2H-Pyran-6-carbonyl chloride, 2-oxo- (9CI)

Base Information

• Chemical Name: 2H-Pyran-6-carbonyl chloride, 2-oxo- (9CI)
• CAS No.: 75611-67-5
• Molecular Formula: C6H3 Cl O3
• Molecular Weight: 158.541
• Mol file: 75611-67-5.mol

Synonyms:Coumaloylchloride

Chemical Property of 2H-Pyran-6-carbonyl chloride, 2-oxo- (9CI)

Chemical Property:

• PSA: 47.28000
• LogP: 1.01880

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-6-carbonyl chloride, 2-oxo- (9CI)

There total 5 articles about 2H-Pyran-6-carbonyl chloride, 2-oxo- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2H-pyran-2-one-6-carboxylic acid (672-67-3) → Pyran-2-one-6-carbonyl chloride (75611-67-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 85 ℃;

DOI:10.1016/S0040-4039(00)81798-0

Reference yield:

diethyl 2-hydroxy-2,4-hexadien-1,6-dioate (129363-87-7) → Pyran-2-one-6-carbonyl chloride (75611-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / aq. HCl / 8 h / Heating

2: SOCl₂ / 16 h / Heating

With hydrogenchloride; thionyl chloride;

DOI:10.1021/ja050110b

Reference yield:

5-oxo-hex-2-enedioic acid-1-ethyl ester → Pyran-2-one-6-carbonyl chloride (75611-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated aqueous hydrochloric acid

2: thionyl chloride

With hydrogenchloride; thionyl chloride;

DOI:10.1021/ja01636a061

upstream raw materials:

2H-pyran-2-one-6-carboxylic acid

diethyl 2-hydroxy-2,4-hexadien-1,6-dioate

6-trichloromethyl-2H-pyran-2-one

5-oxo-hex-2-enedioic acid diethyl ester

Downstream raw materials:

methyl 2-pyrone-6-carboxylate

6-oxo-6H-pyran-2-carboxylic acid o-anisidide

6-oxo-6H-pyran-2-carboxylic acid-(4-chloro-anilide)

6-oxo-6H-pyran-2-carboxylic acid-(4-dimethylamino-anilide)

Refernces

• 1、 Crepin, Damien F.,Harrity, Joseph P. A.. "Lewis base directed cycloaddition reactions of 2-pyrones and alkynylaluminum reagents". supporting information. p. 4222 - 4225. Retrieved 2013/09/12.
• 2、 Metanis, Norman,Keinan, Ehud,Dawson, Philip E.. "A designed synthetic analogue of 4-OT is specific for a non-natural substrate". . p. 5862 - 5868. Retrieved 2007/10/03.