HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Anthracenecarboxaldehyde
anthracene-9-carbaldehyde · 9-ANTHRACENECARBOXALDEHYDE · anthraldehyde · 9-Anthrylaldehyde · 9-Anthrylcarboxaldehyde · 9-Formylanthracene · AKOS B029849 · 9-Anthaldehyde
Identifiers & Physical Properties
| CAS No. | 642-31-9 |
|---|---|
| Molecular formula | C15H10O |
| Average molar mass | 206.24 g/mol |
| Monoisotopic mass | 206.07316494 g/mol |
| SMILES | O=Cc1c2ccccc2cc2ccccc12 |
| InChIKey | YMNKUHIVVMFOFO-UHFFFAOYSA-N |
| PubChem CID | 69504 |
| ChEMBL | CHEMBL4447118 |
| EC No. | 211-383-0 |
| DTXSID | DTXSID9060940 |
Chemical & Physical Properties
| XLogP | 4 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 16 |
| Formal charge | 0 |
| Complexity | 238 |
| Physical Description | Gold colored powder[Alfa Aesar MSDS] |
| Kovats Retention Index | 2094368.3357.3356.6 |
| Melting point | 103-105 °C (lit.) |
| Boiling point | 305.09°C (rough estimate) |
| Density | 1.0701 (rough estimate) |
| Refractive index | 1.6324 (estimate) |
| Storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| Solubility | Soluble in toluene. |
| Physical state | Crystalline Powder or Needles |
| Color | Yellow |
| Sensitivity | Air Sensitive |
| BRN | 639167 |
| Stability | Stable. Incompatible with strong bases, strong oxidizing agents. |
| InChI | 1S/C15H10O/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-10H |
| InChIKey | YMNKUHIVVMFOFO-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1c2ccccc2cc3ccccc13 |
| CAS DataBase Reference | 642-31-9(CAS DataBase Reference) |
| FDA UNII | 353S277YHY |
| NIST Chemistry Reference | 9-Anthracenecarboxaldehyde(642-31-9) |
| EPA Substance Registry System | 9-Anthracenecarboxaldehyde (642-31-9) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xn |
| Risk statements (R) | 36/37/38-20/21/22 |
| Safety statements (S) | 24/25-36 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29122900 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (28.6%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (71.4%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (28.6%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (57.1%): 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, P317, 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 7 reports by companies from 3 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. |
|---|---|
| Regulatory information | Chemical: 9-AnthracenecarboxaldehydeStatus: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/188579-Anthracenecarboxaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | A skin and strong eye irritant[Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS. |
| Hazard Classes and Categories | Acute Tox. 4 (28.6%)Skin Irrit. 2 (71.4%)Eye Irrit. 2 (100%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29122900 |
| Risk statements (R) | 36/37/38-20/21/22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn |
| Safety statements (S) | 24/25-36 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319-H335 |
| REACH registrations | Active |
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
Applications & Uses
Uses
9-Anthraldehyde is used to prepare asymmetrical tridentate Schiff base ligands, 2-(9-anthrylmethyl-ideneamino)-4-methyl-phenol and functionalized ligand like 2-(anthracen-9-ylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione through Knoevenangel condensation with the diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione. It is also used as an intermediate for dyes, pigment, active pharmaceutical ingredients and other organic compounds. Further, it is involved in the Diels Alder reaction with benzenediazonium-2-carboxylate.
General Description
The Diels-Alder reaction of 9-anthracenecarboxaldehyde with benzenediazonium-2-carboxylate was studied.