(S)-(+)-2-butanol

Base Information

• Chemical Name: (S)-(+)-2-butanol
• CAS No.: 4221-99-2
• Molecular Formula: C4H10O
• Molecular Weight: 74.1228
• Hs Code.: 29051490
• European Community (EC) Number: 224-168-1
• UNII: 69KXU5NDTO
• Nikkaji Number: J9.275D
• Wikidata: Q27104553
• Metabolomics Workbench ID: 52417
• Mol file: 4221-99-2.mol

Synonyms:(S)-(+)-2-butanol;4221-99-2;(2S)-butan-2-ol;(S)-Butan-2-ol;(S)-2-butanol;(s)-(+)-sec-butanol;(2S)-2-butanol;2-Butanol, (+)-;(S)-sec-butanol;UNII-69KXU5NDTO;2-Butanol, (2S)-;69KXU5NDTO;(s)-(-)-2-butanol;(S)-(+)-sec-Butyl alcohol;EINECS 224-168-1;MFCD00064281;D-BUTANOL;s-(+)-2-butanol;(+)-2-Butanol;(s)-sec-butyl alcohol;(1S)-1-methylpropanol;(5)-(+)-sec-butanol;(2S)-(+)-Butan-2-ol;BDBM36155;CHEBI:45475;BUTYL ALCOHOL D-FORM [MI];(S)-(+)-2-Butanol, 98%;(S)-(+)-2-Butanol, 99%;AKOS006240738;AKOS015840315;A6902;B0925;EN300-115210;A839532;9062E4B9-CAE4-41E2-A8BE-CF13BE627AD8;Q27104553;(S)-(+)-2-Butanol, ChiPros(R), produced by BASF, 99%

Chemical Property of (S)-(+)-2-butanol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 12.5 mm Hg ( 20 °C)
• Melting Point: -114 °C
• Refractive Index: n20/D 1.397(lit.)
• Boiling Point: 96.6 °C at 760 mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 26.7 °C
• PSA: 20.23000
• Density: 0.801 g/cm³
• LogP: 0.77720
• Storage Temp.: Flammables area
• Water Solubility.: 125 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 74.073164938
• Heavy Atom Count: 5
• Complexity: 19.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

(+)-2-Butanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37-67
• Safety Statements: 9-13-24-25-26-46-7/9-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)O
• Isomeric SMILES: CC[C@H](C)O
• 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.

Technology Process of (S)-(+)-2-butanol

There total 58 articles about (S)-(+)-2-butanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.21%

(R)-(+)-1,2-epoxybutane (106-88-7,3760-95-0,30608-62-9,55555-96-9) → (S)-2-butanol (4221-99-2) + butan-1-ol (71-36-3)

Guidance literature:

With hydrogen; 10percentPd/C; 1,2-diaminoethane; mixture of; at 25 ℃; for 24h; under 37503.8 Torr; Conversion of starting material;

Reference yield: 78.0%

butanone (78-93-3) → (S)-2-butanol (4221-99-2)

Guidance literature:

With Methyl isobutyl carbinol; carbonyl reductase; NAD; In water; at 30 ℃; pH=7.0; Product distribution / selectivity; Buffer (100mM TEA);

Reference yield: 75.0%

(Z)-2-Butene (590-18-1) → (S)-2-butanol (4221-99-2)

Guidance literature:

With (R,R)-C₆H₁₂BH₂^(1-)*Li⁽¹⁺⁾*OEt₂; methyl iodide; In diethyl ether; at 4 ℃; for 36h;

DOI:10.1021/ja00301a032

upstream raw materials:

iso-butanol

S-(+)-1-buten-3-ol

butanone

1-bromo-2-butanol

Downstream raw materials:

(S)-(+)-1-methylpropyl p-toluenesulfonate

(S)-6-Methylheptan-2-ol

N-2-butylbenzamide

C₁₇H₂₀O₄S₂

Refernces

• 1、 Yi, Seonghyeon,Park, Seongsoon. "Enhancing enantioselectivity of Candida antarctica lipase B towards chiral sec-alcohols bearing small substituents through hijacking sequence of A homolog". . . Retrieved 2021.
• 2、 Park, Areum,Park, Seongsoon. "Discovery and Redesign of a Family VIII Carboxylesterase with High (S)-Selectivity toward Chiral sec-Alcohols". . p. 2397 - 2402. Retrieved 2022/02/17.
• 3、 Eschmann, Christian,Song, Lijuan,Schreiner, Peter R.. "London Dispersion Interactions Rather than Steric Hindrance Determine the Enantioselectivity of the Corey–Bakshi–Shibata Reduction". . p. 4823 - 4832. Retrieved 2021/02/01.