14-Bromo-1-tetradecanol

Base Information

• Chemical Name: 14-Bromo-1-tetradecanol
• CAS No.: 72995-94-9
• Molecular Formula: C14H29BrO
• Molecular Weight: 293.288
• European Community (EC) Number: 672-420-8
• DSSTox Substance ID: DTXSID30373759
• Wikidata: Q72512654
• Mol file: 72995-94-9.mol

Synonyms:14-bromotetradecan-1-ol;14-Bromo-1-tetradecanol;72995-94-9;14-Bromotetradecanol;1-Tetradecanol, 14-bromo-;14-bromo-tetradecan-1-ol;MFCD01076225;C14H29BrO;14-hydroxytetradecyl bromide;SCHEMBL581581;AMY6317;DTXSID30373759;VKXZRJZWAYBBAE-UHFFFAOYSA-N;XCA99594;AKOS015964710;DS-4800;SY063521;A9454;CS-0082396;FT-0641438

Chemical Property of 14-Bromo-1-tetradecanol

Chemical Property:

• Vapor Pressure: 2.05E-06mmHg at 25°C
• Melting Point: 42-43 °C(Solv: heptane (142-82-5))
• Refractive Index: 1.475
• Boiling Point: 353.6 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 131.1 °C
• PSA: 20.23000
• Density: 1.084 g/cm³
• LogP: 5.05480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 292.14018
• Heavy Atom Count: 16
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

14-Bromo-1-tetradecanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCCCBr)CCCCCCO
• Uses: 14-Bromo-1-tetradecanol can be used to synthesize cyclohexenoic long chain fatty alcohols that have implications as neuronal growth stimulators.

Technology Process of 14-Bromo-1-tetradecanol

There total 5 articles about 14-Bromo-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: 88.0%

1,14-tetradecanediol (19812-64-7) → 14-bromotetradecan-1-ol (72995-94-9)

Guidance literature:

With hydrogen bromide; In cyclohexane;

DOI:10.1016/S0040-4020(98)00406-2

Reference yield: 72.0%

1,14-tetradecanediol (19812-64-7) → 14-bromotetradecan-1-ol (72995-94-9) + 1,14-dibromotetradecane (37688-96-3)

Guidance literature:

With hydrogen bromide; In water; toluene; Reflux;

DOI:10.1016/j.tet.2009.03.046

Reference yield:

1,14-tetradecanedioic acid (821-38-5) → 14-bromotetradecan-1-ol (72995-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / Heating

2: LiAlH₄ / diethyl ether / 0 °C

3: HBr / benzene / Heating

With lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; In diethyl ether; benzene;

DOI:10.1002/chem.200601866

upstream raw materials:

1,14-tetradecanediol

1,14-tetradecanedioic acid

dimethyl tetradecanedioate

Downstream raw materials:

1,1-(ethylenedioxy)-3-(14-hydroxytetradecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane

Refernces

• 1、 Heberlig, Graham W.,Brown, Jesse T. C.,Simard, Ryan D.,Wirz, Monica,Zhang, Wei,Wang, Meng,Susser, Leah I.,Horsman, Mark E.,Boddy, Christopher N.. "Chemoenzymatic macrocycle synthesis using resorcylic acid lactone thioesterase domains". supporting information. p. 5771 - 5779. Retrieved 2018/08/22.
• 2、 Schmidt, Gesine,Timm, Christoph,Grube, Achim,Volk, Christian A.,Koeck, Matthias. "Viscosalines B1,2 and E1,2: Challenging new 3-alkyl pyridinium alkaloids from the marine sponge Haliclona viscosa". supporting information; experimental part. p. 8180 - 8189. Retrieved 2012/08/13.