ChemicalBook > CAS DataBase List > 6-BROMO-1,4-BENZODIOXANE

6-BROMO-1,4-BENZODIOXANE

Product Name
6-BROMO-1,4-BENZODIOXANE
CAS No.
52287-51-1
Chemical Name
6-BROMO-1,4-BENZODIOXANE
Synonyms
6-BROMO-2,3-DIHYDROBENZO[B][1,4]DIOXINE;6-BROMO-2,3-DIHYDRO-1,4-BENZODIOXINE;6-Bromo-2,3-dihydro-benzo[1,4]dioxine;BUTTPARK 95\50-63;TIMTEC-BB SBB003399;6-Bromobenzodioxane;6-Bromo-1,4-benzodioxan;6-BROMO-1,4-BENZODIOXANE;6-Bromo-1,4-benzodiaxane;3,4-ETHYLENDIOXYBROMOBENZENE
CBNumber
CB4178372
Molecular Formula
C8H7BrO2
Formula Weight
215.04
MOL File
52287-51-1.mol
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6-BROMO-1,4-BENZODIOXANE Property

Boiling point:
259-260 °C(lit.)
Density 
1.598 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.588(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
form 
Liquid
Specific Gravity
1.598
color 
Colorless to pale yellow
BRN 
6223
InChI
InChI=1S/C8H7BrO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4H2
InChIKey
LFCURAJBHDNUNG-UHFFFAOYSA-N
SMILES
O1C2=CC=C(Br)C=C2OCC1
CAS DataBase Reference
52287-51-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
538523
Product name
6-Bromo-1,4-benzodioxane
Purity
97%
Packaging
5g
Price
$49.8
Updated
2025/07/31
TCI Chemical
Product number
B2351
Product name
6-Bromo-1,4-benzodioxane
Purity
>98.0%(T)
Packaging
5g
Price
$61
Updated
2025/07/31
TRC
Product number
B691328
Product name
6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine
Packaging
250mg
Price
$55
Updated
2021/12/16
AK Scientific
Product number
AMTH208
Product name
6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine
Packaging
5g
Price
$25
Updated
2021/12/16
Matrix Scientific
Product number
006761
Product name
6-Bromo-1,4-benzodioxane
Purity
97%
Packaging
1g
Price
$25
Updated
2021/12/16
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6-BROMO-1,4-BENZODIOXANE Chemical Properties,Usage,Production

Chemical Properties

Colorless liquid

Uses

6-Bromo-1,4-benzodioxane may be used as a starting reagent in the synthesis of chiral diphosphines (SYNPHOS and DIFLUORPHOS).

General Description

6-Bromo-1,4-benzodioxane is an aryl halide. It can be synthesized from 1,4-benzodioxane, via bromination with bromine in acetic acid. It undergoes alkoxycarbonylation reaction with sodium tert-butoxide in the presence of CO to yield 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid t-butyl ester.

Synthesis

493-09-4

52287-51-1

General procedure for the synthesis of 6-bromo-1,4-benzodioxane from 1,4-benzodioxane: 35 g of 1,4-benzodioxane and 200 ml of anhydrous dimethylformamide were added to a reaction flask and cooled to 0 °C under argon protection. Subsequently, 54.9 g of N-bromosuccinimide was added in batches. After the reaction mixture was gradually warmed up to room temperature, stirring was continued for 24 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the white solid obtained was washed with dichloromethane. The filtrates were combined and treated with 50 ml of saturated aqueous sodium sulfate solution, washed with 50 ml of saturated aqueous sodium chloride solution and finally dried with anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, a yellow oily product was obtained (quantitative yield). The product was confirmed by EI mass spectrometry with molecular ion peak M+ = 214. 1H NMR (200 MHz, CDCl3) data were as follows: δ 4.25 (4H, s); 6.74 (1H, d); 6.93 (1H, dd); 7.02 (1H, d).

References

[1] Tetrahedron Letters, 2003, vol. 44, # 4, p. 823 - 826
[2] European Journal of Organic Chemistry, 2003, # 10, p. 1931 - 1941
[3] Patent: US2004/260101, 2004, A1. Location in patent: Page 5-6
[4] Organic Process Research and Development, 2003, vol. 7, # 3, p. 399 - 406
[5] Synthetic Communications, 2008, vol. 38, # 16, p. 2814 - 2819

6-BROMO-1,4-BENZODIOXANE Preparation Products And Raw materials

Raw materials

Bromine 1,4-Benzodioxan

Preparation Products

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6-BROMO-1,4-BENZODIOXANE Suppliers

Americas 1 Belgium 1 Canada 3 China 135 Europe 1 Finland 1 Germany 7 India 21 Japan 3 Lithuania 2 Switzerland 2 Ukraine 1 United Kingdom 18 United States 40 Global 236
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View Lastest Price from 6-BROMO-1,4-BENZODIOXANE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
6-Bromo-1,4-benzodioxane 52287-51-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
6-Bromo-1,4-benzodioxane 52287-51-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Career Henan Chemical Co
Product
6-BROMO-1,4-BENZODIOXANE 52287-51-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KGS
Release date
2020-01-08

52287-51-1, 6-BROMO-1,4-BENZODIOXANERelated Search:

1-Bromopropane 1,4-Benzodioxan 2,2,3,3-TETRAFLUORO-6-BROMO-1,4-BENZODIOXANE 6-BROMO-1,4-BENZODIOXANE 2-BROMO-4,5-ETHYLENEDIOXYACETOPHENONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(2-METHOXYPHENYL)METHANONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-NITROPHENYL)METHANONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(PHENYL)METHANONE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-METHYLPHENYL)METHANONE 6,7-DIBROMOBENZO(1,4)DIOXAN CHEMBRDG-BB 9003902 (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-CHLOROPHENYL)METHANONE 1-(7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-2-PHENYLETHAN-1-ONE 6-BROMO-7-NITRO-2,3-DIHYDRO-1,4-BENZODIOXINE (7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)(4-BROMOPHENYL)METHANONE 7-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-6-AMINE HYDROCHLORIDE 6,8-DIBROMO-2,3-DIHYDRO-1,4-BENZODIOXIN-5-OL IFLAB-BB F2124-0435

  • BUTTPARK 95\50-63
  • 3,4-ETHYLENEDIOXYBROMOBENZENE
  • 3,4-ETHYLENDIOXYBROMOBENZENE
  • 6-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN
  • 6-BROMO-2,3-DIHYDRO-1,4-BENZODIOXINE
  • JRH-03501, 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, 97%
  • 6-BROMO-1,4-BENZODIOXANE
  • 6-BROMO-2,3-DIHYDROBENZO[B][1,4]DIOXINE
  • 4-BROMO-1,2-ETHYLENEDIOXYBENZENE
  • 6-Bromo-2,3-dihydro-1,4-benzodioxine, 95+%
  • 3,4-Ethylenedioxybromobenzene 97%
  • 3,4-Ethylenedioxybromobenzene97%
  • TIMTEC-BB SBB003399
  • 6-Bromo-1,4-benzodioxane~3,4-(Ethylenedioxy)bromobenzene
  • 6-Bromo-2,3-dihydro-benzo[1,4]dioxine
  • 6-Bromo-1,4-benzodiaxane
  • 3,4-Ethylenedioxybrombenzene
  • 6-Bromo-1,4-benzodioxane ,97%
  • 1,4-Benzodioxin,6-broMo-2,3-dihydro-
  • 6-Bromo-1,4-benzodioxan
  • 6-Bromobenzodioxane
  • 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxane
  • 6-Bromo-1,4-benzodioxane &gt
  • 52287-51-1
  • 52287-55-1
  • Heterocyclic Building Blocks
  • Benzodioxanes
  • Building Blocks
  • Aryl
  • Halogenated
  • Organohalides
  • Bromine Compounds
  • Benzodiozoles, Benzodioxines & Benzodioxepines
  • Benzodioxanes
  • BenzodioxanesHeterocyclic Building Blocks
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • Miscellaneous
  • Heterocycles series
  • Benzodiozoles, Benzodioxines & Benzodioxepines
  • Halides