1-Hexadecanol

Base Information

• Chemical Name: 1-Hexadecanol
• CAS No.: 36653-82-4
• Deprecated CAS: 168679-13-8,124-29-8,55069-45-9,8014-51-5,8023-37-8,8032-16-4,8032-17-5,8032-89-1,1173838-87-3
• Molecular Formula: C16H34O
• Molecular Weight: 242.445
• Hs Code.: 29051700
• European Community (EC) Number: 253-149-0,691-406-2
• NSC Number: 4194
• UNII: 936JST6JCN
• DSSTox Substance ID: DTXSID4027991
• Nikkaji Number: J3.499A
• Wikipedia: Cetyl_alcohol
• Wikidata: Q161632
• NCI Thesaurus Code: C47442
• RXCUI: 20615
• Metabolomics Workbench ID: 3154
• ChEMBL ID: CHEMBL706
• Mol file: 36653-82-4.mol

Synonyms:1-hexadecanol;cetanol;cetyl alcohol;cetyl alcohol, 14C-labeled;cetyl alcohol, aluminum salt;hexadecan-1-ol;n-hexadecanol

Chemical Property of 1-Hexadecanol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: <0.01 mm Hg ( 43 °C)
• Melting Point: 49-51 °C
• Refractive Index: nD79 1.4283
• Boiling Point: 310.9 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 135 °C
• PSA: 20.23000
• Density: 0.818 g/cm³
• LogP: 5.46000
• Storage Temp.: 2-8°C
• Solubility.: Soluble in alcohol, chloroform, ether
• Water Solubility.: insoluble
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 242.260965704
• Heavy Atom Count: 17
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

1-Hexadecanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 22-24/25-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CCCCCCCCCCCCCCCCO
• Description: 1-Hexadecanol is a waxy white powder or flake form at room temperature, and is insoluble in water and soluble in alcohols and oils. Discovered by Chevrenl in 1913, It is one of the oldest known long-chain alcohol. It can be produced from the reduction of palmitic acid. 1-Hexadecanol may be contained in cosmetic and personal care products such as shampoos, creams and lotions. it is mainly used as an opacifier, emulsifier, and thickening agent that alter the thickness of the liquid, and increase and stabilize the foaming capacity.
• Uses: 1-Hexadecanol has been used in preparation of:(±)-2-methoxyheptadecanoic acid (fatty acid)high-chain fatty acid esters of 1-hexadecanol, novel organic phase change material for thermal energy storagehexadecane (alkane) in the presence of membrane fraction of Vibrio furnissii M1 cetyl alcohol is a versatile ingredient that can serve as an emollient, emulsifier, thickener, binder, foam booster, or emulsion stabilizer, depending on the formulation and need. It is derived from coconut or palm oil as well as being synthetically manufactured. It is considered by some sources to be a non-comedogenic material.

Technology Process of 1-Hexadecanol

There total 129 articles about 1-Hexadecanol 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: 100.0%

hexadecanoic acid methyl ester (112-39-0) → 1-Hexadecanol (36653-82-4,124-29-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 50 ℃; for 0.75h;

DOI:10.1021/ac9802527

Reference yield: 98.0%

hexadecanoic acid ethyl ester (628-97-7) → 1-Hexadecanol (36653-82-4,124-29-8)

Guidance literature:

With C₃₂H₃₆ClNO₂P₂Ru; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 120 ℃; for 20h; under 38002.6 Torr; Autoclave; Green chemistry;

Reference yield: 98.0%

n-hexadecyl benzoate (22485-54-7) → 1-Hexadecanol (36653-82-4,124-29-8)

Guidance literature:

With methanol; samarium(II) dibromide; In tetrahydrofuran; at 20 ℃; for 48h; Concentration; Reagent/catalyst; Time;

DOI:10.1080/00397911.2018.1429634

upstream raw materials:

hexadeca-2,4,6,8,10,12,14-heptaenal

n-hexadecylaldehyde

trans-hexadec-9-en-1-ol

hexadecanoic acid methyl ester

Downstream raw materials:

cetyl chloroformate

mono-hexadecyl ortho-phthalate

phthalic acid dihexadecyl ester

1-chloromethoxy-hexadecane

Refernces

• 1、 Hu, Caijuan,Li, Guoxun,Mu, Yu,Wu, Wenxi,Cao, Bixuan,Wang, Zixuan,Yu, Hainan,Guan, Peipei,Han, Li,Li, Liya,Huang, Xueshi. "Discovery of Anti-TNBC Agents Targeting PTP1B: Total Synthesis, Structure-Activity Relationship, in Vitro and in Vivo Investigations of Jamunones". supporting information. p. 6008 - 6020. Retrieved 2021/05/06.
• 2、 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.