1-Bromo-5-dioxolanecyclohex-1-ene

Base Information

• Chemical Name: 1-Bromo-5-dioxolanecyclohex-1-ene
• CAS No.: 81036-84-2
• Molecular Formula: C8H11BrO2
• Molecular Weight: 219.078
• Hs Code.: 2932999099
• Mol file: 81036-84-2.mol

Synonyms:7-Bromo-1, 4-dioxaspiro[4.5]dec-7-ene;

Chemical Property of 1-Bromo-5-dioxolanecyclohex-1-ene

Chemical Property:

• Vapor Pressure: 0.00877mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 275 °C at 760 mmHg
• Flash Point: 125.6 °C
• PSA: 18.46000
• Density: 1.53 g/cm³
• LogP: 2.19220
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

7-Bromo-1,4-dioxaspiro[4.5]dec-7-ene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Bromo-5-dioxolanecyclohex-1-ene

There total 3 articles about 1-Bromo-5-dioxolanecyclohex-1-ene 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: 68.0%

3-bromo-2-cyclohexen-1-one (56671-81-9) + ethylene glycol (107-21-1) → 1,4,8,11-tetraoxa-dispiro[4.1.4.3]tetradecane (177-77-5) + 3-bromocyclohex-2-en-1-one ethylene ketal (81036-84-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 4h; Heating; with azeotropic removal of water;

DOI:10.1016/S0040-4039(01)82108-0

Reference yield: 52.0%

3-bromo-2-cyclohexen-1-one (56671-81-9) + ethylene glycol (107-21-1) → 3-bromocyclohex-2-en-1-one ethylene ketal (81036-84-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 4h; Heating;

DOI:10.1016/0022-328X(96)06228-6

Reference yield:

1,3-cylohexanedione (504-02-9) → 3-bromocyclohex-2-en-1-one ethylene ketal (81036-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / triphenylphosphine, Br₂, triethylamine / benzene; CHCl₃ / Ambient temperature

2: 52 percent / p-toluenesulfonic acid monohydrate / benzene / 4 h / Heating

With bromine; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In chloroform; benzene;

DOI:10.1016/0022-328X(96)06228-6

upstream raw materials:

3-bromo-2-cyclohexen-1-one

ethylene glycol

1,3-cylohexanedione

Downstream raw materials:

3-(trimethylsilyl)-2-cyclohexen-1-one

Bicyclohexyl-1-ene-3,3'-dione

cyclohexen-3-one-1-carboxylic acid

3-(1-hydroxycyclohexane-1-yl)-2-cyclohexen-1-one

Refernces

• 1、 Shih, Chuan,Swenton, John S.. "Use of Protected β-Bromocyclopentenones and β-Bromocyclohexenones as β-Acylvinyl Anion Equivalents". . p. 2825 - 2832. Retrieved 2007/10/02.