2,4-Dihydroxybenzoic Acid
2,4-Dhba · 2,4-Dihydrox · BETA-RESORCYLIC ACID · 2,4-Dihydroxybenzoesure · 4-Dihydroxybenzoic acid · Sodium aminosalicylate Impurity 3 · 2,4-Dihydroxybenzoic Acid, ≥ 98.0% · 2,4-DIHYDROXYBENZOIC ACID / BETA-RESORCYLIC ACID

Identifiers & Physical Properties
| CAS No. | 89-86-1 |
|---|---|
| Molecular formula | C7H6O4 |
| Average molar mass | 154.12 g/mol |
| Monoisotopic mass | 154.02660867 g/mol |
| SMILES | O=C(O)c1ccc(O)cc1O |
| InChIKey | UIAFKZKHHVMJGS-UHFFFAOYSA-N |
| PubChem CID | 1491 |
| ChEMBL | CHEMBL328910 |
| ChEBI | CHEBI:42094 |
| EC No. | 201-946-9 |
| DTXSID | DTXSID0025074 |
Chemical & Physical Properties
| XLogP | 1.6 |
|---|---|
| Topological polar surface area | 77.8 |
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 1 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 157 |
| LogP (partition coefficient) | 1.63 |
| Solubility | 57805.78 mg/mL at 25 °Csoluble in hot water, organic solvents, oilssoluble (in ethanol)8g/l8 g/L (20 ºC) |
| Boiling point | 309.00 to 310.00 °C. @ 760.00 mm Hg237.46°C (rough estimate) |
| Melting point | 226218 - 219 °C208-211 °C (dec.) (lit.) |
| Vapor pressure | 0.0000021 [mmHg]0Pa at 25℃ |
| Physical Description | Solid[Merck Index] White powder[Alfa Aesar MSDS]hydrated white crystals with a faint phenolic odour |
| Dissociation Constants | 3.11 (at 25 °C) |
| Kovats Retention Index | 1532 |
| Density | 1.3725 (rough estimate) |
| Refractive index | 1.6710 (estimate) |
| FEMA | 3798 | 2,4-DIHYDROXYBENZOIC ACID |
| FLAVIS Number | 08.076 | 2,4-Dihydroxybenzoic acid |
| Flash point | 200 °C |
| Storage conditions | Inert atmosphere,Room Temperature |
| Physical state | Crystalline Powder |
| pKa (acidity coefficient) | 3.11, 8.55, 14.0(at 25℃) |
| Color | Cream to slightly beige or pink |
| Odor | at 100.00%. mild phenolic |
| Biological source | synthetic |
| Merck | 14,8157 |
| JECFA Number | 908 |
| BRN | 1946213 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING - EMOLLIENTSKIN CONDITIONING - MISCELLANEOUS |
| InChI | 1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11) |
| InChIKey | UIAFKZKHHVMJGS-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccc(O)cc1O |
| LogP (partition coefficient) | 0.98 at 23℃ and pH3.5 |
| Substances Added to Food (formerly EAFUS) | 2,4-DIHYDROXYBENZOIC ACID |
| CAS DataBase Reference | 89-86-1(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | LU39SC9JYL |
| NIST Chemistry Reference | 2,4-Dihydroxybenzoic acid(89-86-1) |
| EPA Substance Registry System | 2,4-Resorcylic acid (89-86-1) |
| 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) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36-37/39 |
| Water hazard class (WGK) | 1 |
| RTECS number | VH3708050 |
| TSCA inventory status | TSCA listed |
| Customs code | 29182990 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Skin Sens. 1 |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH315 (89.1%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (90.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (87.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 11 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: Benzoic acid, 2,4-dihydroxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 03-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/26724Status: Active Update: 16-10-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20707Benzoic acid, 2,4-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Intraperitoneal LD50 (mouse) > 800 mg/kg[RTECS] Safe when used as a flavoring agent in food[JECFA] A skin and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (89.1%)Eye Irrit. 2A (90.9%)STOT SE 3 (87.3%) |
| Protective Action Criteria (PAC) | 10 [mg/m3]110 [mg/m3]660 [mg/m3] |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | VH3708050 |
| Customs code | 29182990 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36-37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319-H335 |
| REACH registrations | Active |
| Hazard class | Skin Sens. 1 |
| 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
2,4-Dihydroxybenzoic acid is a useful synthetic intermediate. An organic building block for plastics and rubber products.
Occurrence
Reported present in avocados, beer, red wine, roast coffee, sherry, smoked sausage and white wine
Uses
2,4-Dihydroxybenzoic acid is used in Intermediates, Plasticizers, Plastic and Rubber Products, a organic building block.
Uses
Intermediate for dyestuffs and drugs; spot test reagent for iron.
Preparation & Synthesis
Preparation
It is derived from the hydroxylation of resorcinol.
Preparation
Prepared from resorcinol and potassium bicarbonate in glycerol or water by heating and passing carbon dioxide through the mixture.