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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29329990
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..…
N-Bromosuccinimide Price
- Product number
- 538523
- Product name
- 6-Bromo-1,4-benzodioxane
- Purity
- 97%
- Packaging
- 5g
- Price
- $49.8
- Updated
- 2025/07/31
- Product number
- B2351
- Product name
- 6-Bromo-1,4-benzodioxane
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $61
- Updated
- 2025/07/31
- Product number
- B691328
- Product name
- 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- FB31112
- Product name
- 6-Bromo-1,4-benzodioxane
- Packaging
- 10g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- CS-W002191
- Product name
- 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine
- Purity
- 98.94%
- Packaging
- 25g
- Price
- $68
- Updated
- 2021/12/16
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
Preparation Products
6-BROMO-1,4-BENZODIOXANE Suppliers
- Tel
- 320-37350700
- Fax
- +32 (0)37350701
- sales@tcieurope.eu
- Country
- Europe
- ProdList
- 23671
- Advantage
- 75
View Lastest Price from 6-BROMO-1,4-BENZODIOXANE manufacturers
- 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
- 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
- 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