52019-78-0

Basic information

• Product Name: (S)-(+)-2-Hexanol
• Synonyms: (S)-(+)-2-HEXANOL;(S)-2-HEXANOL;(S)-(+)-HYDROXYHEXANE;(S)-(+)-HEXANOL;(S)-1,3-BUTANEDIOL EE 99+%;(S)-Hexan-2-ol;S-(+)-2-Hexanol,98%;(S)-(+)-2-Hexanol ChiPros(R), produced by BASF, 98%
• CAS NO: 52019-78-0
• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.17
• EINECS: -0
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;chiral;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 52019-78-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: -48.42°C (estimate)
• Boiling Point: 137-138 °C(lit.)
• Flash Point: 124 °F
• Appearance: Colorless to light yellow liquid
• Density: 0.818 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.63mmHg at 25°C
• Refractive Index: n20/D 1.415(lit.)
• Storage Temp.: Flammables area
• PKA: 15.31±0.20(Predicted)
• Water Solubility: Slightly soluble in water
• BRN: 1718997
• CAS DataBase Reference: (S)-(+)-2-Hexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-Hexanol(52019-78-0)
• EPA Substance Registry System: (S)-(+)-2-Hexanol(52019-78-0)

Safety Data

• Hazard Codes: Xn,Xi,F,N
• Statements: 10-22-36/37/38-36-51/53
• Safety Statements: 16-26-36-39-61
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 52019-78-0(Hazardous Substances Data)

Usage

Description

(S)-(+)-2-Hexanol, also known as the S enantiomer, is a colorless to light yellow liquid with unique chemical properties. It is an essential compound in the field of organic chemistry and pharmaceuticals due to its ability to serve as a key intermediate in the synthesis of various biologically active molecules.

Uses

Used in Pharmaceutical Industry:
(S)-(+)-2-Hexanol is used as a key intermediate for the preparation of model studies in the total synthesis of antivirally active glycolipid cycloviracin B1. This application is significant because it aids in the development of potential antiviral drugs, which are crucial in combating viral infections and diseases.
Additionally, (S)-(+)-2-Hexanol can be used as a chiral building block in the synthesis of various pharmaceutical compounds, taking advantage of its unique stereochemistry to create enantiomerically pure drugs with desired biological activities. This application is important in the development of more effective and safer medications, as the stereochemistry of a molecule can greatly influence its pharmacological properties.

InChI:InChI=1/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3/t6-/m0/s1

Upstream product

• 74669-69-5 (R)-2-Methylpentylamin 
• 591-78-6 n-hexan-2-one 
• 67-63-0 isopropyl alcohol 
• 592-41-6 1-hexene 
• 108-05-4 vinyl acetate 
• 626-93-7 n-hexan-2-ol 
• 110-54-3 hexane 

Downstream Products

• 18589-27-0 2-iodohexane 
• 638-28-8 (-)-2-chloro-hexane 
• 3377-86-4 (+)-2-bromo-hexane 
• 18589-27-0 (+)-2-iodo-hexane 
• 126114-18-9 (-)-O-2-hexyl-N,N'-dicyclohexylisourea 
• 591-78-6 n-hexan-2-one 
• 855920-83-1 2-hexyl-4'-nitrobenzoate 
• 595552-64-0 (2S)-2-hexyl-4'-methylbenzenesulfonate 
• 628315-91-3 (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((S)-1-methyl-pentyloxy)-tetrahydro-pyran-3-ol 
• 59614-01-6 hexan-2-yl benzoate 
• 67-63-0 isopropyl alcohol 
• 862014-09-3 N-prop-2-ynyl-isophthalamic acid 1-methyl-pentyl ester 
• 628316-28-9 (2R,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methoxy-6-((S)-1-methyl-pentyloxy)-tetrahydro-pyran 

Relevant articles and documents

Synthesis of cis-1,2-diol-type chiral ligands and their dioxaborinane derivatives: Application for the asymmetric transfer hydrogenation of various ketones and biological evaluation

Two cis-1,2-diol-type chiral ligands (T1 and T2) and their tri-coordinated chiral dioxaborinane (T(1–2)B(1–2)) and four-coordinated chiral dioxaborinane adducts with 4-tert-butyl pyridine sustained by N → B dati

Biocatalytic Racemization Employing TeSADH: Substrate Scope and Organic Solvent Compatibility for Dynamic Kinetic Resolution

Racemization in combination with a kinetic resolution is the base for a dynamic kinetic resolution (DKR). Biocatalytic racemization was successfully performed for a broad scope of sec-alcohols by employing a single alcohol dehydrogenase (ADH) variant from Thermoanaerobacter pseudoethanolicus (formerly T. ethanolicus; TeSADH W110A I86A C295A). The catalyst employed as a lyophilized whole cell preparation or cell free extract, which tolerated various non-water miscible organic solvents under micro-aqueous or two-phase conditions, whereby cyclohexane and n-hexane suited best. Various concepts for combining the enzymatic racemization with an enzymatic kinetic resolution to achieve overall a bis-enzymatic DKR were evaluated. A proof of concept showed a successful DKR with racemization in aqueous phase combined with acylation in the organic phase.

Preparation and properties of xerogels obtained by ionic liquid incorporation during the immobilization of lipase by the sol-gel method

Lipase from Pseudomonas fluorescens (Amano AK) has been immobilized by the sol-gel method using tetramethoxysilane and trimethoxysilanes with alkyl or aryl groups as precursors and ionic liquids as immobilization additives. Room temperature ionic liquids