2243-32-5

Basic information

• Product Name: PENTAMETHYLBENZOIC ACID
• Synonyms: RARECHEM AL BO 0275;PENTAMETHYLBENZOIC ACID;2,3,4,5,6-Pentamethylbenzoic acid;2,3,4,5,6-pentamethylbenzoicacid;2,3,4,5,6-Pentamethyl-benzoicacid;Benzoic acid, pentamethyl-;PENTAMETHYLBENZOIC ACID 97%
• CAS NO: 2243-32-5
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• EINECS: 218-809-4
• Mol File: 2243-32-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 210.5°C
• Boiling Point: 319.95°C (estimate)
• Flash Point: 159.7 °C
• Appearance: /
• Density: 1.0227 (estimate)
• Vapor Pressure: 3.15E-05mmHg at 25°C
• Refractive Index: 1.5207 (estimate)
• CAS DataBase Reference: PENTAMETHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: PENTAMETHYLBENZOIC ACID(2243-32-5)
• EPA Substance Registry System: PENTAMETHYLBENZOIC ACID(2243-32-5)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 2243-32-5(Hazardous Substances Data)

Usage

General Description

Pentamethylbenzoic acid is a chemical compound with the formula C14H18O2. It is a white crystalline solid that is used in the manufacture of pharmaceuticals and dyes. Pentamethylbenzoic acid is known for its high thermal stability and resistance to oxidation, making it useful in various industrial applications. It is also a common reagent in organic synthesis, where it can be used as a building block for the creation of more complex molecules. Additionally, it has potential applications in the field of materials science, where its unique properties may be harnessed for the development of new materials with specific functional features.

InChI:InChI=1/C12H16O2/c1-6-7(2)9(4)11(12(13)14)10(5)8(6)3/h1-5H3,(H,13,14)

Upstream product

• 17432-38-1 pentamethylbenzaldehyde 
• 87-85-4 Hexamethylbenzene 
• 484-66-2 2,3,4,5,6-pentamethylbenzyl alcohol 
• 71-48-7 cobalt(II) acetate 
• 700-12-9 pentamethylbenzene, 
• 201230-82-2 carbon monoxide 
• 856182-13-3 3-methyl-1-pentamethylphenyl-but-2-en-1-one 
• 75-44-5 phosgene 
• 124-38-9 carbon dioxide 

Downstream Products

• 28195-45-1 pentamethyl-benzoic acid methyl ester 
• 31464-74-1 2,3,4,5-Tetramethyl-6-nitrooxymethyl-benzoic acid 
• 700-12-9 pentamethylbenzene, 
• 527-17-3 Duroquinone 
• 527-35-5 2,3,5,6-tetramethylphenol 
• 86145-89-3 4-nitro-2,3,5,6-tetramethylbenzoic acid 
• 103224-78-8 4,5,7-Trimethyl-isobenzofuran-1,3-dione 1-oxime 
• 18801-63-3 3,4,5,6-tetramethyl-1,2-dinitrobenzene 
• 5144-10-5 2,3,4,5,6-pentamethylbenzonitrile 
• 46157-32-8 Pentamethylbenzoylium-Kation 
• 98055-25-5 2-Carboxy-3,4,5,6-tetramethylphenylnitromethane 
• 29002-54-8 4,5,6,7-tetramethylisobenzofuran-1(3H)-one 
• 124-38-9 carbon dioxide 
• 87-85-4 Hexamethylbenzene 

Relevant articles and documents

Method for estimating SN1 rate constants: Solvolytic reactivity of benzoates

Nucleofugalities of pentafluorobenzoate (PFB) and 2,4,6-trifluorobenzoate (TFB) leaving groups have been derived from the solvolysis rate constants of X,Y-substituted benzhydryl PFBs and TFBs measured in a series of aqueous solvents, by applying the LFER equation: log k = sf(Ef + Nf). The heterolysis rate constants of dianisylmethyl PFB and TFB, and those determined for 10 more dianisylmethyl benzoates in aqueous ethanol, constitute a set of reference benzoates whose experimental ΔG ? have been correlated with the ΔH? (calculated by PCM quantum-chemical method) of the model epoxy ring formation. Because of the excellent correlation (r = 0.997), the method for calculating the nucleofugalities of substituted benzoate LGs have been established, ultimately providing a method for determination of the SN1 reactivity for any benzoate in a given solvent. Using the ΔG? vs ΔH? correlation, and taking sf based on similarity, the nucleofugality parameters for about 70 benzoates have been determined in 90%, 80%, and 70% aqueous ethanol. The calculated intrinsic barriers for substituted benzoate leaving groups show that substrates producing more stabilized LGs proceed over lower intrinsic barriers. Substituents on the phenyl ring affect the solvolysis rate of benzhydryl benzoates by both field and inductive effects.

ELECTRON TRANSFER ACTIVATION. HYDROPEROXIDE INTERMEDIATES IN A NOVEL AND SELECTIVE PROCEDURE FOR BENZYLIC OXIDATIONS.

A selective and mild photochemical procedure for benzylic oxidations with 9,10-dicyanoanthracene (DCA) an usual electron acceptor, in the presence of methyl viologen (MV2+), an electron relay, has been developed.Methyl and methylene groups are oxidized in good to excellent yields to the corresponding hydroperoxides.

Process for preparing a methyl-substituted benzaldehyde

Process for formylating an alkyl-substituted benzene using carbon monoxide and hydrogen chloride, in the presence of aluminum chloride catalyst, in a reaction mixture which includes chlorobenzene as a solvent, and process for oxidizing an alkyl-substituted benzaldehyde using oxygen, in the presence of an autoxidation initiator, in a reaction mixture which includes cyclohexanone as a reductant.