1,4-Dodecanediol

Base Information

• Chemical Name: 1,4-Dodecanediol
• CAS No.: 38146-95-1
• Molecular Formula: C12H26O2
• Molecular Weight: 202.337
• DSSTox Substance ID: DTXSID00456907
• Nikkaji Number: J2.464.819B
• Mol file: 38146-95-1.mol

Synonyms:1,4-Dodecanediol;Dodecane-1,4-diol;38146-95-1;1,4-dihydroxydodecane;SCHEMBL5915199;DTXSID00456907;CHEBI:195422

Chemical Property of 1,4-Dodecanediol

Chemical Property:

• Melting Point: 47°C
• Refractive Index: 1.4682 (estimate)
• Boiling Point: 280.32°C (rough estimate)
• PSA: 40.46000
• Density: 0.9216 (rough estimate)
• LogP: 2.87040
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 202.193280068
• Heavy Atom Count: 14
• Complexity: 105

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(CCCO)O

Technology Process of 1,4-Dodecanediol

There total 2 articles about 1,4-Dodecanediol 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: 25.0%

1-(2,2-Dioxo-2λ6-[1,2]oxathiolan-3-yl)-nonan-1-ol (75732-45-5) → 2-n-octyltetrahydrofuran (5921-92-6) + dodecane-1,4-diol (38146-95-1) + 3-mercapto-1,4-dodecanediol (75751-06-3)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; for 21h; Heating;

DOI:10.1021/jo00314a022

Reference yield:

1-dodecyl alcohol (112-53-8) → 1,10-dihydroxydodecane (39516-27-3) + dodecane-1,4-diol (38146-95-1) + 1,4,9-dodecane triol + Dodecane-2,12-diol (80158-99-2)

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: 79.0%

dodecane-1,4-diol (38146-95-1) → 2-n-octyltetrahydrofuran (5921-92-6)

Guidance literature:

dodecane-1,4-diol; With sodium hydride; In mineral oil; at 20 ℃; for 0.166667h; Inert atmosphere;

With trimethyl phosphite; In mineral oil; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c7cc01514c

upstream raw materials:

1-(2,2-Dioxo-2λ⁶-[1,2]oxathiolan-3-yl)-nonan-1-ol

1-dodecyl alcohol

Downstream raw materials:

(Z)-12-nonadecen-9-one

Triphenylphosphine oxide

gamma-dodecalactone

4-oxo-dodecanal

Refernces

• 1、 Smith, Michael B.,Wolinsky, Joseph. "Lithium aluminum hydride-aluminum hydride reduction of sultones". . p. 101 - 106. Retrieved 2007/10/02.