3-Chlorocoumarin

Base Information

• Chemical Name: 3-Chlorocoumarin
• CAS No.: 92-45-5
• Molecular Formula: C9H5ClO2
• Molecular Weight: 180.59
• Hs Code.: 2932209090
• European Community (EC) Number: 623-091-4
• NSC Number: 54855
• DSSTox Substance ID: DTXSID10238817
• Nikkaji Number: J662.703J
• Wikidata: Q83121151
• Mol file: 92-45-5.mol

Synonyms:3-Chlorocoumarin;92-45-5;3-chlorochromen-2-one;3-Chloro-2H-chromen-2-one;Coumarin, 3-chloro-;2H-1-Benzopyran-2-one, 3-chloro-;NSC54855;chlorocoumarin;3-Chloro-2H-1-benzopyran-2-one;NSC 54855;3-Chlorocoumarin, 97%;SCHEMBL3082095;DTXSID10238817;HMS1607G19;CAA05159;2H-1-Benzopyran-2-one,3-chloro-;MFCD00024073;NSC-54855;AKOS015848882;C2297;CS-0319102;FT-0631448;D89502;SR-01000389243;SR-01000389243-1

Chemical Property of 3-Chlorocoumarin

Chemical Property:

• Vapor Pressure: 0.00023mmHg at 25°C
• Melting Point: 121-125 °C(lit.)
• Refractive Index: 1.618
• Boiling Point: 325.4 °C at 760 mmHg
• Flash Point: 175 °C
• PSA: 30.21000
• Density: 1.4 g/cm³
• LogP: 2.44640
• Solubility.: soluble in Toluene
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 179.9978071
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

3-Chlorocoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Chlorocoumarin

There total 2 articles about 3-Chlorocoumarin 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: 64.0%

2-thiocoumarin (3986-98-9) → 3-chloro-2H-chromen-2-one (92-45-5) + coumarin (91-64-5)

Guidance literature:

With tert-butylhypochlorite; In tetrachloromethane; at 25 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)88679-8

Reference yield: 43.0%

2-formylphenyl trichloroacetate → 3-chloro-2H-chromen-2-one (92-45-5) + 2-(2',2'-dichlorovinyl)phenol

Guidance literature:

With lithium perchlorate; potassium carbonate; In acetonitrile; for 1.5h; Electrolysis; Hg cathode, Pt anode, -1.0 V (vs SCE);

DOI:10.1016/j.tet.2003.09.051

Reference yield: 81.0%

3-chloro-2H-chromen-2-one (92-45-5) + N,N'-dimethyl-N,N'-diphenylethene-1,1-diamine (65957-03-1) → N-acetyl-N-methylaniline (579-10-2) + 4-[2,2-Bis-(methyl-phenyl-amino)-vinyl]-chromen-2-one (78237-02-2)

Guidance literature:

In N,N-dimethyl-formamide; for 144h; Ambient temperature;

upstream raw materials:

2-thiocoumarin

Downstream raw materials:

Benzofuran-2-carboxylic acid

benzofuran-2-yl(piperidin-1-yl)methanone

(E)-2-chloro-3-ethyl-1-(o-hydroxyphenyl)pent-1-en-3-ol

cis-3-chloro-4-ethyl-3,4-dihydro-2H-1-benzopyran-2-one