6-Bromo-1,4-benzodioxane

Base Information

• Chemical Name: 6-Bromo-1,4-benzodioxane
• CAS No.: 52287-51-1
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29329990
• European Community (EC) Number: 257-817-2
• UNII: YF4FUZ2TQA
• DSSTox Substance ID: DTXSID90200310
• Nikkaji Number: J267.338J
• Wikidata: Q72451602
• Mol file: 52287-51-1.mol

Synonyms:6-Bromo-1,4-benzodioxane;52287-51-1;6-bromo-2,3-dihydrobenzo[b][1,4]dioxine;6-bromo-2,3-dihydro-1,4-benzodioxine;3,4-Ethylenedioxybromobenzene;1,4-Benzodioxin, 6-bromo-2,3-dihydro-;6-Bromo-2,3-dihydro-1,4-benzodioxin;4-Bromo-1,2-ethylenedioxybenzene;YF4FUZ2TQA;EINECS 257-817-2;MFCD00040750;6-bromo-2,3-dihydrobenzo[1,4]dioxine;Ethylendioxybromobenzene;UNII-YF4FUZ2TQA;6-BROMO-2,3-DIHYDRO-BENZO[1,4]DIOXINE;SCHEMBL661042;LFCURAJBHDNUNG-UHFFFAOYSA-;DTXSID90200310;HMS1747I15;6-Bromo-1,4-benzodioxane, 97%;BCP23326;1-bromo-3,4-(ethylenedioxy)benzene;STK661552;AKOS000202447;AB01820;CS-W002191;DS-1886;PS-4345;7-bromo-2,3-dihydro-1,4-benzodioxine;SY014054;6-bromo-2,3-dihydro-benzo[1,4] dioxine;A7674;AM20040622;B2351;FT-0614391;EN300-17496;A848202;Q-103549;Z56944508

Chemical Property of 6-Bromo-1,4-benzodioxane

Chemical Property:

• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: n20/D 1.588(lit.)
• Boiling Point: 258.299 °C at 760 mmHg
• Flash Point: 117.638 °C
• PSA: 18.46000
• Density: 1.598 g/cm³
• LogP: 2.22030
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)Br
• Uses: 6-Bromo-1,4-benzodioxane may be used as a starting reagent in the synthesis of chiral diphosphines (SYNPHOS and DIFLUORPHOS).

Technology Process of 6-Bromo-1,4-benzodioxane

There total 4 articles about 6-Bromo-1,4-benzodioxane 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%

benzo-1,4-dioxane (493-09-4) → 6-bromo-1,4-benzodioxane (52287-51-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4039(02)02637-0

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 6-bromo-1,4-benzodioxane (52287-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / NaOH / dimethylsulfoxide

2: 66.4 percent / Br₂ / acetic acid

With sodium hydroxide; bromine; In acetic acid; dimethyl sulfoxide;

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 6-bromo-1,4-benzodioxane (52287-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; copper powder; glycerol / 190 - 200 °C

2: glacial acetic acid; bromine

With bromine; copper; potassium carbonate; acetic acid; glycerol;

upstream raw materials:

benzo-1,4-dioxane

benzene-1,2-diol

Downstream raw materials:

(benzodioxan-6-yl)[2-chloro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide

(2,3-dihydro-1,4-benzodioxin-6-yl)diphenylphosphine

(2,3-dihydro-1,4-benzodioxin-6-yl)phospane oxide

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-(3-methoxy-phenyl)-methanol

Refernces

• 1、 Gu, Hua,Hu, Faqi,Jian, Nannan,Lin, Kaiwen,Liu, Ximei,Lu, Baoyang,Wu, Tao,Xu, Jingkun,Xue, Yu. "Design of twisted conjugated molecular systems towards stable multi-colored electrochromic polymers". . . Retrieved 2020/08/13.
• 2、 -. "Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material". Paragraph 0074; 0075. . Retrieved 2016/10/10.