p-Bromoacetophenone
2-BROMO-1-(4-BROMOPHENYL)ETHAN-1-ONE · PBPB · P-BROMOPHENACYL BROMIDE · p-Bromoacetophenone · 1-Acetyl-4-bromobenzene · 1-(4-Bromophenyl)ethanone · para-BROMOACETOPHENONE · p-BROMOACETOPHENONE pure
Identifiers & Physical Properties
| CAS No. | 99-90-1 |
|---|---|
| Molecular formula | C8H7BrO |
| Average molar mass | 199.04 g/mol |
| Monoisotopic mass | 197.96802694 g/mol |
| SMILES | CC(=O)c1ccc(Br)cc1 |
| InChIKey | WYECURVXVYPVAT-UHFFFAOYSA-N |
| PubChem CID | 7466 |
| ChEMBL | CHEMBL401928 |
| EC No. | 202-799-3 |
| DTXSID | DTXSID4059203 |
Chemical & Physical Properties
| XLogP | 2.4 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 125 |
| SpringerMaterials Properties | Chemical shift |
| Melting point | 108-110 °C(lit.) |
| Boiling point | 255 °C(lit.) |
| Density | 1.64 |
| Refractive index | 1.5540 (estimate) |
| Flash point | >230 °F |
| Storage conditions | Store below +30°C. |
| Solubility | methanol: 0.1 g/mL, clearSoluble in Chloroform. Insoluble in water. |
| Physical state | Crystals or Crystalline Flakes |
| Color | White to light yellow |
| Merck | 14,1403 |
| BRN | 386015 |
| InChI | 1S/C8H7BrO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3 |
| InChIKey | WYECURVXVYPVAT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(Br)cc1 |
| CAS DataBase Reference | 99-90-1(CAS DataBase Reference) |
| FDA UNII | 7NB3XRY0C6 |
| NIST Chemistry Reference | Ethanone, 1-(4-bromophenyl)-(99-90-1) |
| EPA Substance Registry System | Ethanone, 1-(4-bromophenyl)- (99-90-1) |
| UNSPSC Code | 12352115 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard symbols | C,Xi,Xn |
| Risk statements (R) | 34-36/38-42/43-36/37/38-22 |
| Safety statements (S) | 26-36/37/39-45-22-36/37 |
| UN transport number | UN 3261 8/PG 2 |
| Water hazard class (WGK) | 2 |
| RTECS number | AM6950000 |
| F | 19-21 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29147090 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Safety & Regulations
| GHS classification | DangerH302 (82.4%): Harmful if swallowed [Warning Acute toxicity, oral]P233, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Ethanone, 1-(4-bromophenyl)-4'-Bromoacetophenone: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (82.4%) |
| F | 19-21 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | AM6950000 |
| UN transport number | UN 3261 8/PG 2 |
| Customs code | 29147090 |
| Risk statements (R) | 34-36/38-42/43-36/37/38-22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | C,Xi,Xn |
| hazard_note | Irritant |
| Safety statements (S) | 26-36/37/39-45-22-36/37 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H315-H319-H335 |
| Hazard class | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| GHS precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
4'-Bromoacetophenone is an important organic synthesis intermediate, widely used in synthetic medicine, pesticides, dyes, flavors and fragrances, perfumes, Intermediates of Liquid Crystals etc.
Uses
Labeled 4-Bromoacetophenone possess activity against positive phototaxis of Chlamydomonas cells. A fundamental starting material for organic synthesis.
Preparation & Synthesis
Preparation
4'-Bromoacetophenone is synthesized by the reaction of bromobenzene and acetic anhydride in the presence of aluminum trichloride. Add bromobenzene and dry carbon disulfide into the reactor, put in powdered anhydrous aluminum trichloride, heat until it starts to reflux, stop heating, add acetic anhydride dropwise, and then reflux for 1 hour after adding, steam out carbon disulfide, and put it while it is still hot. The reactant was poured into the hydrochloric acid ice-water mixture, filtered to dryness, and distilled under reduced pressure to obtain p-bromoacetophenone.