4-Dodecanol

Base Information

• Chemical Name: 4-Dodecanol
• CAS No.: 10203-32-4
• Molecular Formula: C12H26 O
• Molecular Weight: 186.338
• Hs Code.: 2905199090
• European Community (EC) Number: 233-502-5
• NSC Number: 158432
• DSSTox Substance ID: DTXSID201030175
• Nikkaji Number: J112.113H
• Wikidata: Q106902767
• Mol file: 10203-32-4.mol

Synonyms:4-Dodecanol;Dodecan-4-ol;10203-32-4;4-Hydroxydodecane;EINECS 233-502-5;AI3-35261;NSC158432;n-Octyl-n-propyl carbinol;C(O)(CCC)CCCCCCCC;SCHEMBL76977;DTXSID201030175;MFCD00014413;AKOS009157583;NSC 158432;NSC-158432;AS-77832;FT-0618371;F70033

Chemical Property of 4-Dodecanol

Chemical Property:

• Vapor Pressure: 0.00476mmHg at 25°C
• Melting Point: 11-12°C
• Refractive Index: 1.4400
• Boiling Point: 130-132°C 19mm
• Flash Point: 100.1°C
• PSA: 20.23000
• Density: 0.829g/cm³
• LogP: 3.89800
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 186.198365449
• Heavy Atom Count: 13
• Complexity: 91.1

Purity/Quality:

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

4-Dodecanol, 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(CCC)O

Technology Process of 4-Dodecanol

There total 17 articles about 4-Dodecanol 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: 84.0%

ethylmagnesium chloride (2386-64-3) + 3-n-octyl-2,5-dioxathiolane 1,1-dioxide (117470-91-4) → 4-dodecanol (10203-32-4)

Guidance literature:

ethylmagnesium chloride; 3-n-octyl-2,5-dioxathiolane 1,1-dioxide; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 20 ℃; for 1h;

With sulfuric acid; In tetrahydrofuran; water; Temperature; Reagent/catalyst; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01745

Reference yield: 80.0%

ethylmagnesium bromide (925-90-6) + 3-n-octyl-2,5-dioxathiolane 1,1-dioxide (117470-91-4) → 4-dodecanol (10203-32-4)

Guidance literature:

ethylmagnesium bromide; 3-n-octyl-2,5-dioxathiolane 1,1-dioxide; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 20 ℃; for 1h;

With sulfuric acid; In tetrahydrofuran; water; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01745

Reference yield: 51.0%

1-Iodooctane (629-27-6) + butyraldehyde (123-72-8) → 4-dodecanol (10203-32-4)

Guidance literature:

1-Iodooctane; With sec.-butyllithium; sec-butylmagnesium chloride; In toluene; at 40 ℃; for 4h; Schlenk technique; Inert atmosphere;

butyrylaldehyde; With copper(I) cyanide di(lithium chloride) complex; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202116625

upstream raw materials:

nonan-1-al

n-propylmagnesium bromide

dodecan-4-one

octylmagnesium bromide

Downstream raw materials:

Trimethyl-(1-propyl-nonyloxy)-silane

4-chloro-dodecane

dodecan-4-one

Refernces

• 1、 Maseme, Mpeyake Jacob,Opperman, Diederik Johannes,Pennec, Alizé,Smit, Martha Sophia,van Marwijk, Jacqueline. "CYP505E3: A Novel Self-Sufficient ω-7 In-Chain Hydroxylase". supporting information. p. 10359 - 10362. Retrieved 2020/04/23.
• 2、 Soai, Kenso,Yokoyama, Shuji,Hayasaka, Tomoiki. "Chiral N,N-Dialkylnorephedrines as Catalysts of the Highly Enantioselective Addition of Dialkylzincs to Aliphatic and Aromatic Aldehydes. The Asymmetric Synthesis of Secondary Aliphatic and Aromatic Alcohols of High Optical Purity". . p. 4264 - 4268. Retrieved 2007/10/02.