4-Oxo-4H-1-benzopyran-2-carbonyl chloride

Base Information

• Chemical Name: 4-Oxo-4H-1-benzopyran-2-carbonyl chloride
• CAS No.: 5112-47-0
• Molecular Formula: C10H5 Cl O3
• Molecular Weight: 208.601
• Hs Code.: 2918300090
• European Community (EC) Number: 225-841-2
• DSSTox Substance ID: DTXSID70199137
• Nikkaji Number: J203.306B
• Wikidata: Q83072037
• Mol file: 5112-47-0.mol

Synonyms:5112-47-0;4-Oxo-4H-1-benzopyran-2-carbonyl chloride;4-Oxo-4H-chromene-2-carbonyl chloride;4-oxochromene-2-carbonyl chloride;EINECS 225-841-2;chromone-2-carbonyl chloride;SCHEMBL6633181;DTXSID70199137;4-oxo-chromene-2-carbonyl chloride;chromone-2-carboxylic acid chloride;AKOS005136075;4-Oxo-4H-chromene-2-carbonyl chloride #;AM20040592;CS-0270288;4H-1-Benzopyran-2-carbonyl chloride, 4-oxo-;EN300-238944;F2190-0140

Chemical Property of 4-Oxo-4H-1-benzopyran-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.000814mmHg at 25°C
• Boiling Point: 305.6°C at 760 mmHg
• Flash Point: 135.7°C
• PSA: 47.28000
• Density: 1.477g/cm³
• LogP: 2.17200
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.9927217
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

98%Min ^*data from raw suppliers

4H-1-BENZOPYRAN-2-CARBONYLCHLORIDE,4-OXO- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C=C(O2)C(=O)Cl

Technology Process of 4-Oxo-4H-1-benzopyran-2-carbonyl chloride

There total 6 articles about 4-Oxo-4H-1-benzopyran-2-carbonyl chloride 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: 89.0%

acide chromone carboxylique-2 (4940-39-0) → 4-oxo-4H-chromene-2-carbonyl chloride (5112-47-0)

Guidance literature:

With phosphorus pentachloride; In cyclohexane; for 0.75h; Heating;

DOI:10.1021/jo01291a039

Reference yield:

chromone-3-carboxylic acid (39079-62-4) → 4-oxo-4H-chromene-2-carbonyl chloride (5112-47-0)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jm301485d

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 4-oxo-4H-chromene-2-carbonyl chloride (5112-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate; ethanol / Erhitzen des Reaktionsprodukts mit wss. Salzsaeure

2: 1,2-dichloro-ethane; thionyl chloride

With thionyl chloride; ethanol; sodium ethanolate; 1,2-dichloro-ethane;

upstream raw materials:

acide chromone carboxylique-2

o-hydroxyacetophenone

chromone-3-carboxylic acid

ethyl 4-oxo-4H-1-benzopyran-2-carboxylate

Downstream raw materials:

N-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-2-carboxamide

4-oxo-4H-chromene-2-carboxylic acid-(4-dimethylamino-anilide)

N-(4-methylphenyl)-4-oxo-4H-1-benzopyran-2-carboxamide

4-oxo-4H-chromene-2-carboxylic acid-(2-formyl-phenyl ester)

Refernces

• 1、 Yagishita, Fumitoshi,Baba, Nozomi,Ueda, Yuki,Katabira, Satoshi,Kasashima, Yoshio,Mino, Takashi,Sakamoto, Masami. "Diastereoselective photodimerization reactions of chromone-2-carboxamides to construct a C2-chiral scaffold". . p. 9644 - 9649. Retrieved 2014.
• 2、 Huang, Ming,Jiang, Neng,Kong, Ling-Yi,Lan, Jin-Shuai,Wang, Xiao-Bing,Yin, Fu-Cheng. "Chromone and donepezil hybrids as new multipotent cholinesterase and monoamine oxidase inhibitors for the potential treatment of Alzheimer's disease". . p. 225 - 233. Retrieved 2020/04/22.
• 3、 Ishikawa, Hiroki,Uemura, Naohiro,Taira, Ryo,Sano, Kento,Yoshida, Yasushi,Mino, Takashi,Kasashima, Yoshio,Sakamoto, Masami. "A new class of flavonoids bearing macrocyclic polyethers by stereoselective photochemical cycloaddition reaction". . p. 3911 - 3916. Retrieved 2019/06/18.