13222-85-0

Basic information

• Product Name: 4-METHYLBENZENE-1-CARBOXYLIC ANHYDRIDE
• Synonyms: 4-Methylphenyl anhydride;P-TOLUIC ANHYDRIDE;4-METHYLBENZENE-1-CARBOXYLIC ANHYDRIDE;4-METHYLBENZOIC ANHYDRIDE;Bis(4-methylbenzoic)anhydride
• CAS NO: 13222-85-0
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Mol File: 13222-85-0.mol
• Article Data: 62

Chemical Properties

• Melting Point: 86-89℃
• Boiling Point: 357.5°C (rough estimate)
• Flash Point: 196°C
• Appearance: /
• Density: 1.1565 (rough estimate)
• Vapor Pressure: 5.5E-07mmHg at 25°C
• Refractive Index: 1.5600 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 4-METHYLBENZENE-1-CARBOXYLIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLBENZENE-1-CARBOXYLIC ANHYDRIDE(13222-85-0)
• EPA Substance Registry System: 4-METHYLBENZENE-1-CARBOXYLIC ANHYDRIDE(13222-85-0)

Safety Data

• Hazardous Substances Data: 13222-85-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 24, p. 3261, 1994 DOI: 10.1080/00397919408010249

InChI:InChI=1/C16H14O3/c1-11-3-7-13(8-4-11)15(17)19-16(18)14-9-5-12(2)6-10-14/h3-10H,1-2H3

Upstream product

• 99-94-5 p-Toluic acid 
• 75474-00-9 acetic-p-methylbenzoic anhydride 
• 106-44-5 p-cresol 
• 110-86-1 pyridine 
• 7719-09-7 thionyl chloride 
• 155164-67-3 4,5-Dichloro-2-(4-methyl-benzoyl)-2H-pyridazin-3-one 
• 104-85-8 para-methylbenzonitrile 
• 104-87-0 4-methyl-benzaldehyde 
• 589-18-4 4-Methylbenzyl alcohol 
• 100-51-6 benzyl alcohol 
• 1468-95-7 9-hydroxymethylanthracene 
• 98-00-0 (2-furyl)methyl alcohol 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 104857-27-4 2-(phenyl)-3-oxoisothiazolo<5,4-b>pyridine 

Downstream Products

• 100718-16-9 p-toluic acid-(4,5,6,7-tetrahydro-3H-azepin-2-yl ester) 
• 70151-41-6 5,6-dimethyl-2-(p-tolyl)-1H-benzo[d]imidazole 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 6397-82-6 4'-methoxyhexanophenone 
• 23886-71-7 4-methoxy-4'-methylbenzophenone 
• 137057-49-9 C₃₅H₃₂N₄O₈ 
• 85382-77-0 4-Methyl-benzoic acid (3R,3aR,6S,6aR)-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester 
• 134-84-9 4-Methylbenzophenone 
• 14271-73-9 4-methylbenzoyl cyanide 
• 852357-57-4 tert-butyl 2-cyano-2-(p-methylphenyl)acetate 
• 52258-16-9 4-methylphenyl 2-naphthyl sulfide 
• 59746-40-6 pyrrolidin-1-yl(p-tolyl)methanone 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 121409-45-8 2'-deoxy-3',5'-di-O-(4-methylbenzoyl)adenosine 

Relevant articles and documents

Synthesis of symmetric anhydrides using visible light-mediated photoredox catalysis

A new approach to anhydride formation is reported via activation of C-O bonds by the Vilsmeier-Haack reagent formed by Ru(bpy)3Cl2 and CBr4 in DMF. Various aryl and alkyl carboxylic acids are converted to the corresponding anhydrides in excellent yields.

Synthesis of anhydrides from acyl chlorides under ultrasound condition

A convenient and general method for the synthesis of symmetrical anhydrides under ultrasound conditions is described.

FACILE CONVERSION OF AMIDES TO THE ACIDS AND/OR ANHYDRIDES USING DINITROGEN TETROXIDE

Carboxamides and sulfonamides were reacted with dinitrogen tetroxide to give the corresponding acids, while such as N-bromoamides and hydroxamic acids were also converted to the corresponding acids together with their anhydrides.

OXYGEN ATOM TRANSFER REACTION. THE REACTION OF CARBONYL COMPOUNDS WITH DIOXYGEN COMPLEXES

The reaction of peroxobis(triphenylphosphine)platinum with benzil or benzoic anhydride gave benzoic anhydride or benzoyl peroxide respectively.The scope of the above reactions is described.

Simple preparation of symmetrical carboxylic acid anhydrides by means of Na2CO3/SOCl2

A convenient and general method for the synthesis of symmetrical carboxylic acid anhydrides using sodium carbonate/thionyl chloride is described. Copyright Taylor & Francis Group, LLC.

Preparation of a resin-bound cobalt phosphine complex and assessment of its use in catalytic oxidation and acid anhydride synthesis

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Diphosphonium fluorosulfonate reagent as a dehydrating agent in organic synthesis

A facile, one-pot dehydration of organic substrates is afforded by the 'diphosphonium fluorosulfonate' reagent, Ph3P(+)OP(+)Ph3*2SO3F(-).This reagent has been used to convert acids to anhydrides, acid and alcohols to esters, acids and amines to amides and in double dehydrations to form heterocycles.

Dabco/SOCl2, mild, and convenient reagent for the preparation of symmetrical carboxylic acid anhydrides

Various types of carboxylic acids undergo rapid dehydration with 1,4-diazabicyclo[2.2.2]octane, dabco / thionyl chloride, under mild reaction conditions to afford symmetrical acid anhydrides in high isolated yields.

Preparation method of symmetric aromatic anhydride compound

The invention discloses a preparation method of a symmetric aromatic anhydride compound, the preparation method comprises the following steps: dissolving alpha-terpilenol and pyridine in a solvent, adding an aroyl chloride solution, and reacting for 8-16 hours to obtain the symmetric aromatic anhydride compound. The alpha-terpilenol and the aroyl chloride are used as raw materials, and the method has the advantages of being easy to operate, mild in reaction condition, high in safety, simple in technological process and post-treatment, low in cost, high in yield of part of products and the like, and is very beneficial to industrialization.

PIII-Chelation-Assisted Indole C7-Arylation, Olefination, Methylation, and Acylation with Carboxylic Acids/Anhydrides by Rhodium Catalysis

Rhodium-catalyzed C7-selective decarbonylative arylation, olefination, and methylation of indoles with carboxylic acids or anhydrides by C?H and C?C bond activation have been developed. Furthermore, C7-acylation products can also be generated selectively at a lower reaction temperature in the developed system. The key to the high reactivity and regioselectivity of this transformation is the appropriate choice of an indole N-PtBu2 chelation-assisted group. This method has many advantages, including easy access and removal of the directing group, the use of cheap and widely available coupling agents, no requirement of an external ligand or oxidant, a broad substrate scope, high efficiency, and the formation of a sole regioisomer.