4221-99-2

Basic information

• Product Name: (S)-(+)-2-Butanol
• Synonyms: (S)-(+)-sec-Butanol,99%;(S)-(+)-2-Butanol,(S)-(+)-sec-Butyl alcohol;(S)-(+)-sec-Butanol, 99% 1GR;(2S)-(+)-2-Hydroxybutane, (S)-(+)-sec-Butyl alcohol;(2S)-(+)-Butan-2-ol;(S)-(+)-2-Butanol ChiPros(R), produced by BASF, 99%;(S)-butan-2-ol;2-Butanol, (S)-
• CAS NO: 4221-99-2
• Molecular Formula: C₄H₁₀O
• Molecular Weight: 74.12
• EINECS: 224-168-1
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;chiral;Chiral Compounds (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Chiral Building Blocks;Functional Materials;Simple Alcohols (Chiral);Synthetic Organic Chemistry
• Mol File: 4221-99-2.mol
• Article Data: 88

Chemical Properties

• Melting Point: -114 °C
• Boiling Point: 99-100 °C(lit.)
• Flash Point: 80 °F
• Appearance: Clear colorless/Liquid
• Density: 0.803 g/mL at 25 °C(lit.)
• Vapor Density: 2.6 (vs air)
• Vapor Pressure: 12.5 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.397(lit.)
• Storage Temp.: Flammables area
• PKA: 15.31±0.20(Predicted)
• Explosive Limit: 9.8%
• Water Solubility: 125 g/L (20 ºC)
• Stability: Stable. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents, halogens.
• Merck: 14,1541
• BRN: 1718763
• CAS DataBase Reference: (S)-(+)-2-Butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-Butanol(4221-99-2)
• EPA Substance Registry System: (S)-(+)-2-Butanol(4221-99-2)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37-67
• Safety Statements: 9-13-24-25-26-46-7/9-24/25
• RIDADR: UN 1120 3/PG 3
• WGK Germany: 1
• RTECS: EO1750000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 4221-99-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

(S)-(+)-2-Butanol can be used:To synthesize chiral asymmetric perylene diimides (PDI) that spontaneously self-assemble into one-handed nanotubes that are photoconductive or fluorescent in nature.To synthesize bulky chiral vinyl monomers that can be radically polymerized to helical polymers with an excess screw sense.As chiral solvent to study excited state photo transfer of the photoacid, 5,8-dicyano-2-naphthol (DCN2) in chiral environment.

InChI:InChI=1/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3/t4-/m0/s1

Upstream product

• 78-92-2 iso-butanol 
• 2482-57-7 1-bromo-2-butanol 
• 590-18-1 (Z)-2-Butene 
• 624-64-6 trans-2-Butene 
• 1029272-42-1 (2R,3S)-2,3-butanediol 
• 78-93-3 butanone 
• 66610-39-7 (S)-2-methoxy-butane 
• 10035-10-6 hydrogen bromide 
• 6118-13-4 S-(+)-1-buten-3-ol 
• 3004-76-0 sulfuric acid mono-(S)-sec-butyl ester 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 76-05-1 trifluoroacetic acid 
• 106-97-8 n-butane 

Downstream Products

• 88736-76-9 (S)-4-chloro-butyric acid sec-butyl ester 
• 18449-60-0 S-butyl lactate 
• 22157-31-9 (R)-2-chlorobutane 
• 7504-61-2 (-)-Tris-sek.-butyl-phosphit 
• 61530-30-1 (R)-sec-butyl 4-methylbenzenesulfonate 
• 152426-80-7 C₁₇H₂₀O₄S₂ 
• 128947-06-8 (R)-Fluoro-phenyl-acetic acid (S)-sec-butyl ester 
• 78-93-3 butanone 
• 78-76-2 (S)-2-bromobutane 
• 5787-33-7 (R)-(-)-s-butyl bromide 
• 4141-50-8 1,2-bis(diphenylphosphinoyl)ethane 
• 87247-19-6 (S)-6-Methylheptan-2-ol 
• 22156-91-8 (R)-(-)-s-butyl chloride 
• 334650-55-4 (S)-(+)-2-butyl formate 

Relevant articles and documents

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Stereospecificity of hydrogen transfer by the NAD+-linked alcohol dehydrogenase from the Antarctic psychrophile Moraxella sp. TAE123

Investigation of the stereochemistry of the hydride transfer in reactions catalyzed by the recently isolated NAD+-linked alcohol dehydrogenase from the Antarctic psychrophile Moraxella sp. TAE123 was accomplished by using 1H NMR spectroscopy of the deuterated coenzyme. It was found that this new psychrophilic enzyme is a type A dehydrogenase. Moraxella sp. ADH reduces stereospecifically 2-butanone to produce (S)-2-butanol.

Novel highly efficient absolute optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents

For general optical resolution, an optical resolution agent is necessary, and the best agent should be selected for each racemic compound. In this study, we will report that a novel optical resolution method by circularly polarized light (CPL) without any

Boron containing chiral Schiff bases: Synthesis and catalytic activity in asymmetric transfer hydrogenation (ATH) of ketones

Asymmetric Transfer Hydrogenation (ATH) has been an attractive way for the reduction of ketones to chiral alcohols. A great number of novel and valuable synthetic pathways have been achived by the combination usage of organometallic and coordination chemistry for the production of important class of compounds and particularly optically active molecules. For this aim, four boron containing Schiff bases were synthesized by the reaction of 4-formylphenylboronic acid with chiral amines. The boron containing structures have been found as stable compounds due to the presence of covalent B–O bonds and thus could be handled in laboratory environment. They were characterized by 1H NMR and FT-IR spectroscopy and elemental analysis and they were used as catalyst in the transfer hydrogenation of ketones to the related alcohol derivatives with high conversions (up to 99%) and low enantioselectivities (up to 22% ee).