8-Bromo-1-octanol

Base Information

• Chemical Name: 8-Bromo-1-octanol
• CAS No.: 50816-19-8
• Molecular Formula: C8H17BrO
• Molecular Weight: 209.126
• Hs Code.: 29055900
• European Community (EC) Number: 256-785-7
• DSSTox Substance ID: DTXSID4068589
• Nikkaji Number: J422.550C
• Wikidata: Q72448864
• Mol file: 50816-19-8.mol

Synonyms:8-Bromooctanol;Bromooctanol;Octamethylene bromohydrin;Octan-1-ol, 8-bromo-;8-Bromooctan-1-ol;AC1L4RLI;294144_ALDRICH;AC1Q27W6;17820_FLUKA;MolPort-000-149-924;

Chemical Property of 8-Bromo-1-octanol

Chemical Property:

• Vapor Pressure: 0.000403mmHg at 25°C
• Refractive Index: n20/D 1.480(lit.)
• Boiling Point: 282.1 °C at 760 mmHg
• PKA: 15.19±0.10(Predicted)
• Flash Point: 105.2 °C
• PSA: 20.23000
• Density: 1.22 g/cm³
• LogP: 2.71420
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 208.04628
• Heavy Atom Count: 10
• Complexity: 57.2

Purity/Quality:

99.9% ^*data from raw suppliers

8-Bromooctan-1-ol ^*data from reagent suppliers

Safty Information:

• Statements: 36-38
• Safety Statements: 23-24/25-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCBr)CCCO
• Uses: It is used to produce 8-phenylselanyl-octan-1-ol by reaction with diphenyl-diselane. The reaction occurs with reagent sodium borohydride and solvent ethanol at ambient temperature. The yield is about 96%. 8-Bromo-1-octanol was used in the synthesis of (E)-10-hydroxy-2-decenoic acid (royal jelly acid)1. It was also used in the synthesis of (Z)-14-methyl-9-pentadecenoic acid.

Technology Process of 8-Bromo-1-octanol

There total 15 articles about 8-Bromo-1-octanol 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%

1,8-Octanediol (629-41-4) → 8-bromooctanol (50816-19-8)

Guidance literature:

With hydrogen bromide; In water; toluene; for 8h; Reflux;

Reference yield: 96.0%

8-bromo-1-(1-butoxyethoxy)octane (117952-77-9) → 8-bromooctanol (50816-19-8)

Guidance literature:

With cation-exchange resin KU-2-8;

DOI:10.1007/BF00597601

Reference yield: 95.0%

8-bromooctanoic acid (17696-11-6) → 8-bromooctanol (50816-19-8)

Guidance literature:

With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; 1,2,3-trimethoxy glycerol ether; at 60 ℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c3gc41082j

upstream raw materials:

1,8-Octanediol

8-bromooctanoic acid

methyl 8-bromooctanoate

8-bromo-1-(1-butoxyethoxy)octane

Downstream raw materials:

2-(8-bromooctyloxy)tetrahydropyran

(E)-11-tetradecen-1-ol

(E)-9-(phenylthio)-10-dodecen-1-ol

8-(phenylselanyl)octan-1-ol

Refernces

• 1、 Geresh, Shimona,Valiyaveettil, Thomas J.,Lavie, Yair,Shani, Arnon. "Chemoenzymatic synthesis of (R)-(+)-2-methylbutan-1-ol, a chiral synthon for the preparation of optically active pheromones". . p. 89 - 96. Retrieved 1998.
• 2、 Tellier,Sauvetre. "Fluorinated analogs of ester components of red bollworm sex pheromone". . p. 395 - 400. Retrieved 1991.
• 3、 Chien, Wei-Jynn,Gupta, Sachin,Liu, Bin,Lou, Da Wei,Shen, Yu-Jhe,Syu, Kun-Jie,Tseng, Jui-Chang,Zhang, Yuan-Xin. "Practical Synthesis and Field Application of the Synthetic Sex Pheromone of Rice Stem Borer, Chilo suppressalis (Lepidoptera: Pyralidae)". . . Retrieved 2020/03/11.
• 4、 -. "Simple synthesis method for sex pheromones of oriental fruit moths". Paragraph 0023-0025. . Retrieved 2019/06/27.