1,2-Dibromocycloheptane

Base Information

• Chemical Name: 1,2-Dibromocycloheptane
• CAS No.: 29974-68-3
• Molecular Formula: C7H12 Br2
• Molecular Weight: 255.98
• DSSTox Substance ID: DTXSID60952394
• Nikkaji Number: J43.302K
• Mol file: 29974-68-3.mol

Synonyms:1,2-Dibromocycloheptane;29974-68-3;trans-1,2-Dibromocycloheptane;52021-35-9;SCHEMBL5881101;DTXSID60952394;Cycloheptane, trans-1,2-dibromo-,;CS-0271531;EN300-182195

Chemical Property of 1,2-Dibromocycloheptane

Chemical Property:

• Vapor Pressure: 0.0554mmHg at 25°C
• Boiling Point: 241.5°Cat760mmHg
• Flash Point: 108.7°C
• PSA: 0.00000
• Density: 1.674g/cm³
• LogP: 3.47750
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 255.92853
• Heavy Atom Count: 9
• Complexity: 73

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dibromocycloheptane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(CC1)Br)Br

Technology Process of 1,2-Dibromocycloheptane

There total 10 articles about 1,2-Dibromocycloheptane 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: 93.0%

Cycloheptene (628-92-2,45509-99-7) → trans-1,2-dibromocycloheptane (29974-68-3,52021-35-9)

Guidance literature:

With Oxalyl bromide; dimethyl sulfoxide; In dichloromethane; at -10 - 20 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;

DOI:10.1055/s-0037-1609560

Reference yield: 46.0%

Cycloheptene (628-92-2,45509-99-7) → 1,2-dibromocycloheptane (29974-68-3) + 2-bromocycloheptanone (1056246-49-1) + 2-Bromo-cycloheptanol (74305-05-8)

Guidance literature:

With sodium bromate; sulfuric acid; sodium bromide; In 1,4-dioxane; water; at 20 ℃; for 9h;

DOI:10.1016/j.tetlet.2009.03.047

Reference yield:

bicyclo[4.1.0]heptane (286-08-8) → 1-bromo-2-(bromomethyl)cyclohexane (52428-01-0) + 1-bromo-2-methylcyclohexane (6294-39-9) + 2,3-dibromo-1-methylcyclohexane (31061-99-1,31062-00-7,103002-43-3) + trans-1,2-dibromocycloheptane (29974-68-3,52021-35-9)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; for 0.333333h; Yield given. Further byproducts given. Yields of byproduct given; Irradiation;

upstream raw materials:

N-cycloheptyl-N'-tosylhydrazine

cycloheptyl bromide

acetonitrile

Cycloheptene

Downstream raw materials:

Cycloheptene

1-bromocycloheptene

dibromo di-n-hexyl tellurium(IV)

Refernces

• 1、 Ding, Rui,Li, Jiaqi,Jiao, Wenyi,Han, Mengru,Liu, Yongguo,Tian, Hongyu,Sun, Baoguo. "A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide". . p. 4325 - 4335. Retrieved 2018/11/21.
• 2、 Ryu, Ilhyong,Matsubara, Hiroshi,Yasuda, Shinji,Nakamura, Hiroyuki,Curran, Dennis P.. "Phase-vanishing reactions that use fluorous media as a phase screen. Facile, controlled bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide". . p. 12946 - 12947. Retrieved 2007/10/03.