(R)-(-)-2-Octanol

Base Information

• Chemical Name: (R)-(-)-2-Octanol
• CAS No.: 5978-70-1
• Deprecated CAS: 113301-47-6,4128-32-9,51003-19-1
• Molecular Formula: C8H18 O
• Molecular Weight: 130.23
• Hs Code.: 29051620
• European Community (EC) Number: 227-777-0
• UNII: 2SHB67XF6H
• DSSTox Substance ID: DTXSID80884209
• Nikkaji Number: J10.699B
• Wikidata: Q21546980
• Metabolomics Workbench ID: 55709
• Mol file: 5978-70-1.mol

Synonyms:(R)-(-)-2-Octanol;5978-70-1;(R)-Octan-2-ol;(R)-2-octanol;(2R)-octan-2-ol;l-Octan-2-ol;(2R)-2-octanol;2-Octanol, (2R)-;2-Octanol, (R)-;(R)-(-)-Hexylmethylcarbinol;L(-)-2-Octanol;2-Octanol, (theta)-;UNII-2SHB67XF6H;2SHB67XF6H;d-2-octanol;l-2-octanol;EINECS 227-777-0;2-Octanol #;MFCD00064284;r-(-)-2-octanol;r-2-octanol;2-OCTANOL L-FORM;2-OCTANOL, L-;(R)-(-)-octan-2-ol;(-)-2-OCTANOL;(R)-1-METHYLHEPTANOL;SCHEMBL620100;L-(-)-OCTAN-2-OL;2-OCTANOL L-FORM [MI];CHEBI:37871;DTXSID80884209;AC1155;LMFA05000547;(R)-(-)-2-OCTYL ALCOHOL;AKOS015840004;DS-4367;CS-0140572;O0145;W-105300;(R)-(-)-2-Octanol, for chiral derivatization, 99%;Q21546980

Chemical Property of (R)-(-)-2-Octanol

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 1.26E-05mmHg at 25°C
• Melting Point: -61.15°C (estimate)
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 175 C
• PKA: 15.44±0.20(Predicted)
• Flash Point: 71 ºC
• PSA: 20.23000
• Density: 0.83
• LogP: 2.33760
• Storage Temp.: Store below +30°C.
• Solubility.: 1g/l
• Water Solubility.: 1 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 52.5

Purity/Quality:

99% ^*data from raw suppliers

(R)-Octan-2-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCCCC(C)O
• Isomeric SMILES: CCCCCC[C@@H](C)O

Technology Process of (R)-(-)-2-Octanol

There total 153 articles about (R)-(-)-2-Octanol 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: 94.0%

rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9) + (R)-Octan-2-ol (5978-70-1,113301-48-7,4128-32-9) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With Arthrobacter atrocyaneus; In N,N-dimethyl-formamide; at 32 ℃; for 48h; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.molcatb.2012.06.013

Reference yield: 68.0%

hexyl-methyl-ketone (111-13-7) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9) + (R)-Octan-2-ol (5978-70-1,113301-48-7,4128-32-9)

Guidance literature:

With methanesulfonic acid; (R,R)-dihydroborate; In hexane; at -20 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1021/ja00283a042

Reference yield: 63.0%

rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + benzeneacetic acid methyl ester (101-41-7) → (S)-2-Octanol (6169-06-8,113301-48-7,4128-32-9) + (R)-Octan-2-ol (5978-70-1,113301-48-7,4128-32-9) + (R)-2-octyl phenylacetate (92883-26-6) + hexyl-methyl-ketone (111-13-7)

Guidance literature:

With [(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2]; Novozym(R) 435; 2,4-dimethylpentan-3-one; In toluene; at 70 ℃; for 40h; under 142.511 Torr;

DOI:10.1016/j.tetasy.2005.02.028

upstream raw materials:

ethanol

2-chlorocarbonyloxy-octane

sodium 4-methylbenzenesulfinate

rac-octan-2-ol

Downstream raw materials:

bis-((R)-1-methyl-heptyloxy)-phenyl-borane

(R)-chloro-(1-methyl-heptyloxy)-phenyl-borane

((R)-1-methyl-heptyloxy)-diphenyl-borane

(S)-(+)-2-bromooctane

Refernces

• 1、 Aschenbrenner, Jasmin C.,Ebrecht, Ana C.,Opperman, Diederik J.,Smit, Martha S.,Tolmie, Carmien. "Structure of the fungal hydroxylase, CYP505A30, and rational transfer of mutation data from CYP102A1 to alter regioselectivity". . p. 7359 - 7367. Retrieved 2021/11/23.
• 2、 Chinna Ayya Swamy,Varenikov, Andrii,Ruiter, Graham De. "Chiral Imidazo[1,5- a]pyridine-Oxazolines: A Versatile Family of NHC Ligands for the Highly Enantioselective Hydrosilylation of Ketones". supporting information. p. 247 - 257. Retrieved 2020/02/04.