4-(chloromethyl)-7-hydroxy-2H-chromen-2-one

Base Information

• Chemical Name: 4-(chloromethyl)-7-hydroxy-2H-chromen-2-one
• CAS No.: 25392-41-0
• Molecular Formula: C10H7ClO3
• Molecular Weight: 210.617
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID10419866
• Nikkaji Number: J1.502.865C
• Wikidata: Q72454058
• ChEMBL ID: CHEMBL271516
• Mol file: 25392-41-0.mol

Synonyms:4-(chloromethyl)-7-hydroxy-2H-chromen-2-one;25392-41-0;4-(chloromethyl)-7-hydroxychromen-2-one;4-(Chloromethyl)-7-hydroxycoumarin;MFCD00467168;4-Chloromethyl-7-hydroxychromen-2-one;4-Chloromethyl-7-hydroxy-2H-chromen-2-one;Enamine_005609;SCHEMBL205186;2H-1-Benzopyran-2-one, 4-(chloromethyl)-7-hydroxy-;CHEMBL271516;4-chloromethyl-7-hydroxycoumarin;DTXSID10419866;4-chloromethyl-7- hydroxycoumarin;TXSLBPGPBNGHRW-UHFFFAOYSA-N;HMS1409O21;AMY37884;CS-M1211;BBL008327;STK156789;AKOS000267863;HY-76779;FT-0623145;4-chloromethyl-7-hydroxy-2H-benzopyran-2-one;EN300-05624;7W-0215;AP-501/40236218;J-513699;Z56907597

Chemical Property of 4-(chloromethyl)-7-hydroxy-2H-chromen-2-one

Chemical Property:

• Vapor Pressure: 2.72E-07mmHg at 25°C
• Melting Point: 180-183°C
• Refractive Index: 1.618
• Boiling Point: 409.6 °C at 760 mmHg
• PKA: 7.72±0.20(Predicted)
• Flash Point: 201.5 °C
• PSA: 50.44000
• Density: 1.442 g/cm³
• LogP: 2.23740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.0083718
• Heavy Atom Count: 14
• Complexity: 275

Purity/Quality:

99.0% ^*data from raw suppliers

4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)OC(=O)C=C2CCl
• Uses: Fluorescent Thiol-Reactive cell permeant probe

Technology Process of 4-(chloromethyl)-7-hydroxy-2H-chromen-2-one

There total 4 articles about 4-(chloromethyl)-7-hydroxy-2H-chromen-2-one 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%

ethyl (2-chloroaceto)acetate (638-07-3) + recorcinol (108-46-3) → 4-chloromethyl-7-hydroxycoumarin (25392-41-0)

Guidance literature:

recorcinol; With sulfuric acid; In water; at 0 ℃; for 0.166667h;

ethyl (2-chloroaceto)acetate; In water; at 0 ℃; for 1.5h;

DOI:10.1021/acs.jmedchem.9b02119

Reference yield: 90.0%

4-chloroethyl acetoacetate + recorcinol (108-46-3) → 4-chloromethyl-7-hydroxycoumarin (25392-41-0)

Guidance literature:

With polystyrene supported GaCl₃; In ethanol; for 0.916667h; Reflux; Green chemistry;

DOI:10.1016/j.crci.2013.01.006

Reference yield: 88.0%

Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) + recorcinol (108-46-3) → 4-chloromethyl-7-hydroxycoumarin (25392-41-0)

Guidance literature:

With aluminum oxide; methanesulfonic acid; at 20 ℃; for 0.5h;

DOI:10.1016/S0385-5414(07)81208-1

upstream raw materials:

ethyl (2-chloroaceto)acetate

recorcinol

Methyl 4-chloroacetoacetate

Downstream raw materials:

7-hydroxy-4-(hydroxylmethyl)-2H-chromen-2-one

2-(6-hydroxy-1-benzofuran-3-yl)acetic acid

N-(tert-butyloxycarbonyl)-L-phenylalanine (6-hydroxy-3-oxo-3H-benzopyran-1-yl) methyl ester

7-[ (3-chlorobenzyl)oxy]-4-(chloromethyl)-2H-chromen-2-one