10-Bromodecanol

Base Information

• Chemical Name: 10-Bromodecanol
• CAS No.: 53463-68-6
• Molecular Formula: C10H21BrO
• Molecular Weight: 237.18
• Hs Code.: 29055900
• European Community (EC) Number: 258-572-4
• DSSTox Substance ID: DTXSID1068855
• Nikkaji Number: J246.004A
• Wikidata: Q72453977
• Mol file: 53463-68-6.mol

Synonyms:10-Bromo-1-decanol;10-Bromodecanol;53463-68-6;10-bromodecan-1-ol;1-Decanol, 10-bromo-;C10H21BrO;EINECS 258-572-4;MFCD00041681;Decamethylene bromohydrin;10-hydroxy-1-bromo decane;1-bromodecan-10-ol;10-bromodecane-1-ol;10-bromo-decan-1-ol;10-hydroxy1-bromo decane;SCHEMBL52701;C10-H21-Br-O;DTXSID1068855;CHEBI:188647;AKOS015836191;CS-W008264;SY010093;10-Bromo-1-decanol, technical grade, 90%;B1730;FT-0649555;EN300-133572;S12028;A829612;J-650206

Chemical Property of 10-Bromodecanol

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.000257mmHg at 25°C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 288.588 °C at 760 mmHg
• PKA: 15.20±0.10(Predicted)
• Flash Point: 118.313 °C
• PSA: 20.23000
• Density: 1.161 g/cm³
• LogP: 3.49440
• Storage Temp.: −20°C
• Solubility.: Chloroform (Sparingly)
• Water Solubility.: It is miscible with water.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 236.07758
• Heavy Atom Count: 12
• Complexity: 76.2

Purity/Quality:

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

10-Bromo-1-decanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCBr)CCCCO
• Uses: 10-Bromo-1-decanol is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. 10-Bromo-1-decanol was used in the synthesis of (11Z,13Z)-11,13-hexadecadienal, the female sex pheromone of the navel orangeworm (Amyelois transitella). 10-Bromodecanol can be used to synthesize rotaxane dendrimers. It can also be used to synthesize J2326, a molecule that induces neurite outgrowth in?neuronal cells.

Technology Process of 10-Bromodecanol

There total 19 articles about 10-Bromodecanol 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: 95.0%

C14H29BrO3 (1296645-25-4) → 1-bromo-10-decanol (53463-68-6)

Guidance literature:

C₁₄H₂₉BrO₃; With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With water; In diethyl ether; dichloromethane; at 20 ℃; for 5h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.048

Reference yield: 93.0%

1,10-Decanediol (112-47-0) → 1-bromo-10-decanol (53463-68-6)

Guidance literature:

With hydrogen bromide; In water; toluene; for 16h; Inert atmosphere; Reflux; Dean-Stark;

DOI:10.1016/j.tet.2014.12.092

Reference yield: 92.0%

C16H35BrO2Si (1296645-37-8) → 1-bromo-10-decanol (53463-68-6)

Guidance literature:

C₁₆H₃₅BrO₂Si; With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With water; In dichloromethane; at 20 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.048

upstream raw materials:

1,10-Decanediol

10-bromodecanoic acid

10-chlorodecanol

1Z,5E-cyclodecadiene

Downstream raw materials:

12-hydroxydodecanoic acid

10-bromodecanoic acid

10-(phenylselanyl)decan-1-ol

10-(p-nitroguaiacoxy)-1-decanol

Refernces

• 1、 Villadsen, Nikolaj L.,Jacobsen, Kristian M.,Keiding, Ulrik B.,Weibel, Esben T.,Christiansen, Bj?rn,Vosegaard, Thomas,Bjerring, Morten,Jensen, Frank,Johannsen, Mogens,T?rring, Thomas,Poulsen, Thomas B.. "Synthesis of ent-BE-43547A 1 reveals a potent hypoxia-selective anticancer agent and uncovers the biosynthetic origin of the APD-CLD natural products". . p. 264 - 272. Retrieved 2017.
• 2、 Kranthikumar, Ramagonolla. "Toward the synthesis of the hypoxia selective anticancer agent BE-43547 A2". supporting information. p. 9833 - 9839. Retrieved 2021/12/07.
• 3、 -. "Synthesis method of sex pheromone (S)-14-methyl-1-octadecene of lepidoptera pest peach leaf miners". Paragraph 0047; 0065-0066. . Retrieved 2020/08/02.