794-94-5

Basic information

• Product Name: 4-METHOXYBENZOIC ANHYDRIDE
• Synonyms: p-anisicacidanhydride;p-Methoxybenzoic anhydride;p-methoxybenzoicanhydride;4-ANISIC ANHYDRIDE;4-METHOXYBENZOIC ANHYDRIDE;4-METHOXYBENZOIC ACID ANHYDRIDE;P-ANISIC ANHYDRIDE;P-METHOXYBENZOIC ACID ANHYDRIDE
• CAS NO: 794-94-5
• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28
• EINECS: 212-345-6
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 794-94-5.mol
• Article Data: 57

Chemical Properties

• Melting Point: 92-97 °C(lit.)
• Boiling Point: 310 °C / 10mmHg
• Flash Point: 202.3 °C
• Appearance: /
• Density: 1.2638 (rough estimate)
• Vapor Pressure: 2.06E-08mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in alcohol, ether. Insoluble in water.
• Sensitive: Moisture Sensitive
• BRN: 545712
• CAS DataBase Reference: 4-METHOXYBENZOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZOIC ANHYDRIDE(794-94-5)
• EPA Substance Registry System: 4-METHOXYBENZOIC ANHYDRIDE(794-94-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: BZ5300000
• HazardClass: IRRITANT, MOISTURE SENSITIVE
• Hazardous Substances Data: 794-94-5(Hazardous Substances Data)

Usage

Uses

4-Methoxybenzoic anhydride is used as pharmaceutical intermediates.

Synthesis Reference(s)

Synthetic Communications, 19, p. 3331, 1989 DOI: 10.1080/00397918908052736

InChI:InChI=1/C16H14O5/c1-19-13-7-3-11(4-8-13)15(17)21-16(18)12-5-9-14(20-2)10-6-12/h3-10H,1-2H3

Upstream product

• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 121-44-8 triethylamine 
• 52509-81-6 potassium 4-methoxybenzoate 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 579-75-9 2-Methoxybenzoic acid 
• 100-52-7 benzaldehyde 
• 766-93-8 N-cyclohexylformamide 
• 931-53-3 Cyclohexyl isocyanide 
• 99648-33-6 tetrakis(4-methoxyphenyl)-1,4-dioxine 
• 155164-68-4 4,5-Dichloro-2-(4-methoxy-benzoyl)-2H-pyridazin-3-one 
• 188118-30-1 5-anisyl-3-phenyl-1,2,4-oxadiazole-4-oxide 

Downstream Products

• 108902-39-2 2-(4-methoxy-phenyl)-oxazolo[4,5-c]pyridine 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 6397-82-6 4'-methoxyhexanophenone 
• 100-09-4 4-methoxybenzoic acid 
• 109594-39-0 2-(4-methoxy-phenyl)-oxazolo[4,5-c]quinoline 
• 1150-51-2 (2,4,6-trimethylphenyl)(4-methoxyphenyl)methanone 
• 137057-48-8 C₃₅H₃₂N₄O₁₁ 
• 2280-99-1 N-butyl-p-methoxybenzamide 
• 71468-54-7 3-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 116512-02-8 2-(α-hydroxy-4-methoxybenzylidene)-4,6,7-trimethoxycoumaranone 
• 140172-87-8 4-anisoyloxy-5-acetylacenaphthene 
• 50461-86-4 5,7-dihydroxy-3,6,8,4′-tetramethoxyflavone 
• 132610-67-4 C₂₃H₁₇NO₃ 
• 1581288-80-3 2-(4-methoxyphenyl)-10-phenyl-[1,2,4]triazolo[1,5-b][2,7]naphthyridin-5(3H)-one 

Relevant articles and documents

Efficient synthesis of symmetrical anhydrides by cross dehydrogenative coupling of aryl aldehydes over CuFe2O4 nanoparticles

Nano copper ferrite catalyst is prepared and characterized by scanning electron microscopy, energy dispersive X-ray, X-ray diffraction, vibrational sample magnetometry, and Fourier transform infrared. The catalytic activity is probed for cross-dehydrogenative coupling of aromatic aldehydes in the presence of tert-butyl hydroperoxide as the oxidant. This catalytic protocol appears as a simple, rather cheap, clean, and efficient practical strategy for the synthesis of symmetrical anhydrides, with proper efficiency (66%). The catalyst can be easily separated from the reaction mixture by an external magnet and reused several times in subsequent reactions, without any measurable loss of its efficiency. Graphic abstract: [Figure not available: see fulltext.]

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.

Vilsmeier-Haack reagent mediated synthetic transformations with an immobilized iridium complex photoredox catalyst

An immobilized iridium complex photocatalyst Ir(ppy)2(PDVB-py) was synthesized by immobilization of the iridium complex onto the nanoporous vinylpyridine-divinylbenzene copolymer (PDVB-py). Its application for the synthesis of amides, nitriles, and anhydrides was reported via reactions under the action of the visible-light-driven in situ generated Vilsmeier-Haack reagent from CBr4 in DMF. The results showed that this heterogeneous photocatalyst has extremely high activity and excellent stability to be recycled five times.