(S)-(+)-2-Nonanol

Base Information

• Chemical Name: (S)-(+)-2-Nonanol
• CAS No.: 70419-06-6
• Molecular Formula: C9H20O
• Molecular Weight: 144.257
• Hs Code.: 2905190098
• DSSTox Substance ID: DTXSID30454911
• Nikkaji Number: J58.747H
• Wikidata: Q82276714
• Metabolomics Workbench ID: 3361
• Mol file: 70419-06-6.mol

Synonyms:(S)-(+)-2-Nonanol;(2S)-NONAN-2-OL;Nonan-2S-ol;70419-06-6;(s)-nonan-2-ol;(S)-2-nonanol;SCHEMBL7670661;DTXSID30454911;CHEBI:178391;NGDNVOAEIVQRFH-VIFPVBQESA-N;LMFA05000503;(S)-(+)-2-Nonanol, 97%, optical purity98%

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

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• Boiling Point: 195.522 °C at 760 mmHg
• Flash Point: 82.222 °C
• Density: 0.824 g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 144.151415257
• Heavy Atom Count: 10
• Complexity: 61.7

Purity/Quality:

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(C)O
• Isomeric SMILES: CCCCCCC[C@H](C)O
• Uses: (S)-(+)-2-Nonanol can be used as a reactant to prepare: Nonan-2-yl 4-nitrobenzoate by reacting with 4-nitrobenzoic acid in Mitsunobu reaction conditions. Chiral conjugated polythiophene derivatives from achiral monomers in nematic liquid crystal solvent.

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

There total 64 articles about (S)-(+)-2-Nonanol 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: 95.0%

Octanal (124-13-0) + methyltriisopropoxytitanium(IV) (18006-13-8) → (R)-2-nonanol (628-99-9,70419-06-6,74683-66-2,70419-07-7)

Guidance literature:

With (Ra)-2'-[(S)-hydroxy(pyridin-4-yl)methyl]-(1,1'-binaphthalen)-2-ol; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h; enantioselective reaction;

DOI:10.1016/j.tetasy.2016.06.001

Reference yield: 62.0%

nonan-2-ol (628-99-9) → (R)-2-nonanol (628-99-9,70419-06-6,74683-66-2,70419-07-7)

Guidance literature:

With Candida albicans CCT 0776 whole cells; at 28 ℃; for 0.5h; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.tetasy.2009.10.003

Reference yield: 38.0%

2-Nonanone (821-55-6) → (R)-2-nonanol (628-99-9,70419-06-6,74683-66-2,70419-07-7) + (S)-nonan-2-ol (70419-06-6)

Guidance literature:

With sprouted Pisum sativa; In water; at 25 ℃; for 72h; optical yield given as %ee; enantioselective reaction;

DOI:10.1055/s-0028-1088047

upstream raw materials:

2-Nonanone

Octanal

tetramethyl titanium

dimethyl zinc(II)

Downstream raw materials:

(R)-2-nonanol

(S)-p-toluenesulfonate 1-methyloctyl ester

(R)-(-)-1-methyloctyl p-toluenesulfonate

(S)-1,3-dibromo-5-(nonan-2-yloxy)benzene

Refernces

• 1、 Veguillas, Marcos,Solà, Ricard,Shaw, Luke,Maciá, Beatriz. "Catalytic Asymmetric Addition of Organolithium Reagents to Aldehydes". . p. 1788 - 1794. Retrieved 2016/04/05.
• 2、 Zhang, Yu-Jun,Zhang, Wen-Xia,Zheng, Gao-Wei,Xu, Jian-He. "Identification of an ε-keto ester reductase for the efficient synthesis of an (R)-α-lipoic acid precursor". supporting information. p. 1697 - 1702. Retrieved 2015/06/02.