(S)-(+)-2-Pentanol

Base Information

• Chemical Name: (S)-(+)-2-Pentanol
• CAS No.: 26184-62-3
• Molecular Formula: C5H12O
• Molecular Weight: 88.1497
• Hs Code.: 29051990
• European Community (EC) Number: 700-266-4,607-880-0
• DSSTox Substance ID: DTXSID901044955
• Nikkaji Number: J75.834E
• Wikidata: Q20680358
• Mol file: 26184-62-3.mol

Synonyms:(S)-(+)-2-Pentanol;26184-62-3;(s)-2-pentanol;(2S)-pentan-2-ol;2-Pentanol, (2S)-;(S)-pentan-2-ol;(s)-(-)-2-pentanol;s-2-pentanol;(2S)-2-pentanol;(+)-2-Pentanol;s-(+)-2-pentanol;(s)(+)-2-pentanol;BDBM36158;DTXSID901044955;(S)-(+)-2-Pentanol, 98%;MFCD00065952;AKOS006341288;AKOS015840326;A5193;P0743;EN300-253342;T72186;Q20680358;(S)-(+)-2-Pentanol, ChiPros(R), produced by BASF, 98%

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

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 8.05mmHg at 25°C
• Melting Point: -50oC
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 118.8 °C at 760 mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 33.9 °C
• PSA: 20.23000
• Density: 0.809 g/cm³
• LogP: 1.16730
• Storage Temp.: Flammables area
• Water Solubility.: soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 88.088815002
• Heavy Atom Count: 6
• Complexity: 27.1

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-(+)-2-Pentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, F
• Hazard Codes: Xn,Xi,F
• Statements: 10-36/37/38-66-37-20
• Safety Statements: 46-26-16-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)O
• Isomeric SMILES: CCC[C@H](C)O
• Uses: (S)-(+)-2-Pentanol is a building block used in the synthesis of highly ptent and selective intranasal toll-?like receptor 7 agonists for treating asthma.

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

There total 71 articles about (S)-(+)-2-Pentanol 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: 96.0%

2-Pentanone (107-87-9) → (S)-2-pentanol (26184-62-3)

Guidance literature:

With dried cells of Geotrichum candidum; NAD; isopropyl alcohol; In various solvent(s); at 30 ℃; for 9h; pH=7.0; Enzymatic reaction;

DOI:10.1016/S0957-4166(02)00226-4

Reference yield: 81.0%

(+/-)-2-pentanol (6032-29-7,13403-73-1) → (S)-2-pentanol (26184-62-3)

Guidance literature:

(+/-)-2-pentanol; With phthalic anhydride; triethylamine; at 20 - 70 ℃; for 3h;

With hydrogenchloride; In dichloromethane; at 0 ℃; Further stages;

Reference yield: 80.0%

(2S)-(2-tetrahydropyranyloxy)pentane (134176-72-0) → (S)-2-pentanol (26184-62-3)

Guidance literature:

With zinc(II) chloride; In diethyl ether; at 25 ℃; for 1h;

upstream raw materials:

tetrachloromethane

(R)-2-bromopentane

1-bromopentan-2-ol

(+/-)-2-pentanol

Downstream raw materials:

2-pentyloxycarbonyl chloride

silicic acid di-tert-butyl ester-bis-(1-methyl-butyl ester)

chlorosulfurous acid-(1-methyl-butyl ester)

phosphonic acid bis-(1-methyl-butyl) ester

Refernces

• 1、 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.
• 2、 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.