1,14-Tetradecanediol

Base Information

• Chemical Name: 1,14-Tetradecanediol
• CAS No.: 19812-64-7
• Molecular Formula: C14H30O2
• Molecular Weight: 230.391
• Hs Code.: 29053995
• European Community (EC) Number: 243-341-2
• UNII: Q9PJ9ZSL7Z
• DSSTox Substance ID: DTXSID5066534
• Nikkaji Number: J225.292I
• Wikidata: Q72504846
• Mol file: 19812-64-7.mol

Synonyms:1,14-Tetradecanediol;tetradecane-1,14-diol;19812-64-7;tetradecamethylene glycol;1,14-Tetradecanol;EINECS 243-341-2;MFCD00004758;1,14-Tetradecandiol;Q9PJ9ZSL7Z;1,14-Dihydroxytetradecane;SCHEMBL158466;1,14-Tetradecanediol, 97%;DTXSID5066534;BDBM36276;AKOS015856535;CS-W006457;DS-6571;FT-0606053;1,14-tetradecanediol;A880000;J-012793

Chemical Property of 1,14-Tetradecanediol

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 9 mm Hg ( 200 °C)
• Melting Point: 85-90 °C(lit.)
• Refractive Index: 1.461
• Boiling Point: 356.1 °C at 760 mmHg
• PKA: 14.90±0.10(Predicted)
• Flash Point: 158.7 °C
• PSA: 40.46000
• Density: 0.904 g/cm³
• LogP: 3.65220
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 230.224580195
• Heavy Atom Count: 16
• Complexity: 101

Purity/Quality:

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

1,14-Tetradecanediol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCCCCO)CCCCCCO
• Uses: 1,14-Tetradecanediol is a bioactive component of Hybanthus enneaspermus with anti-microbial activity against microbes.

Technology Process of 1,14-Tetradecanediol

There total 19 articles about 1,14-Tetradecanediol 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%

1,14-tetradecanedioic acid (821-38-5) → 1,14-tetradecanediol (19812-64-7)

Guidance literature:

With borane; In tetrahydrofuran; Reflux;

DOI:10.1002/chem.201000142

Reference yield: 97.0%

dimethyl tetradecanedioate (5024-21-5) → 1,14-tetradecanediol (19812-64-7)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/ol4036159

Reference yield: 96.7%

→ 1,14-tetradecanediol (19812-64-7)

Guidance literature:

upstream raw materials:

tetradeca-4t,10t-diene-1,14-diol

tetradeca-2c,12c-diene-1,14-diol

tetradeca-1,13-diene

1,14-tetradecanedioic acid

Downstream raw materials:

14-bromotetradecan-1-ol

1,14-dibromotetradecane

Δ¹³-tetradecenol

tetradecane-1,14-diyl bis(4-methylbenzenesulfonate)

Refernces

• 1、 Wang, Kaiya,Cai, Xiaoyang,Yao, Wei,Tang, Du,Kataria, Rhea,Ashbaugh, Henry S.,Byers, Larry D,Gibb, Bruce C.. "Electrostatic Control of Macrocyclization Reactions within Nanospaces". . p. 6740 - 6747. Retrieved 2019.
• 2、 Esumi, Kunio,Asano, Yuki,Sakamoto, Yuichi,Meguro, Kenjiro. "Interaction between Disodium 1,14-tetradecanediyl Disulfate and Sodium Dodecyl Sulfate or Poly(oxyethylene) Nonyl Phenyl Ether on Alumina". . p. 1037 - 1041. Retrieved 1989.
• 3、 Tonoi, Takayuki,Kawahara, Ryo,Yoshinaga, Yutaka,Inohana, Takehiko,Fujimori, Keiko,Shiina, Isamu. "Total synthesis of (3R,16E,20E,23R)-(-)-eushearilide and structural determination of naturally occurring eushearilide". . p. 1356 - 1359. Retrieved 2015.
• 4、 Muller, Thierry,Grandbarbe, Luc,Morga, Eleonora,Heuschling, Paul,Luu, Bang. "Tocopherol long chain fatty alcohols decrease the production of TNF-α and NO radicals by activated microglial cells". . p. 6023 - 6026. Retrieved 2004.
• 5、 Thesseling, Florian A.,Hutter, Michael C.,Wiek, Constanze,Kowalski, John P.,Rettie, Allan E.,Girhard, Marco. "Novel insights into oxidation of fatty acids and fatty alcohols by cytochrome P450 monooxygenase CYP4B1". . . Retrieved 2019/12/12.