(R)-2-Undecanol

Base Information

• Chemical Name: (R)-2-Undecanol
• CAS No.: 85617-06-7
• Molecular Formula: C11H24O
• UNII: 8OES5WG2XI
• Nikkaji Number: J76.624K
• Wikidata: Q27270819
• Mol file: 85617-06-7.mol

Synonyms:(R)-2-Undecanol;2-Undecanol, (R)-;85617-06-7;2-Undecanol, (-)-;2-Undecanol, (2R)-;UNII-8OES5WG2XI;8OES5WG2XI;FEMA No. 3246, (-)-;(R)-undecan-2-ol;(-)-2-undecanol;(L)-undecan-2-ol;EX-A7842R;Q27270819

Chemical Property of (R)-2-Undecanol

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 172.182715385
• Heavy Atom Count: 12
• Complexity: 81.1

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(C)O
• Isomeric SMILES: CCCCCCCCC[C@@H](C)O

Technology Process of (R)-2-Undecanol

There total 10 articles about (R)-2-Undecanol 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: 65.0%

(2R,3R)-3-((undecan-2-yl)oxy)-2-hydroxy-1,4-butanedioic acid dimethyl ester (138298-66-5) → (R)-(-)-2-undecanol (85617-06-7,113666-64-1)

Guidance literature:

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/ja012530g

Reference yield: 65.0%

undecan-2-ol (1653-30-1,113666-64-1) → (R)-(-)-2-undecanol (85617-06-7,113666-64-1)

Guidance literature:

With Candida albicans CCT 0776 whole cells; at 28 ℃; for 1h; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.tetasy.2009.10.003

Reference yield:

caprinaldehyde (112-31-2) + methyltriisopropoxytitanium(IV) (18006-13-8) → (S)-undecan-2-ol (85617-05-6,113666-64-1) + (R)-(-)-2-undecanol (85617-06-7,113666-64-1)

Guidance literature:

With [(4R,5R)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato-O,O']diisopropoxytitanium(IV); In toluene; at -78 - 0 ℃; for 12h; Overall yield = 85 %; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.09.002

upstream raw materials:

(2R,3R)-3-((undecan-2-yl)oxy)-2-hydroxy-1,4-butanedioic acid dimethyl ester

(2R,3R)-3-((undecan-2-yl)oxy)-2-hydroxy-1,4-butanedioic acid dimethyl ester

caprinaldehyde

dimethyl zinc(II)