22651-87-2

Basic information

• Product Name: cyclohexanecarboxylic anhydride
• Synonyms: cyclohexanecarboxylic anhydride;Bis(cyclohexanecarboxylic)anhydride;Einecs 245-146-8
• CAS NO: 22651-87-2
• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32268
• EINECS: 245-146-8
• Mol File: 22651-87-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 156°C/0.7mmHg(lit.)
• Flash Point: 161.2°C
• Appearance: /
• Density: 1.082g/cm³
• Vapor Pressure: 2.82E-05mmHg at 25°C
• Refractive Index: 1.4740-1.4780
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: cyclohexanecarboxylic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexanecarboxylic anhydride(22651-87-2)
• EPA Substance Registry System: cyclohexanecarboxylic anhydride(22651-87-2)

Safety Data

• Hazardous Substances Data: 22651-87-2(Hazardous Substances Data)

Usage

General Description

Cyclohexanecarboxylic anhydride, also known as hexahydrophthalic anhydride, is a chemical compound and cyclic anhydride of cyclohexanecarboxylic acid. It is a colorless to light yellow liquid with a pungent odor, and is primarily used in the production of epoxy resins, plasticizers, and alkyd resins. It is also used as a hardener in the manufacturing of curing agents for epoxy resins, and as a raw material for the production of agricultural chemicals and pharmaceuticals. With its versatile applications in various industries, the demand for cyclohexanecarboxylic anhydride continues to be significant. However, it is important to handle this chemical with care due to its potential irritant and harmful effects on human health and the environment.

InChI:InChI=1/C14H22O3/c15-13(11-7-3-1-4-8-11)17-14(16)12-9-5-2-6-10-12/h11-12H,1-10H2

Upstream product

• 108-24-7 acetic anhydride 
• 98-89-5 Cyclohexanecarboxylic acid 
• 65-85-0 benzoic acid 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 2043-61-0 cyclohexanecarbaldehyde 
• 535-80-8 3-chlorobenzoate 
• 122-97-4 3-Phenyl-1-propanol 
• 60-12-8 2-phenylethanol 
• 100-51-6 benzyl alcohol 
• 100-49-2 cyclohexylmethyl alcohol 
• 54829-34-4 Cyclohexanecarbothioic acid S-propyl ester 
• 54829-35-5 Cyclohexanecarbothioic acid S-isopropyl ester 
• 136-01-6 cyclohexanecarboxylic acid Na-salt 

Downstream Products

• 117884-78-3 3β-cyclohexanecarbonyloxy-5α,17βH-pregn-20-yn-17-ol 
• 120614-46-2 3β-cyclohexanecarbonyloxy-17βH-pregn-5-en-20-yn-17-ol 
• 4904-55-6 cyclohexanecarbonyl peroxide 
• 25256-34-2 C₂₀H₂₈N₂O₂ 
• 25256-08-0 Cyclohexanecarboxylic acid (3-isobutyrylamino-phenyl)-amide 
• 14272-72-1 (+)-N-<2-Phenyl-2-(cyclohexancarboxylat)aethyl>-4-methyl-thiazolium 
• 15914-84-8 (S)-1-(1-Naphthyl)ethanol 
• 42177-25-3 (R)-1-(naphth-1-yl)ethanol 
• 59293-37-7 tetrahydro-1-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)-3-allyl-6-cyclohexylcarbonyloxy-2(1H)-pyrimidinone 
• 1329472-32-3 4-(4-bromophenyl)-3-cyclohexyl-5-phenyl-4H-[1,2,4]triazole 
• 1297270-24-6 3-cyclohexyl-4,5-diphenyl-4H-[1,2,4]triazole 
• 36947-70-3 2-cyclohexylbenzimidazole 
• 150614-90-7 (dimethyl(phenyl)silyl)(cyclohexyl)methanone 
• 2043-61-0 cyclohexanecarbaldehyde 

Relevant articles and documents

-

-

Visible light-induced transformation of aldehydes to esters, carboxylic anhydrides and amides

A transition metal- and organophotocatalyst free synthesis of esters, carboxylic anhydrides and amides from aldehydes induced by visible-light has been reported. The proposed methodology can be carried out by the use of sunlight or artificial visible light as a blue LED source. The methodology has a very broad applicability and the desired products are obtained in very satisfactory yields.

Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides

Decarboxylative cross-coupling of aliphatic acid anhydrides with vinyl triflates or halides was accomplished via nickel catalysis. This methodology works well with a broad array of substrates and features abundant functional group tolerance. Notably, our approach addresses the issue of safe and environmental installation of methyl or ethyl group into molecular scaffolds. The method possesses high chemoselectivity toward alkyl groups when aliphatic/aromatic mixed anhydrides are involved. Furthermore, diverse ketones could be modified with our strategy.