1-Dodecanol

Base Information

• Chemical Name: 1-Dodecanol
• CAS No.: 112-53-8
• Deprecated CAS: 1322-35-6,68855-55-0,8014-32-2,8032-08-4,8032-09-5,8032-10-8,1173838-88-4,1173838-88-4,68855-55-0,8014-32-2,8032-08-4,8032-10-8
• Molecular Formula: C12H26O
• Molecular Weight: 186.338
• Hs Code.: 29051700
• European Community (EC) Number: 203-982-0,271-359-0
• ICSC Number: 1765
• NSC Number: 3724
• UN Number: 3077
• UNII: 178A96NLP2
• DSSTox Substance ID: DTXSID5026918
• Nikkaji Number: J1.505I
• Wikipedia: Dodecanol
• Wikidata: Q161617
• RXCUI: 1362875
• Metabolomics Workbench ID: 3096
• ChEMBL ID: CHEMBL24722
• Mol file: 112-53-8.mol

Synonyms:1 Dodecanol;1-Dodecanol;Alcohol, Dodecyl;Alcohol, Lauryl;Alcohol, n-Dodecyl;Dodecanol;Dodecyl Alcohol;Lauryl Alcohol;n Dodecyl Alcohol;n-Dodecyl Alcohol

Chemical Property of 1-Dodecanol

Chemical Property:

• Appearance/Colour: white low melting crystalline solid
• Vapor Pressure: 0.1 mm Hg ( 20 °C)
• Melting Point: 22-27 °C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 258 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 115.4 °C
• PSA: 20.23000
• Density: 0.831 g/cm³
• LogP: 3.89960
• Storage Temp.: Store below +30°C.
• Solubility.: water: slightly soluble1g/L at 23°C
• Water Solubility.: insoluble
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 186.198365449
• Heavy Atom Count: 13
• Complexity: 81.2

Purity/Quality:

99% ^*data from raw suppliers

1-Dodecanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 38-50-50/53-36/38-36/37/38
• Safety Statements: 61-37/39-29-26-60-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: UVCB,Other Classes -> Alcohols and Polyols,Other
• Canonical SMILES: CCCCCCCCCCCCO
• Inhalation Risk: No indication can be given whether a harmful concentration in the air will be reached.
• Effects of Short Term Exposure: The substance is irritating to the skin, eyes and possibly the respiratory tract. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis.
• Physical properties: 1-Dodecanol is a white low melting crystalline solid that has a melting point of 24°C.The air odor threshold for dodecyl alcohol (isomer not specified) is reported to be 7.1 ppb.
• Uses: 1-Dodecanol is used as a cosmetic, textile auxiliaries, synthetic oil, emulsifiers and flotation agent of raw materials, a detergent raw material, a foaming agent of the toothpaste. 1-Dodecanol is used in chemical formulations for a variety of purposes, including as an emulsion stabilizer, a skin-conditioning emollient, and a viscosity-increasing agent.

Technology Process of 1-Dodecanol

There total 250 articles about 1-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: 78.0%

lauric acid isopropyl ester (10233-13-3) → 1-dodecyl alcohol (112-53-8) + undecyl cyanide (2437-25-4)

Guidance literature:

lauric acid isopropyl ester; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

With ammonia; iodine; In tetrahydrofuran; hexane; dichloromethane; water; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.04.008

Reference yield: 72.0%

n-propyl laurate (3681-78-5) → 1-dodecyl alcohol (112-53-8) + undecyl cyanide (2437-25-4)

Guidance literature:

n-propyl laurate; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

With ammonia; iodine; In tetrahydrofuran; dichloromethane; water; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2011.04.008

Reference yield: 53.0%

1-dodecyne (765-03-7) → dodecan-2-one (6175-49-1) + 1-dodecyl alcohol (112-53-8)

Guidance literature:

With water; dichloro(benzene)ruthenium(II) dimer; trisodium tris(3-sulfophenyl)phosphine; In ethanol; at 100 ℃; for 43h; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3773(19981102)37:20<2867::AID-ANIE2867>3.0.CO;2-E

upstream raw materials:

lauric acid

n-dodecanoyl chloride

diethyl ether

tert-butylmagnesium chloride

Downstream raw materials:

1-dodecylpiperidine

dodecyl laurate

terephthalic acid monododecyl ester

N-Carbamoyl-maleinsaeure-dodecylester-amid

Refernces

• 1、 Church,Abdel-Gelil. "-". . p. 813,816. Retrieved 1957.
• 2、 Bethell,Fessey,Namwindwa,Roberts. "The hydrolysis of C12 primary alkyl sulfates in concentrated aqueous solutions. Part 1. General features, kinetic form and mode of catalysis in sodium dodecyl sulfate hydrolysis". . p. 1489 - 1495. Retrieved 2001.
• 3、 Qiu, You-Chun,Zhang, Fu-Li,Zhang, Chun-Nian. "A practical and efficient procedure for reduction of carboxylic acids and their derivatives: use of KBH4-MgCl2". . p. 7595 - 7598. Retrieved 2007.
• 4、 Watanabe,A.. "-". . p. 398 - 402. Retrieved 1961.
• 5、 Tewari. "Thermodynamics of the lipase-catalyzed esterification of 1-dodecanoic acid and 1-dodecanol in organic solvents". . p. 750 - 755. Retrieved 1998.
• 6、 Hirsch, S.,Kashman, Y.. "NEW GLYCOSPHINGOLIPIDS FROM MARINE ORGANISM". . p. 3897 - 3906. Retrieved 1989.
• 7、 Chikamatsu, Nobuyasu,Tagawa, Tomohiko,Goto, Shigeo. "Reaction Pathway and Selective Hydrogenation on Catalyst Derived from Oxidation Treatment of Mg2Cu Alloy". . p. 1548 - 1552. Retrieved 1994.
• 8、 Connor,Folkers,Adkins. "". . p. 2012,54<1932>1141,1153. Retrieved 1931.
• 9、 Baschkirow,Tschertkow. "". . . Retrieved 1952.
• 10、 Pereira, Rui F. P.,Valente, Artur J. M.,Burrows, Hugh D.,De Zea Bermudez, Veronica,Carvalho, Rui A.,Castro, Ricardo A. E.. "Structural characterization of solid trivalent metal dodecyl sulfates: From aqueous solution to lamellar superstructures". . p. 1420 - 1433. Retrieved 2013.