2-Bromooctane

Base Information

• Chemical Name: 2-Bromooctane
• CAS No.: 557-35-7
• Deprecated CAS: 60251-57-2
• Molecular Formula: C₈H₁₇Br
• Molecular Weight: 193.127
• European Community (EC) Number: 209-171-8
• NSC Number: 8060
• UNII: K51199TJ7S
• DSSTox Substance ID: DTXSID90880631
• Nikkaji Number: J10.694A
• Wikidata: Q27281969
• Mol file: 557-35-7.mol

Synonyms:2-Bromooctane;557-35-7;Octane, 2-bromo-;2-Octyl bromide;sec-Octyl bromide;1-Methylheptyl bromide;2-Bromoooctane;sec-Octyl bromide (VAN);UNII-K51199TJ7S;K51199TJ7S;NSC 8060;NSC-8060;EINECS 209-171-8;2-bromo OCTANE;2-bromo-octane;1-bromoethylhexane;(+/-)-sec-octyl bromide;60251-57-2;SCHEMBL598655;SEC-OCTYL BROMIDE [MI];(+/-)-2-BROMOOCTANE;DTXSID90880631;NSC8060;MFCD00040823;STL453679;Octane, 2-bromo-, (.+/-.)-;AKOS009156594;SEC-OCTYL BROMIDE, (+/-)-;AS-13085;B1347;CS-0182749;FT-0611588;F21283;A830778;J-508531;Q27281969

Chemical Property of 2-Bromooctane

Chemical Property:

• Appearance/Colour: Colourless liquid
• Vapor Pressure: 0.739mmHg at 25°C
• Melting Point: 188-189oC
• Refractive Index: 1.449
• Boiling Point: 190.8 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 0.00000
• Density: 1.108 g/cm³
• LogP: 3.74020
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 192.05136
• Heavy Atom Count: 9
• Complexity: 52.5

Purity/Quality:

99% ^*data from raw suppliers

2-Bromooctane (contains 3-Bromooctane) >85.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)Br
• Uses: 2-Bromooctane is a secondary alkyl halide useful in many organic reactions.

Technology Process of 2-Bromooctane

There total 30 articles about 2-Bromooctane 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%

rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) → 2-bromooctane (557-35-7,60251-57-2)

Guidance literature:

With carbon tetrabromide; tris[4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyloxy)phenyl]phosphane; In toluene; at 50 ℃; for 4h;

DOI:10.1016/j.tetlet.2003.08.064

Reference yield: 96.0%

2-Octyl tosylate (1028-12-2) → 2-bromooctane (557-35-7,60251-57-2)

Guidance literature:

With sodium bromide; In N,N-dimethyl-formamide; at 25 ℃; for 84h;

DOI:10.1139/v82-220

Reference yield: 96.0%

2-(2-tetrahydropyranyloxy)octane (140387-66-2,140387-67-3,69993-79-9,70702-57-7) → 2-bromooctane (557-35-7,60251-57-2)

Guidance literature:

With 1,2-bis (triphenylphosphino)ethane tetrabromide; In dichloromethane; at 23 ℃; for 4h;

DOI:10.1016/S0040-4039(01)80984-9

upstream raw materials:

rac-octan-2-ol

1,2-dibromooctane

p-toluenesulfonyl chloride

2-(2-tetrahydropyranyloxy)octane

Downstream raw materials:

hexyl-methyl-ketone

(1-methylheptyl)thiobenzene

octane

octane-2-thiol

Refernces

• 1、 Sobolev,Ostvald,Zherin,Shushpanova,Filimonov. "An Unusually Mild and Selective Bromination of Some n-Alkanes with Barium Tetrafluorobromate". . p. 297 - 299. Retrieved 2021/03/26.
• 2、 Ma, Yun,Algera, Russell F.,Woltornist, Ryan A.,Collum, David B.. "Sodium diisopropylamide-mediated dehydrohalogenations: Influence of primary- A nd secondary-shell solvation". supporting information. p. 10860 - 10869. Retrieved 2019/09/30.