4-Chloro-3-formyl-6-methylcoumarin

Base Information

• Chemical Name: 4-Chloro-3-formyl-6-methylcoumarin
• CAS No.: 51069-84-2
• Molecular Formula: C11H7ClO3
• Molecular Weight: 222.628
• Hs Code.: 2932209090
• European Community (EC) Number: 622-705-8
• DSSTox Substance ID: DTXSID70361493
• Nikkaji Number: J2.316.667D
• Wikidata: Q82143831
• Mol file: 51069-84-2.mol

Synonyms:4-Chloro-3-formyl-6-methylcoumarin;51069-84-2;4-chloro-6-methyl-2-oxochromene-3-carbaldehyde;4-CHLORO-6-METHYL-2-OXO-2H-CHROMENE-3-CARBALDEHYDE;SCHEMBL3196866;DTXSID70361493;3-formyl-4-chloro-6-methylcoumarin;AKOS015916676;4-Chloro-3-formyl-6-methylcoumarin, 97%;A937240;6-Methyl-2-oxo-4-chloro-2H-1-benzopyran-3-carbaldehyde

Chemical Property of 4-Chloro-3-formyl-6-methylcoumarin

Chemical Property:

• Vapor Pressure: 4.2E-06mmHg at 25°C
• Melting Point: 130-134 °C(lit.)
• Refractive Index: 1.604
• Boiling Point: 384.1°C at 760 mmHg
• Flash Point: 173°C
• PSA: 47.28000
• Density: 1.41g/cm³
• LogP: 2.56730
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.0083718
• Heavy Atom Count: 15
• Complexity: 335

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-3-formyl-6-methylcoumarin 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC(=O)C(=C2Cl)C=O

Technology Process of 4-Chloro-3-formyl-6-methylcoumarin

There total 6 articles about 4-Chloro-3-formyl-6-methylcoumarin 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: 75.0%

4-hydroxy-6-methylcoumarin (13252-83-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-chloro-6-methyl-2-oxo-2H-chromene-3-carbaldehyde (51069-84-2)

Guidance literature:

With trichlorophosphate; at -10 - 60 ℃; for 2.25h;

DOI:10.1016/j.ejmech.2013.03.042

Reference yield:

p-cresol (106-44-5) → 4-chloro-6-methyl-2-oxo-2H-chromene-3-carbaldehyde (51069-84-2)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane

2: aluminum (III) chloride / 120 °C

3: sodium hydride

4: trichlorophosphate / 2.25 h / -10 - 60 °C

With pyridine; aluminum (III) chloride; sodium hydride; trichlorophosphate; In dichloromethane;

DOI:10.1016/j.ejmech.2013.03.042

Reference yield:

C10H12O4 → 4-chloro-6-methyl-2-oxo-2H-chromene-3-carbaldehyde (51069-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Eaton′s Reagent

2: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 5 - 20 °C / Heating

With Eaton′s Reagent; trichlorophosphate; In N,N-dimethyl-formamide; 2: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.ejmech.2013.04.035

upstream raw materials:

4-hydroxy-6-methylcoumarin

N,N-dimethyl-formamide

p-cresol

1-acetoxy-4-methylbenzene