4-Bromoanisole
- CAS No.
- 104-92-7
- Chemical Name:
- 4-Bromoanisole
- Synonyms
- 1-BROMO-4-METHOXYBENZENE;P-BROMOANISOLE;2-Bromoanisole,98%;4-Bromoanisole,98%;1-bromo-4-methoxy-benzen;4-Bromoanisole,1-Bromo-4-methoxybenzene;p-Bromanisole;p-bromoanisol;Anisyl bromide;p-bromo-anisol
- CBNumber:
- CB2223135
- Molecular Formula:
- C7H7BrO
- Molecular Weight:
- 187.03
- MOL File:
- 104-92-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/11/28 16:31:44
| Melting point | 9-10 °C (lit.) |
|---|---|
| Boiling point | 223 °C (lit.) |
| Density | 1.494 g/mL at 25 °C (lit.) |
| refractive index |
n |
| Flash point | 202 °F |
| storage temp. | Store below +30°C. |
| solubility | Chloroform (Sparingly), Ethyl Acetate (Slightly) |
| form | Liquid |
| color | Clear colorless to slightly yellow |
| Water Solubility | immiscible |
| Merck | 14,1428 |
| BRN | 1237590 |
| Dielectric constant | 7.4000000000000004 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChIKey | QJPJQTDYNZXKQF-UHFFFAOYSA-N |
| CAS DataBase Reference | 104-92-7(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzene, 1-bromo-4-methoxy-(104-92-7) |
| EPA Substance Registry System | Benzene, 1-bromo-4-methoxy- (104-92-7) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315 | |||||||||
| Precautionary statements | P264-P270-P280-P301+P312-P302+P352-P332+P313 | |||||||||
| Hazard Codes | Xn | |||||||||
| Safety Statements | 23-24/25 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | BZ8501000 | |||||||||
| F | 8 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29093038 | |||||||||
| Toxicity | LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79 | |||||||||
| NFPA 704 |
|
4-Bromoanisole price More Price(13)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | B56501 | 4-Bromoanisole ≥99.0% | 104-92-7 | 50G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | B56501 | 4-Bromoanisole ≥99.0% | 104-92-7 | 100G | ₹2078.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | B56501 | 4-Bromoanisole ≥99.0% | 104-92-7 | 500G | ₹5390.85 | 2022-06-14 | Buy |
| ALFA India | ALF-A11824-36 | 4-Bromoanisole, 99% | 104-92-7 | 500g | ₹7496 | 2022-05-26 | Buy |
| TCI Chemicals (India) | B0547 | 4-Bromoanisole min. 97.0 % | 104-92-7 | 25G | ₹1500 | 2022-05-26 | Buy |
4-Bromoanisole Chemical Properties,Uses,Production
Chemical Properties
4-Bromoanisole is a colourless to pale yellow oily liquid with a pleasant smell similar to that of anise seed. Insoluble in water, soluble in ethanol, ether and chloroform. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.
Uses
4-Bromoanisole finds application as an intermediate in synthetic chemistry. It is used in the preparation of aryl 1,3-diketones and ethyl 4-methoxycinnamate. It is a used as a brominating reagent. Further, it is used in Suzuki coupling reaction with phenylboronic acid as well as in Heck reaction.
Definition
ChEBI: 4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.
Preparation
4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.
Biological Functions
4-Bromoanisole is compound sometimes used in RNA extraction which serves to further eliminate DNA contamination. It interacts with genomic DNA(gDNA) and through a separation phase, it will be located in the organic layer instead of the aqueous layer (upper layer) containing the RNA extract.
General Description
4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.
Safety Profile
Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits toxic vapors of Br-.
Purification Methods
Crystallise the anisole by repeated partial freezing, then distil it under reduced pressure. [Beilstein 6 III 741, 6 IV 1044.]
4-Bromoanisole Preparation Products And Raw materials
Raw materials
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