Basic information
- CAS
1571-08-0- Standard SMILES
COC(=O)c1ccc(C=O)cc1- InChIKey
FEIOASZZURHTHB-UHFFFAOYSA-N- Molecular formula
- C9H8O3
- Average molar mass
- 164.16 g/mol
- Monoisotopic mass
- 164.04734412
Overview
Methyl-p-formylbenzoate appears as needles (in water) or white powder. (NTP, 1992)
Names & identifiers
- Preferred name
- Methyl 4-Formylbenzoate
- IUPAC
- methyl 4-formylbenzoate
- English name
- Methyl 4-formylbenzoate
- Molecular formula
- C9H8O3
- Molecular weight
- 164.16
Names & synonyms
METHYL 4-FORMYLBENZOATE1571-08-04-CarbomethoxybenzaldehydeMethyl p-formylbenzoateBenzoic acid, 4-formyl-, methyl esterMethyl terephthalaldehydate4-(Methoxycarbonyl)benzaldehydep-Carbomethoxybenzaldehyde4-Formylbenzoic Acid Methyl EsterMethyl-p-formyl benzoateMethyl terephthaldehydateMethyl benzaldehyde-4-carboxylate
Show more names
AKOS BBS-00003165TIMTEC-BB SBB008362Methyl 4-formylbenzoOTAVA-BB BB7018801965Mehyl4-FormylbenzoateMethyl-4-formylbenzoat
p-Formylbenzoic acid methyl esterTerephthalaldehydic acid, methyl ester4-Carboxybenzaldehyde methyl ester2-MethoxycarbonylbenzaldehydeHSDB 5842NSC 28459CCRIS 6063DTXSID4025610
Database identifiers
- CAS
1571-08-0- PubChem CID
- 15294
- DTXSID
DTXSID4025610
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 43.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 169
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzaldehydes
Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Boiling Point509 °F at 760 mmHg (NTP, 1992)
Melting Point140 to 144 °F (NTP, 1992)
Vapor Pressure0.0099 [mmHg]
Physical Description
Methyl-p-formylbenzoate appears as needles (in water) or white powder. (NTP, 1992)
Other Solid
White solid; [CAMEO] Powder; [MSDSonline]
Physicochemical properties
- Melting point
- 59 · 59-63 °C (lit.)
- Boiling point
- 265 °C · 265 °C (lit.)
- Density
- 1 · 1,2 g/cm3
- bulk density
- 528 kg/m3 · 528kg/m3
- refractive index
- 1.526 · 1.5260 (estimate)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 53.3% (8 of 15) of all reports.
Warning
H302 (13.3%): 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 15 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Benzoic acid, 4-formyl-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 4-formyl-, methyl ester 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)
Status: Active Update: 29-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24821
Benzoic acid, 4-formyl-, methyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Fire HazardsFlash point data for this compound are not available. It is probably combustible. (NTP, 1992)
Hazards SummaryMay form peroxides; [CAMEO] An irritant; [MSDSonline]
Reactive GroupAldehydes
Reactivity AlertsPeroxidizable Compound
Reactivity Profile
METHYL-P-FORMYLBENZOATE is an aldehyde/ester. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Chemistry & industry
Uses & manufacturing
Uses
Used to make dimethyl terephthalate; [HSDB]
CHEM INT (UNISOLATED) FOR DIMETHYL TEREPHTHALATE
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
2023: 500,000 - <1,000,000 lb
(1977) AT LEAST 4.54X10+8 GRAMS (UNISOLATED)
(1981) No Data
Industry UsesNot Known or Reasonably Ascertainable
Methods of ManufacturingPRODUCED AS AN UNISOLATED INTERMEDIATE IN PROCESS FOR MAKING DIMETHYL TEREPHTHALATE FROM P-XYLENE BY SUCCESSIVE OXIDATIONS & ESTERIFICATIONS
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Benzoic acid, 4-formyl-, methyl ester: ACTIVE
Applications
Uses4-Formylbenzoic Acid Methyl Ester is a benzoic acid derivative with antioxidant activity.
UsesMethyl 4-formylbenzoate is used in the preparation of dimethyl terephthalate. It is also used as an active pharmaceutical ingredient intermediate and fluorescent brightener intermediate.
General DescriptionNeedles (in water) or white powder.
Upstream & downstream products
Upstream raw materials
Related reactions
508 records
Compound notes
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