethyl-4-hydroxy-5-methyl-1,3-dioxane 
• 77302-11-5 [2R,3S]-(-)-3-hydroxy-2-methylpentanoic acid 
• 1025902-40-2 tert-butyl 3-hydroxy-2-methylvalerate 
• 40309-41-9 ethyl 3-hydroxy-2-methylvalerate 
• 1297405-01-6 3-hydroxy-2-methylvaleric acid N-acetylcysteamine thioester 
• 952487-49-9 (2R,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2-methylpentan-1-one 
• 86535-06-0 (2R,3S)-threo-3-methylbutane-1,2,3-triol 4-benzyl ether 1-tosylate 
• 86562-30-3 (2R,3R)-dimethyl threo-3-methylmalate THP ether 
• 86535-07-1 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 
• 13398-40-8 (2R,3R)-threo-β-methylmalic acid 

Downstream Products

• 1360170-47-3 (4S,5S)-4-ethyl-5-methyl-2-phenyl-1,3-dioxane 
• 100757-47-9 (2S,3S)-3-t-butyldimethylsilyloxy-2-methyl-1-(4-methylbenzenesulfonyloxy)pentane 
• 72598-35-7 (-)-serricornin 
• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 155393-14-9 (2S,3S)-3-O-acetyl-2-methyl-1-O-p-toluenesulfonyl-1,3-pentanediol 
• 86535-14-0 (2S,3S)-2-methyl-1-(4-methylbenzenesulfonyloxy)-3-pentanol 
• 95742-77-1 1,3-bis-(3,5-dinitro-benzoyloxy)-2-methyl-pentane 
• 565-69-5 ethyl isopropyl ketone 

Relevant articles and documents

Substrate-dependent stereospecificity of Tyl-KR1: An isolated polyketide synthase ketoreductase domain from Streptomyces fradiae

The stereospecificity of an enzymatic reaction depends on the way in which a substrate and its enantiomer bind to the active site. These binding modes cannot be easily predicted. We have studied the stereospecificity and stereoselectivity of the ketoreductase domain Tyl-KR1 of the tylactone polyketide synthase from Streptomyces fradiae by analysing the stereochemical outcome of the reduction of five different keto ester substrates. The absolute configuration of the Tyl-KR1 reduction products was determined by using vibrational circular dichroism (VCD) spectroscopy combined with quantum chemical calculations. The conversion of only one of the tested substrates, 2-methyl-3-oxovaleric acid N-acetylcysteamine thioester, afforded the expected anti-(2R,3R) configuration of the α-methyl-β-hydroxyl ester product, representing the stereochemistry observed for the physiological polyketide product tylactone. For all other substrates, which were modified with respect to the type of ester and/or the chain length (C4 instead of C 5), the opposite configuration (anti-(2S,3S)) was obtained with significant enantio- and diastereoselectivity. Inversion of both stereocentres suggests completely different binding modes invoked by only minor modifications of the substrate structure. Substrate dependence: The stereospecificity of an enzymatic reduction depends on the way a substrate binds to the active site. By using vibrational circular dichroism, it was shown that the stereospecificity and stereoselectivity of the ketoreductase Tyl-KR1 from a polyketide synthase complex in Streptomyces fradiae are inverted for different surrogates of polyketide-like substrates (see figure). Copyright

Asymmetric cross- and self-aldol reactions of aldehydes in water with a polystyrene-supported triazolylproline organocatalyst

A polystyrene (PS) immobilized triazolylproline has been prepared by a bottom-up approach involving co-polymerization with full regiocontrol. The resulting PS resin swells in water and has been applied to the enantioselective cross-aldol reaction and to the self-aldol reaction of aldehydes under essentially neat conditions, excellent yields and stereoselectivities being recorded.

Erratum: Toward an artificial aldolase (Organic Letters (2008) 10 (337-340))

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