23090-18-8

Basic information

• Product Name: 2H-Pyran-5-carbonylchloride, 2-oxo-
• Synonyms: 2-Oxo-2H-pyran-5-carbonylchloride; Coumalic acid chloride
• CAS NO: 23090-18-8
• Molecular Formula: C₆H₃ClO₃
• Molecular Weight: 158.54
• Product Categories: ACIDHALIDE;Carbonyl Chlorides;Carbonyl Chlorides;Ring Systems
• Mol File: 23090-18-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Pyran-5-carbonylchloride, 2-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-5-carbonylchloride, 2-oxo-(23090-18-8)
• EPA Substance Registry System: 2H-Pyran-5-carbonylchloride, 2-oxo-(23090-18-8)

Safety Data

• Hazardous Substances Data: 23090-18-8(Hazardous Substances Data)

Usage

General Description

2H-Pyran-5-carbonylchloride, 2-oxo- is a chemical compound with the molecular formula C6H3ClO3. It is a chlorinated pyran derivative that contains a carbonyl group and an oxo group. 2H-Pyran-5-carbonylchloride, 2-oxo- is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemistry for various reactions, such as the formation of esters and amides. Additionally, it can be used as a building block in the preparation of other organic compounds. This chemical has potential applications in the pharmaceutical and agricultural industries.

Upstream product

• 500-05-0 2H-pyran-2-one-5-carboxylic acid 

Downstream Products

• 6018-41-3 methyl coumalate 
• 100125-65-3 5-(4-bromo-benzoyl)-pyran-2-one 
• 100621-96-3 5-(4-ethyl-benzoyl)-pyran-2-one 
• 100374-56-9 5-(4-methoxy-benzoyl)-pyran-2-one 
• 100399-04-0 5-(4-chloro-benzoyl)-pyran-2-one 
• 55588-79-9 (2-Oxo-2H-pyran-5-yl)-phenylketon 
• 691015-00-6 6-oxo-6H-pyran-3-carboxylic acid amide 
• 100374-53-6 5-p-toluoyl-pyran-2-one 
• 129660-12-4 2-oxo-2H-pyran-5-carbonitrile 
• 86980-98-5 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-methanol 
• 56491-03-3 (+/-)-deplancheine 
• 99970-13-5 5-benzoyl-1-hydroxy-1H-pyridin-2-one 
• 27039-13-0 (6-hydroxy-[3]pyridyl)-phenyl ketone 
• 107624-95-3 (6-hydroxy-[3]pyridyl)-p-tolyl ketone 

Relevant articles and documents

-

-

Oxidative carbonylation of methanol to dimethyl carbonate by chlorine-free homogeneous and immobilized 2,2′-bipyrimidine modified copper catalyst

A chlorine-free catalyst, prepared in situ from Cu(II) acetate and 2,2′-bipyrimidine, can be used for the oxidative carbonylation of methanol to dimethyl carbonate. In situ high pressure IR and NMR spectroscopic studies suggest the formation of [Cu(2,2′-bipyrimidine)(CO)(OMe)] as one of the key intermediates. The catalytic performance of the 2,2′-bipyrimidine- modified Cu-catalyst is similar to the CuCl-based system. The chlorine free catalyst can be immobilized by using the copolymer of 5-vinyl-2,2′- bipyrimidine and styrene.

A new route for manufacture of 3-cyano-1-naphthalenecarboxylic acid

3-Cyano-1-naphthalenecarboxylic acid is an intermediate required for manufacture of tachykinin receptor antagonists. The 1,3-disubstitution pattern on the naphthalene skeleton complicates the synthesis of this cyano acid. Previous literature-based chemistry is unattractive for large-scale manufacture due to stoichiometric use of mercury salts, low yield, and other operational difficulties. An attractive new route has been developed by establishing the 1,3-substitution on the carbon atoms destined for only one-half of the naphthalene 2-ring system, via 3-bromocoumalate, and then building up the rest of the naphthalene ring system by Diels-Alder addition of 3-bromocoumalate to in situ-generated benzyne. The resulting 4-bromo-2-naphthoate was converted to the required cyanoacid by transformation of ester to nitrile followed by carbonylation of the bromo substituent. The new route has been scaled up successfully and offers significant advantages over previous literature chemistry in terms of improved process environmental implications, improved yield, lower cost, and improved robustness and ease of operation at larger scales of operation.