42075-32-1

Basic information

• Product Name: (2R,4R)-(-)-PENTANEDIOL
• Synonyms: (R,R)-PENTANEDIOL-2,4;[R-(R*,R*)]-(-)2,4-PENTANEDIOL;(R,R)-(-)-2,4-PENTANEDIOL;(2R,4R)-(-)-2,4-DIHYDROXYPENTANE;(2R,4R)-(-)-2,4-PENTANEDIOL;(2R,4R)-2,4-PENTANEDIOL;(2R,4R)-(-)-PENTANEDIOL;(R,R)-(-)-2,4-PENTANEDIOL 98.5+%
• CAS NO: 42075-32-1
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.15
• Product Categories: Chiral Compounds;Diols;chiral;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Building Blocks;Organic Building Blocks;Polyols;organic alcohol;Chiral Oxygen
• Mol File: 42075-32-1.mol
• Article Data: 57

Chemical Properties

• Melting Point: 48-50 °C(lit.)
• Boiling Point: 111-113 °C19 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: white/crystal
• Density: 0.9917 (rough estimate)
• Vapor Pressure: 0.384mmHg at 25°C
• Refractive Index: -53.5 ° (C=10, EtOH)
• Storage Temp.: 0-6°C
• Solubility: almost transparency in EtOH
• PKA: 14.74±0.20(Predicted)
• Stability: hygroscopic
• BRN: 4290613
• CAS DataBase Reference: (2R,4R)-(-)-PENTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-(-)-PENTANEDIOL(42075-32-1)
• EPA Substance Registry System: (2R,4R)-(-)-PENTANEDIOL(42075-32-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 42075-32-1(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Acetalization reagent for ketones and β-keto esters. Used in the synthesis of optically active polyesters. C2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand.

InChI:InChI=1/C5H12O2/c1-2-3-4-5(6)7/h5-7H,2-4H2,1H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 107-89-1 acetaldol 
• 17615-19-9 3,4-pentadien-2-ol 
• 22520-29-2 syn-3,4-epoxy-2-pentanol 
• 123-54-6 acetylacetone 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 
• 56-81-5 glycerol 
• 1825-14-5 pentane-1,3-diol 
• 63315-69-5 (-)-(4R)-4-hydroxypentan-2-one 
• 7570-05-0 trans-4,6-dimethyl-2-oxo-1,3-dioxane 
• 141423-17-8 (2S,4R)-1-((R)-Toluene-4-sulfinyl)-pentane-2,4-diol 

Downstream Products

• 35196-66-8 syn-pentane-2,4-diyl bis(4-methylbenzenesulfonate) 
• 144405-25-4 (4R,6R)-2-methoxycarbonyl-4,6-dimethyl-2-phenyl-1,3-dioxane 
• 107210-57-1 (4R,6R)-4,6-Dimethyl-2-((E)-propenyl)-[1,3]dioxane 
• 119336-62-8 (4R,6R)-2-((R)-3,4-Dimethyl-cyclohex-3-enyl)-4,6-dimethyl-[1,3]dioxane 
• 119336-62-8 (4R,6R)-2-((S)-3,4-Dimethyl-cyclohex-3-enyl)-4,6-dimethyl-[1,3]dioxane 
• 123826-84-6 4-(benzyloxy)pentan-2-ol 
• 97996-52-6 (4R,6R)-2-Cyclohexyl-4,6-dimethyl-[1,3]dioxane 
• 137694-25-8 rel-(2S,4R,6S)-2-cyclohexyl-4,6-dimethyl-1,3-dioxane 
• 104661-94-1 (4R,6R)-2,4,6-Trimethyl-2-phenylethynyl-[1,3]dioxane 
• 4161-60-8 4-hydroxypentan-2-one 
• 64-19-7 acetic acid 
• 67-64-1 acetone 
• 123-54-6 acetylacetone 
• 187737-37-7 propene 

Relevant articles and documents

Preparation of gem-dimethylcyclopropane-fused compounds through sigmatropic rearrangements. On/off-switching of the tautomerization of 3,4-homotropilidene by steric hindrance

Cyclopropanation of 4,8,8-trimethylcycloheptatriene having an ether function at the 3-position by unsubstituted carbenoid addition resulted in a complex mixture mainly due to quick valence tautomerization of the produced 3,4-homotropilidene analogue durin

Tuning diastereoselectivity with the solvent: The asymmetric hydrogenation of simple and functionalized 1,3-diketones with ruthenium(amidophosphine-phosphinite) catalysts

Spectacular solvent effects in the asymmetric hydrogenation of methyl 3,5-dioxohexanoate (3) and 2,4-pentanedione (5) have been observed using Ru[(S)-Ph,Ph-oxoProNOP]X2 complexes (X = η3-C4H7, IIa; CF3CO2, IIb; (R)-MTPA, IIc) as catalyst precursors. β-Diketones 3 and 5 are respectively reduced to the corresponding β-diols 4 and 6. In both cases, an almost complete reversal in the diastereoselectivity of the reaction is observed when changing the solvent from CH2Cl2 (syn-4 in up to 92% de; meso-6 in up to 84% de) to a 1:1 CH2Cl2-CH3OH mixture (anti-4 and anti-6 in up to 84% de). The extent of this solvent effect is much less marked with Ru- atropisomeric diphosphine catalysts.

Water-insoluble ruthenium catalyst composition for use in aqueous hydrogenation reactions

The invention relates to a method for converting a precatalyst complex to an active catalyst complex, wherein the precatalyst complex and the active catalyst complex comprise a ruthenium atom and an optically active ligand that is insoluble in water, and the active catalyst complex furthermore comprises a monohydride and a water molecule. The method comprises the steps of providing water as an activation solvent system with a pH value equal or below 2, and solving said precatalyst complex, an acid, and hydrogen therein. The invention further relates to a method for manufacturing a catalyst composition, a method for hydrogenating a substrate molecule and a reaction mixture.

Method for preparing beta-diol from beta-diketone by hydrogenation

The invention relates to a method for preparing beta-diol from beta-diketone by hydrogenation. The method comprises the following steps: in the presence of a catalyst and under the fixed-bed hydrotreating reaction condition, enabling beta-diketone to be in contact with hydrogen, so as to obtain beta-diol, wherein the catalyst contains CuO and ZnO, preferably also contains Al2O3, and more preferably also contains alkali metal oxides. According to the method for preparing beta-diol from beta-diketone by hydrogenation, provided by the invention, the technology of continuously producing beta-diol by adopting a fixed bed device is realized, the technology is simple and convenient to operate, the utilization ratio of raw materials and the production efficiency of products are improved, the reaction does not need to be carried out under high pressure, and potential safety hazards are reduced.