HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Bromocinnamaldehyde
2-bromo-3-phenyl-2-propenal · (Z)-2-Bromo-3-phenylacrylaldehyde · b36 · b37 · B 37 · Alphabrocine · BROMOCINNAMAL · α-BromocinnamaL
Identifiers & Physical Properties
| CAS No. | 5443-49-2 |
|---|---|
| Molecular formula | C9H7BrO |
| Average molar mass | 211.05 g/mol |
| Monoisotopic mass | 209.96803 g/mol |
| SMILES | O=CC(Br)=Cc1ccccc1 |
| InChIKey | WQRWNOKNRHCLHV-UHFFFAOYSA-N |
| PubChem CID | 21585 |
| EC No. | 226-637-6 |
| DTXSID | DTXSID301021256 |
Chemical & Physical Properties
| XLogP | 2.7 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 157 |
| Physical Description | Tan crystalline powder[Alfa Aesar MSDS] |
| Melting point | 66-68 °C(lit.) |
| Boiling point | 304.4±30.0 °C(Predicted) |
| Density | 1.4270 (rough estimate) |
| Refractive index | 1.5720 (estimate) |
| Storage conditions | 2-8°C |
| Physical state | Crystalline Powder |
| Color | Light yellow to ochre |
| Cosmetics Ingredients Functions | FRAGRANCE |
| InChI | InChI=1S/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H |
| InChIKey | WQRWNOKNRHCLHV-UHFFFAOYSA-N |
| SMILES | C(=O)C(Br)=CC1=CC=CC=C1 |
| LogP (partition coefficient) | 2.491 (est) |
| CAS DataBase Reference | 5443-49-2(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| NIST Chemistry Reference | 2-Propenal, 2-bromo-3-phenyl-(5443-49-2) |
| UNSPSC Code | 12352100 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36/37/39-22 |
| UN transport number | UN 3335 |
| Water hazard class (WGK) | 3 |
| RTECS number | GD6480000 |
| Customs code | 29130000 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Safety & Regulations
| GHS classification | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazards summary | Causes somnolence in oral, intraperitoneal, and subcutaneous lethal-dose studies of rats[RTECS] A skin and strong eye irritantToxic by ingestion[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (97.8%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| RTECS number | GD6480000 |
| UN transport number | UN 3335 |
| Customs code | 29130000 |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-36/37/39-22 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H302-H315-H319-H335 |
| Hazard class | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| GHS precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
α-Bromocinnamaldehyde was used in the synthesis of 3,4-diaryl 1H-pyrazoles. It was also used in the preparation of spiro imidazolidine-oxazolidine intermediate via guanidinium ylide mediated aziridination.
General Description
α-Bromocinnamaldehyde is commonly employed as an anti-mildew agent in commercial products.