34338-96-0

Basic information

• Product Name: (2S,5S)-(+)-HEXANEDIOL
• Synonyms: (2S,5S)-Dihydroxyhexane;(2S,5S)-(+)-HEXANEDIOL, 99% (99% EE/GLC);(2S,5S)-(+)-2,5-Hexanediol,99%;(25,55)2-5HEXANEDIOL extrapure;(2S,5S)-(+)-HEXANEDIOL, 99% EE, 99%;(2S,5S)-(+)-Hexanediol ee;(2S,5S)-(+)-Hexanediol,99%,99% ee;(2S,5S)-(+)-Hexanediol, 99% ee, 99% 250MG
• CAS NO: 34338-96-0
• Molecular Formula: C₆H₁₄O₂
• Molecular Weight: 118.17
• Product Categories: Chiral Compounds;Diols;chiral;Chiral Reagents;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Building Blocks;Organic Building Blocks;Polyols;Chiral Alcohols;organic alcohol;Aliphatics
• Mol File: 34338-96-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 50-53 °C(lit.)
• Boiling Point: 212-215 °C(lit.)
• Flash Point: 215 °F
• Appearance: White/Crystals
• Density: 0.9843 (rough estimate)
• Refractive Index: 1.4428 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Ethanol, Methanol
• PKA: 14.87±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: (2S,5S)-(+)-HEXANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5S)-(+)-HEXANEDIOL(34338-96-0)
• EPA Substance Registry System: (2S,5S)-(+)-HEXANEDIOL(34338-96-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 3-10
• HazardClass: IRRITANT
• Hazardous Substances Data: 34338-96-0(Hazardous Substances Data)

Usage

Description

(2S,5S)-(+)-Hexanediol, also known as myo-inositol, is a chiral secondary alcohol with a hexane structure featuring two hydroxyl groups at the 2nd and 5th carbon positions. It is a colorless to light yellow liquid and is an important building block in the synthesis of various organic compounds.

Uses

Used in Chemical Synthesis:
(2S,5S)-(+)-Hexanediol is used as a key intermediate in the synthesis of new phospholanes, which are important compounds in the field of materials science and pharmaceuticals. Its unique stereochemistry makes it a valuable reagent for asymmetric syntheses, allowing for the creation of enantiomerically pure compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
(2S,5S)-(+)-Hexanediol is used as a chiral building block for the development of new drugs, particularly in the pharmaceutical industry. Its ability to create enantiomerically pure compounds is crucial for the synthesis of drugs with improved efficacy and reduced side effects.
Used in Materials Science:
In the field of materials science, (2S,5S)-(+)-Hexanediol is used in the synthesis of novel phospholanes, which can be utilized in the development of advanced materials with unique properties, such as improved mechanical strength, thermal stability, or electrical conductivity.

Hazard

Moderate fire risk.

Upstream product

• 110-13-4 2,5-hexanedione 
• 38484-56-9 (+/-)-2,5-hexanediol 
• 876-27-7 4-chlorophenyl acetate 
• 3031-66-1 3-hexyn-2,5-diol 

Downstream Products

• 749897-99-2 2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]ethanol 
• 616238-21-2 1-amino-2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]benzene 
• 749897-93-6 2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-1-nitrobenzene 
• 749898-29-1 1-acetylamino-2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]benzene 
• 70144-18-2 (2R,5R)-2,5-dimethyltetrahydro-1H-1-pyrrolylidium chloride 
• 119008-53-6 (-)-N-benzyl-(2R,5R)-2,5-dimethylpyrrolidine 
• 110-13-4 2,5-hexanedione 
• 1032191-65-3 (-)-3,3',4,4'-tetramethyl-5,5'-diphenyl-1,1'-(hexane-2,5-dioxy)-2,2'-biphosphole 
• 862582-50-1 (1S,4S)-4-(4-hydroxy-1-methyl-pentyloxy)-2-trifluoromethyl-benzonitrile 
• 868597-38-0 (1S,4S)-4-(4-hydroxy-1-methylpentyloxy)-2-trifluoromethyl-benzonitrile 

Relevant articles and documents

Biocatalytical production of (5S)-hydroxy-2-hexanone

Biocatalytical approaches have been investigated in order to improve accessibility of the bifunctional chiral building block (5S)-hydroxy-2-hexanone ((S)-2). As a result, a new synthetic route starting from 2,5-hexanedione (1) was developed for (S)-2, whi

Highly efficient synthesis of enantiopure diacetylated C 2-symmetric diols by ruthenium- and enzyme-catalyzed dynamic kinetic asymmetric transformation (DYKAT)

Highly efficient synthesis of enantiopure diacetates of 2,4-pentanediol and 2,5-hexanediol starting from commercially available mixtures of the diols (dl/ meso ≈1:1) has been realized by combining a fast ruthenium-catalyzed epimerization with an enzymatic transesterification. The in situ coupling of these two processes produces the diacetates in high yield in > 99 % enantiomeric excess.

Oxazaborolidine-catalysed reduction of alk-2-ene-1,4-diones. A convenient access to chiral 1,4-diols

An efficient method for the preparation of C2-symmetric, chiral alk-2- ene-1,4-diols (4) has been achieved, based on the borane-mediated reduction of symmetric alk-2-ene-1,4-diones (2) in the presence of oxazaborolidine (R)- 1. In general, the presence of the double bond in 2 has been beneficial (compared with the related saturated 1,4-diketones 3) not only as far as the stereoselectivity in the reduction step is concerned, but also because it allowed us to remove meso-4 by chomatography and/or to improve the stereochemical purity of several resulting mixtures of diols 4 by Sharpless' epoxidation. Enantioenricbed compounds 4 have been readily reduced to saturated diols with negligible loss of optical purity.