HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dihydroxybenzaldehyde
Benzaldehyde, 2,4-dihydroxy- · 4-Hydroxysalicylaldehyde · BETA-RESORCYLIC ALDEHYDE · 2,4-Dihydroxybenzaldehyde(-Resorcylaldehyde) · NC 012 · NSC 8690 · 4-Dihydrox · AKOS 227-33
Identifiers & Physical Properties
| CAS No. | 95-01-2 |
|---|---|
| Molecular formula | C7H6O3 |
| Average molar mass | 138.12 g/mol |
| Monoisotopic mass | 138.03169405 g/mol |
| SMILES | O=Cc1ccc(O)cc1O |
| InChIKey | IUNJCFABHJZSKB-UHFFFAOYSA-N |
| PubChem CID | 7213 |
| ChEMBL | CHEMBL243587 |
| ChEBI | CHEBI:50198 |
| EC No. | 202-383-1 |
| DTXSID | DTXSID8021806 |
Chemical & Physical Properties
| XLogP | 1.5 |
|---|---|
| Topological polar surface area | 57.5 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 1 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 124 |
| SpringerMaterials Properties | Angular frequency |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Melting point | 135-137 °C (lit.) |
| Boiling point | 220-228 °C/22 mmHg (lit.) |
| Density | 1.2667 (rough estimate) |
| Refractive index | 1.4600 (estimate) |
| Flash point | 220°C/22mm |
| Storage conditions | Store below +30°C. |
| Solubility | DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)soluble |
| Physical state | Crystalline Powder |
| pKa (acidity coefficient) | 7.56±0.18(Predicted) |
| Color | White to beige |
| Sensitivity | Air Sensitive |
| Merck | 14,8156 |
| BRN | 878548 |
| Stability | Stable. May be air sensitive. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10H |
| InChIKey | IUNJCFABHJZSKB-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1ccc(O)cc1O |
| LogP (partition coefficient) | 1.229 (est) |
| CAS DataBase Reference | 95-01-2(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 772JOF6LZS |
| NIST Chemistry Reference | Benzaldehyde, 2,4-dihydroxy-(95-01-2) |
| EPA Substance Registry System | Benzaldehyde, 2,4-dihydroxy- (95-01-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| 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 |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36-37/39 |
| Water hazard class (WGK) | 3 |
| RTECS number | VH3600000 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29124900 |
| 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]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 53 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzaldehyde, 2,4-dihydroxy- |
| Other safety information | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | VH3600000 |
| Customs code | 29124900 |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| hazard_note | Irritant |
| Safety statements (S) | 26-36-37/39 |
| 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
2,4-Dihydroxybenzaldehyde is usually used in two-step synthesis of ethyl 3,5-dibromo-2,4-dihydroxycinnamate.
Description
2,4-Dihydroxybenzaldehyde is a resorcinol (R144700) derivative with potent antioxidative and antibacterial activity.
General Description
2,4-Dihydroxybenzaldehyde undergoes regioselective mono-benzylation reaction under extremely mild basic conditions. It undergoes condensation reaction with isonicotinic acid hydrazide in methanol to yield 2,4-dihydroxybenzaldehyde isonicotinoyl hydrazone, a new fluorescent reagent.