6-Chloro-7-methylchromone

Base Information

• Chemical Name: 6-Chloro-7-methylchromone
• CAS No.: 67029-84-9
• Molecular Formula: C₁₀H₇ClO₂
• Molecular Weight: 194.617
• Hs Code.: 2932999099
• European Community (EC) Number: 676-778-6
• Wikidata: Q106902817
• Metabolomics Workbench ID: 73911
• Mol file: 67029-84-9.mol

Synonyms:6-chloro-7-methylchromone;67029-84-9;6-chloro-7-methyl-4H-chromen-4-one;6-chloro-7-methylchromen-4-one;MFCD00239401;SCHEMBL7033702;6-Chloro-7-methylchromone, AldrichCPR;AS-60370;C3035;CS-0317344;FT-0694786;T71201;InChI=1/C10H7ClO2/c1-6-4-10-7(5-8(6)11)9(12)2-3-13-10/h2-5H,1H

Chemical Property of 6-Chloro-7-methylchromone

Chemical Property:

• Vapor Pressure: 7.86E-05mmHg at 25°C
• Melting Point: 171-173 °C (dec.)(lit.)
• Refractive Index: 1.57
• Boiling Point: 323.1 °C at 760 mmHg
• Flash Point: 146.2 °C
• PSA: 30.21000
• Density: 1.339 g/cm³
• LogP: 2.75480
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 194.0134572
• Heavy Atom Count: 13
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

6-Chloro-7-Methylchromone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1Cl)C(=O)C=CO2

Technology Process of 6-Chloro-7-methylchromone

There total 3 articles about 6-Chloro-7-methylchromone 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: 95.0%

(E)-1-(5-chloro-2-hydroxy-4-methylphenyl)-3-(dimethylamino)prop-2-en-1-one (1367517-28-9) → 6-chloro-7-methyl-4H-chromen-4-one (67029-84-9)

Guidance literature:

With chloro-trimethyl-silane; In N,N-dimethyl-formamide; at 90 - 120 ℃; Inert atmosphere;

DOI:10.1039/c1ob06494k

Reference yield:

5'-chloro-2'-hydroxy-4'-methyl acetophenone (28480-70-8) + formic acid ethyl ester (109-94-4) → 6-chloro-7-methyl-4H-chromen-4-one (67029-84-9)

Guidance literature:

5'-chloro-2'-hydroxy-4'-methyl acetophenone; formic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 4h;

With hydrogenchloride; In tetrahydrofuran; methanol; mineral oil; at 0 - 20 ℃;

DOI:10.1002/asia.201403290

Reference yield:

5'-chloro-2'-hydroxy-4'-methyl acetophenone (28480-70-8) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 6-chloro-7-methyl-4H-chromen-4-one (67029-84-9)

Guidance literature:

5'-chloro-2'-hydroxy-4'-methyl acetophenone; N,N-dimethyl-formamide dimethyl acetal;

With hydrogenchloride; In water;

DOI:10.1021/acs.joc.9b00282

upstream raw materials:

(E)-1-(5-chloro-2-hydroxy-4-methylphenyl)-3-(dimethylamino)prop-2-en-1-one

5'-chloro-2'-hydroxy-4'-methyl acetophenone

formic acid ethyl ester

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

6-Chloro-7-methyl-2-phenyl-chroman-4-one

Refernces

• 1、 He, Qijie,Wang, Jun,So, Chau Ming,Hayashi, Tamio,Bian, Zhaoxiang. "Rhodium/chiral diene-catalyzed asymmetric 1,4-addition of arylboronic acids to chromones: A highly enantioselective pathway for accessing chiral flavanones". supporting information. p. 540 - 543. Retrieved 2015/05/05.