1,5-Decanediol

Base Information

• Chemical Name: 1,5-Decanediol
• CAS No.: 4203-48-9
• Molecular Formula: C10H22O2
• Molecular Weight: 174.283
• DSSTox Substance ID: DTXSID901317334
• Nikkaji Number: J1.272.209E
• Mol file: 4203-48-9.mol

Synonyms:1,5-decanediol;4203-48-9;SCHEMBL555236;DTXSID901317334

Chemical Property of 1,5-Decanediol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 174.161979940
• Heavy Atom Count: 12
• Complexity: 83.9

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC(CCCCO)O

Technology Process of 1,5-Decanediol

There total 3 articles about 1,5-Decanediol 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: 28.0%

1-Decanol (112-30-1) → decane-1,4-diol (37810-94-9) + decan-1,5-diol (4203-48-9) + decane-1,9-diol (3208-05-7,128705-94-2,4470-02-4) + 1,3-decane diol (6071-27-8) + 1,7-decane diol (13175-33-2) + 1,8-decane diol + decane-1,6-diol (4066-80-2)

Guidance literature:

With glucose dehydrogenase from Bacillus megaterium; cytochrome P₄₅₀ monooxygenase CYP₅₀₅E₃ from Aspergillus terreus; nicotinamide adenine dinucleotide; In aq. phosphate buffer; at 25 ℃; for 24h; regioselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/anie.202001055

Reference yield: 12.0%

1,10-decadiene (1647-16-1) → 1,10-Decanediol (112-47-0) + decan-1,5-diol (4203-48-9)

Guidance literature:

With 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide borane complex; Product distribution;

DOI:10.1021/jo00180a023

Reference yield:

(+/-)-δ-decanolactone (705-86-2) → decan-1,5-diol (4203-48-9) + 1-decanoic acid (334-48-5)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 20 ℃; for 1h; Overall yield = 52 %Spectr.; Schlenk technique; Inert atmosphere;

DOI:10.1021/ja503494b

upstream raw materials:

1,10-decadiene

(+/-)-δ-decanolactone

1-Decanol

Downstream raw materials:

(R)-δ-decalactone

(S)-(-)-tetrahydro-6-pentyl-2H-pyran-2-one

1-hydroxydecan-5-one

5-oxodecanal

Refernces

• 1、 Szostak, Michal,Spain, Malcolm,Procter, David J.. "Ketyl-type radicals from cyclic and acyclic esters are stabilized by SmI2(H2O)n: the role of SmI2(H 2O)n in post-electron transfer steps". supporting information. p. 8459 - 8466. Retrieved 2014/06/24.