Basic information
- CAS
619-64-7- Standard SMILES
CCc1ccc(C(=O)O)cc1- InChIKey
ZQVKTHRQIXSMGY-UHFFFAOYSA-N- Molecular formula
- C9H10O2
- Average molar mass
- 150.17 g/mol
- Monoisotopic mass
- 150.06807956
Overview
4-Ethylbenzoic acid is a member of benzoic acids.
Names & identifiers
- Preferred name
- 4-Ethylbenzoic Acid
- IUPAC
- 4-ethylbenzoic acid
- English name
- 4-Ethylbenzoic acid
- Molecular formula
- C9H10O2
- Molecular weight
- 150.17
Names & synonyms
4-ETHYLBENZOIC ACID619-64-7p-Ethylbenzoic acidBenzoic acid, 4-ethyl-9TKM8P0G6RNSC-59888DTXSID3073212RefChem:98893DTXCID1043178210-605-34-Ethyl Benzoic acidMFCD00002570
Show more names
4-ethylbenzoateThe ethyl benzoateRARECHEM AL BO 12814-Ethylbenzoesaeure4-EthylbenzoicAcid97%4-EthylbenzoicAcid>Benzoic acid, p-ethyl-
NSC598884-Ethylbenzoic acid, 99%MLS000849800ZQVKTHRQIXSMGY-UHFFFAOYSA-4-(Ethyl-1-13C)benzoic acidSTL168364SB66834NCGC00246660-01
Database identifiers
- CAS
619-64-7- PubChem CID
- 12086
- DTXSID
DTXSID3073212- ChEMBL
CHEMBL100768- ChEBI
CHEBI:90074- UNII
- 9TKM8P0G6R
- EC Number
- 210-605-3
- Nikkaji
- J1.670E
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 134
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
LogP
2.89
2.85
Melting Point112 - 113 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 112 · 112-113 °C(lit.)
- Boiling point
- 271.51 °C · 271.51°C (estimate)
- Density
- 1.0937 · 1.0937 (estimate)
- refractive index
- 1.5188 · 1.5188 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 1 · pK1:4.35 (25°C)
- form
- Powder
- color
- White to beige
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (43.8%): Causes skin irritation [Warning Skin corrosion/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 16 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (43.8%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29163900
- risk_code
- 22-36/37
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 22-24/25-37/39-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
Uses4-Ethylbenzoic acid was used in the synthesis of ethyl 4-vinyl-α-cyano-β-phenylcinnamate. It was also used to functionalize the edge of “pristine” graphite in the presence of polyphosphoric acid/phosphorus pentoxide.
General Description4-Ethylbenzoic acid reacts with lanthanum nitrate in aqueous solution to yield the polymer catena-poly[[aqua(4-ethylbenzoic acid-κO)lanthanum(III)]-tri-μ-4-ethylbenzoato].
Preparation methods
PreparationThe preparation of 4-ethylbenzoic acid can be done in the following steps:1. Add ethylbenzene and trichloroacetaldehyde in the reaction kettle.2. Add anhydrous aluminum trichloride in batches at 0 °C.3. Stir and react at -10 ~ 0 °C for 2 hours after the addition.4. Add dilute hydrochloric acid to the mixed solution to decompose the remaining aluminum trichloride.5. Wash with NaHCO3 and water.6. Distill the organic layer to recover ethylbenzene.7. Distill to obtain p-ethylbenzene-2,2,2-trichloroethanol.8. Dissolve the trichloroethanol in methanol.9. Add NaOH solution and stir.10. Add dropwise 30% hydrogen peroxide aqueous solution to the mixture.11. Stir until the trichloroethanol disappears.12. Acidify with HCl to obtain crystalline 4-ethylbenzoic acid.
Upstream & downstream products
Upstream raw materials
Related reactions
38 records
Compound notes
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