4-Hydroxybenzaldehyde
Basic information
- CAS
123-08-0- Standard SMILES
O=Cc1ccc(O)cc1- InChIKey
RGHHSNMVTDWUBI-UHFFFAOYSA-N- Molecular formula
- C7H6O2
- Average molar mass
- 122.12 g/mol
- Monoisotopic mass
- 122.03677943
Overview
4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor, a mouse metabolite and a plant metabolite.
Names & identifiers
- Preferred name
- 4-Hydroxybenzaldehyde
- IUPAC
- 4-hydroxybenzaldehyde
- English name
- 4-Hydroxybenzaldehyde
- Molecular formula
- C7H6O2
- Molecular weight
- 122.12
Names & synonyms
4-hydroxybenzaldehydep-Hydroxybenzaldehyde123-08-04-Formylphenolp-FormylphenolBenzaldehyde, 4-hydroxy-p-OxybenzaldehydeParahydroxybenzaldehydePara-HydroxybenzaldehydeFEMA NO. 3984NSC-2127O1738X3Y38
Show more names
PHBPARA HYDROXY BENZALDEHYDEFEMA 39844-Hydroxybenzaldehyde ,99%Hydroxy benzaldehyd
DTXSID8059552CHEBI:17597RefChem:99272DTXCID7033787204-599-14-Hydroxy benzaldehydeBenzaldehyde, p-hydroxy-4-HYDROXY-BENZALDEHYDE
Database identifiers
- CAS
123-08-0- PubChem CID
- 126
- DTXSID
DTXSID8059552- ChEMBL
CHEMBL14193- ChEBI
CHEBI:17597- UNII
- O1738X3Y38
- EC Number
- 204-599-1
- Nikkaji
- J1.156.979J、J43.312H
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 93.1
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzaldehydes
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Fragrances
Fragrance Ingredient (4-Hydroxybenzaldehyde) -> IFRA transparency List
Fragrance
LogP
1.35
1.35
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
8.45 mg/mL at 25 °C
slightly soluble in water; soluble in organic solvents
freely soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Not Classified
Aggregated GHS information provided per 1647 reports by companies from 13 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Benzaldehyde, 4-hydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 4-hydroxybenzaldehyde (EC: 204-599-1)
4-Hydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Aldrich MSDS]
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- CU6475000
- hs_code
- 29124900
- Toxicity
- LD50 orally in Rabbit: 2250 mg/kg
- risk_code
Chemistry & industry
Uses & manufacturing
UsesPresent in many plants in small amounts; [Merck Index] Used as flavoring agent or adjuvant; [FDA] Used to make pharmaceuticals; [Hawley]
U.S. Production2023: 87,300 lb
Industry UsesIntermediate
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Benzaldehyde, 4-hydroxy-: ACTIVE
Applications
Uses1. It can be used for the synthesis of organic compounds and medicine. 2. The good is also the intermediate of the pharmaceutical, perfume, and liquid crystal. p-Hydroxybenzaldehyde can be used for the production of TMP (trimethoprim), amoxicillin, cefadroxil cephalosporins, artificial gastrodin, farrerol, bezafibrate, and esmolol; it can also be used for the production of perfume anisaldehyde, vanillin, ethyl vanillin, and raspberry ketone.3. It is the key raw material for the production of p-hydroxy phenylglycine (p-hydroxy phenylglycine is the key intermediate of the new generation of semi-synthetic penicillin amoxicillin). It is also the key intermediate raw material of the production of pesticides-bromoxynil.4. p-Hydroxybenzaldehyde（4-Hydroxybenzaldehyde,123-08-0） is an important intermediate of the pharmaceutical industry and the perfume industry.5. It is an important intermediate of medicine, perfume, and pesticides for the synthesis of drugs like hydroxyl ampicillin, trimethoprim, and 3-methoxy benzaldehyde. It can also used for synthesizing polymers and producing pharmaceutical raw materials.
Related reactions
1,589 records
Compound notes
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