4,5-DIBROMO-O-XYLENE
- Product Name
- 4,5-DIBROMO-O-XYLENE
- CAS No.
- 24932-48-7
- Chemical Name
- 4,5-DIBROMO-O-XYLENE
- Synonyms
- 1,2-DIBROMO-4,5-DIMETHYLBENZENE;4,5-DIBROMO-O-XYLENE;4,5-Dibromo-2-methyl-toluene;2-Dibromo-4,5-dimethylbenzene;1,2-DiMethyl-4,5-dibroMobenzene;4,5-DIBROMO-1,2-DIMETHYLBENZENE;Benzene, 1,2-dibromo-4,5-dimethyl-;1,2-Dibromo-4,5-dimethylbenzene >1,2-Dibromo-4,5-dimethylbenzene 98+%;4,5-DIBROMO-O-XYLENE ISO 9001:2015 REACH
- CBNumber
- CB8719429
- Molecular Formula
- C8H8Br2
- Formula Weight
- 263.96
- MOL File
- 24932-48-7.mol
4,5-DIBROMO-O-XYLENE Property
- Melting point:
- 85-89 °C (lit.)
- Boiling point:
- 278 °C
- Density
- 1.7485 (rough estimate)
- refractive index
- 1.6146 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Pale Yellow
- BRN
- 2206183
- InChI
- InChI=1S/C8H8Br2/c1-5-3-7(9)8(10)4-6(5)2/h3-4H,1-2H3
- InChIKey
- BCIDDURGCAHERU-UHFFFAOYSA-N
- SMILES
- C1(Br)=CC(C)=C(C)C=C1Br
- CAS DataBase Reference
- 24932-48-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H413May cause long lasting harmful effects to aquatic life
- Precautionary statements
-
P273Avoid release to the environment.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 638447
- Product name
- 1,2-Dibromo-4,5-dimethylbenzene
- Purity
- 97%
- Packaging
- 5g
- Price
- $147
- Updated
- 2025/07/31
- Product number
- 638447
- Product name
- 1,2-Dibromo-4,5-dimethylbenzene
- Purity
- 97%
- Packaging
- 1g
- Price
- $54.4
- Updated
- 2023/06/20
- Product number
- D2272
- Product name
- 1,2-Dibromo-4,5-dimethylbenzene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $119
- Updated
- 2025/07/31
- Product number
- D2272
- Product name
- 1,2-Dibromo-4,5-dimethylbenzene
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $393
- Updated
- 2025/07/31
- Product number
- FD33412
- Product name
- 4,5-Dibromo-o-xylene
- Packaging
- 25g
- Price
- $712.5
- Updated
- 2021/12/16
4,5-DIBROMO-O-XYLENE Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
1,2-Dibromo-4,5-dimethylbenzene is used as a reagent in the synthesis of Thalidomide (T338850); an inhibitor of FGF-induced angiogenesis and replication of human immunodeficiency virus type 1. Also a teratogenic sedative and immunomodulatory agent used primarily in combination with dexamethasone to treat multiple myeloma.
Uses
1,2-Dibromo-4,5-dimethylbenzene can be used in the synthesis of alkylamino zinc(II)phthalocyanines, with potential application as photosensitizers in photodynamic therapy. It can also be used in the synthesis of 1,2-dibromo-4,5-bis(dibromomethyl)benzene via reaction with azobisisobutyronitrile.
General Description
1,2-Dibromo-4,5-dimethylbenzene can be synthesized via bromination of o-xylene.
Synthesis
95-47-6
24932-48-7
The general procedure for the synthesis of 1,2-dibromo-4,5-dimethylbenzene from o-xylene was as follows: 1-methoxy-3,5-dimethylbenzene (100 mg, 0.73 mmol), N-bromosuccinimide (NBS, 260 mg, 1.46 mmol), and a stainless steel ball (5 mm in diameter) were placed in a 10 mL stainless steel grinding jar. The ball milling reaction was carried out and the progress of the reaction was monitored by thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). Upon completion of the reaction, the reaction mixture was transferred to 30 mL of ethyl acetate and cooled at 0 °C. The product in the filtrate and the precipitated spent succinimide were separated by filtration through filter paper. The filtrate was concentrated under vacuum to give 250 mg (85% yield) of 1,2-dibromo-4,5-xylene (2b) as a colorless powder. To test the efficiency of the large-scale reaction, a monobromination reaction with 1.3 g of 1-methoxy-3,5-dimethylbenzene was also carried out for a reaction time of 1 h. The product was isolated in 87% yield. During the reaction, the grinding equipment was suspended and a small sample was removed from the reaction tank for TLC and 1H NMR analysis, after which the reaction was continued, and the time of this operation was not included in the total reaction time.
References
[1] Tetrahedron, 2002, vol. 58, # 46, p. 9413 - 9422
[2] Tetrahedron Letters, 2014, vol. 55, # 13, p. 2154 - 2156
[3] Tetrahedron Letters, 2015, vol. 55, # 13, p. 2154 - 2156
[4] Journal of the American Chemical Society, 1993, vol. 115, # 13, p. 5422 - 5429
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 1, p. 227 - 231
4,5-DIBROMO-O-XYLENE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,5-DIBROMO-O-XYLENE manufacturers
- Product
- 4,5-DIBROMO-O-XYLENE 24932-48-7
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-26
- Product
- 4,5-DIBROMO-O-XYLENE 24932-48-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 40%-99%
- Supply Ability
- 1000kg
- Release date
- 2018-08-20