1-Tetradecanol

Base Information

• Chemical Name: 1-Tetradecanol
• CAS No.: 112-72-1
• Deprecated CAS: 150138-88-8,8032-14-2,67762-42-9,942947-30-0,189021-36-1,126339-59-1,126339-60-4,179607-28-4,52439-75-5,60650-34-2,209343-53-3,62683-39-0,8032-14-2
• Molecular Formula: C14H30O
• Molecular Weight: 214.392
• Hs Code.: 2905 19 00
• European Community (EC) Number: 616-261-4,272-490-6,204-000-3,268-107-7,275-983-4,264-118-6,267-019-6
• NSC Number: 8549
• UNII: V42034O9PU
• DSSTox Substance ID: DTXSID9026926
• Nikkaji Number: J10.104D
• Wikipedia: 1-Tetradecanol
• Wikidata: Q161683
• NCI Thesaurus Code: C80934
• RXCUI: 1362897
• Metabolomics Workbench ID: 3134
• ChEMBL ID: CHEMBL24022
• Mol file: 112-72-1.mol

Synonyms:1-tetradecanol;myristyl alcohol;myristyl alcohol, aluminum salt;tetradecan-1-ol

Chemical Property of 1-Tetradecanol

Chemical Property:

• Appearance/Colour: white low melting solid or flakes
• Vapor Pressure: <1 hPa (20 °C)
• Melting Point: 35-39 °C(lit.)
• Refractive Index: 1.4454
• Boiling Point: 263.2 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 125.9 °C
• PSA: 20.23000
• Density: 0.833 g/cm³
• LogP: 4.67980
• Storage Temp.: −20°C
• Solubility.: water: soluble0.00013g/L at 23°C
• Water Solubility.: insoluble
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 214.229665576
• Heavy Atom Count: 15
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

1-Tetradecanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: UVCB,Other Classes -> Other Organic Compounds
• Canonical SMILES: CCCCCCCCCCCCCCO
• Description: 1-Tetradecanol is a kind of straight-chain saturated fatty alcohol. It is often used as an ingredient in cosmetics such as cold creams because of its emollient properties. It can also be used as the intermediate during the manufacturing of some organic compounds like surfactants. Some studies have shown that it can inhibit the endothelial activation and reduce tissue responsiveness to cytokines, having the potential to treat the periodontitis based on studies on rabbits. It is also employed for the fabrication of temperature-regulated drug release system based on phase-change materials.
• Uses: myristyl alcohol is an emollient often used in hand creams, cold creams, and lotions to give them a smooth, velvety feel. Sources indicate it as being mildly comedogenic and potentially irritating. 1-Tetradecanol is used as an ingredient in cosmetics such as cold creams. It is an active intermediate in the chemical synthesis of sulfated alcohol. It is also employed in the fabrication of temperature-regulated drug release system based on phase-change materials. It plays a vital role in filling the hollow interiors of gold nanocages in the fabrication of new theranostic system, which has unique feature of photoacoustic imaging. As emollient for cold creams, etc., also for making the sulfated alcohol whose sodium salt is applicable as a "wetter" in textiles.

Technology Process of 1-Tetradecanol

There total 67 articles about 1-Tetradecanol 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: 99.0%

methyl myristoate (124-10-7) → 1-Tetradecanol (112-72-1)

Guidance literature:

With C₃₂H₃₆ClNO₂P₂Ru; potassium tert-butylate; hydrogen; In neat (no solvent); at 120 ℃; for 20h; under 38002.6 Torr; Autoclave; Green chemistry;

Reference yield: 96.0%

toluene (108-88-3,15644-74-3,16713-13-6) + Tetradecyloxymethyl-benzene → 1-Tetradecanol (112-72-1) + 1-methyl-3-(phenylmethyl)-benzene (620-47-3) + 1-methyl-4-(phenylmethyl)benzene (620-83-7) + 2-benzyltoluene (713-36-0)

Guidance literature:

With boron trifluoride diethyl etherate; at 120 ℃; for 2h;

DOI:10.1039/c4gc00005f

Reference yield: 96.0%

tetradecyl tert-butyldimethylsilyl ether (77774-34-6) → 1-Tetradecanol (112-72-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 - 25 ℃; for 0.333333h; Flow reactor;

DOI:10.1016/j.tetlet.2017.05.008

upstream raw materials:

1-tetradecene

(E)-5-tetradecenol

myristylaldehyde

methyl myristoate

Downstream raw materials:

n-tetradecyl lactate

succinic acid ditetradecyl ester

tetradecyl methacrylate

tetradecyl 3,4,5-trihydroxybenzoate

Refernces

• 1、 Narasimhan,Madhavan,Ganeshwar Prasad. "A simple alkene-catalyzed reduction of aromatic esters to alcohols by zinc borohydride". . p. 385 - 390. Retrieved 1997.
• 2、 Gupta, Madan M.,Verma, Ram K.,Akhila, Anand. "OXO ACIDS AND BRANCHED FATTY ACID ESTERS FROM RHIZOMES OF COSTUS SPECIOSUS". . p. 1899 - 1902. Retrieved 1986.
• 3、 Chakraborty, Soumi,Das, Arpan,Mandal, Swadhin K.. "Redox-active ligand based Mn(i)-catalyst for hydrosilylative ester reduction". supporting information. p. 12671 - 12674. Retrieved 2021/12/04.
• 4、 Fernández Montoya, Deicy J.,Contreras Jordan, Luis A.,Moreno-Murillo, Bárbara,Silva-Gómez, Edelberto,Mayorga-Wandurraga, Humberto. "Enantiomeric synthesis of natural alkylglycerols and their antibacterial and antibiofilm activities". supporting information. p. 2544 - 2550. Retrieved 2019/11/13.