12-Bromo-1-dodecanol

Base Information

• Chemical Name: 12-Bromo-1-dodecanol
• CAS No.: 3344-77-2
• Molecular Formula: C12H25 Br O
• Molecular Weight: 265.234
• Hs Code.: 2905590090
• UNII: L7CYF0086V
• DSSTox Substance ID: DTXSID1049273
• Nikkaji Number: J236.393C
• Wikidata: Q27093585
• Metabolomics Workbench ID: 147192
• ChEMBL ID: CHEMBL1231267
• Mol file: 3344-77-2.mol

Synonyms:12-Bromo-1-dodecanol;12-bromododecan-1-ol;3344-77-2;12-bromododecanol;BROMO-DODECANOL;12-Bromo-dodecan-1-ol;1-Dodecanol, 12-bromo-;UNII-L7CYF0086V;L7CYF0086V;DTXSID1049273;MFCD00004754;1n8u;1n8v;C12H25BrO;12-hydroxy-1-bromododecane;SCHEMBL531310;12-Bromo-1-dodecanol, 99%;CHEMBL1231267;DTXCID6029129;AMY6316;Tox21_202822;BBL100381;STL554175;AKOS015836180;DB02619;NCGC00260368-01;AS-10236;SY019468;CAS-3344-77-2;B1731;CS-0158375;FT-0718578;EN300-87131;J-019189;Q27093585;Z1259040916

Chemical Property of 12-Bromo-1-dodecanol

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.5130 (estimate)
• Boiling Point: 299.5 °C at 760 mmHg ,155 °C4 mm Hg(lit.)
• PKA: 15.20±0.10(Predicted)
• Flash Point: 113 ºC
• PSA: 20.23000
• Density: 1.117 g/cm³
• LogP: 4.27460
• Storage Temp.: 0-10°C
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 264.10888
• Heavy Atom Count: 14
• Complexity: 96.3

Purity/Quality:

99.9% ^*data from raw suppliers

12-Bromo-1-dodecanol ^*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(CCCCCCBr)CCCCCO
• Uses: 12-Bromo-1-dodecanol is a skin sensitizer.

Technology Process of 12-Bromo-1-dodecanol

There total 3 articles about 12-Bromo-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: 80.0%

1,12-dodecandiol (5675-51-4) → 1,12-dibromododecane (3344-70-5) + 12-bromododecanol (3344-77-2)

Guidance literature:

With hydrogen bromide; In cyclohexane; Heating;

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

Reference yield:

12-acetyloxybromododecane (154030-62-3) → 1,12-dodecandiol (5675-51-4) + 12-bromododecanol (3344-77-2)

Guidance literature:

Reference yield:

11-(Dioxolan-2-yl)undecyl(triphenyl)phosphonium bromide (84451-52-5) + 12-bromo-1-dodecaldehyde (81819-07-0) → 12-bromododecanol (3344-77-2) + 12-diphenylphosphinoyldodecanal ethylene acetal (116319-45-0) + cis-24-bromotetracos-12-enal ethylene acetal (84451-53-6) + cis-24-bromotetracos-12-enal ethylene acetal (113309-14-1)

Guidance literature:

With lithium aluminium tetrahydride; 18-crown-6 ether; potassium carbonate; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1.) THF, reflux, 157 h; 2.) ether, bromoethane, 20 deg C, 25 min;

upstream raw materials:

11-(Dioxolan-2-yl)undecyl(triphenyl)phosphonium bromide

12-bromo-1-dodecaldehyde

1,12-dodecandiol

12-acetyloxybromododecane

Downstream raw materials:

14-hydroxymyristic acid

14-bromotetradecanoic acid

methyl 4-((12-hydroxydodecyl)oxy)benzoate

N-(4-(dodecyloxy)phenyl)acetamide

Refernces

• 1、 Girlanda-Junges, Celine,Keyling-Bilger, Florence,Schmitt, Gaby,Luu, Bang. "Effect of cyclohexenonic long chain fatty alcohols on neurite outgrowth. Study on structure-activity relationship". . p. 7735 - 7748. Retrieved 2007/10/03.