8-Chlorochroman-4-one

Base Information

• Chemical Name: 8-Chlorochroman-4-one
• CAS No.: 49701-11-3
• Molecular Formula: C₉H₇ClO₂
• Molecular Weight: 182.606
• Hs Code.: 2932999099
• European Community (EC) Number: 870-863-3
• DSSTox Substance ID: DTXSID70553194
• Wikidata: Q72517422
• Mol file: 49701-11-3.mol

Synonyms:8-chlorochroman-4-one;49701-11-3;8-Chloro-4-chromanone;8-chloro-2,3-dihydrochromen-4-one;8-chloro-3,4-dihydro-2H-1-benzopyran-4-one;MFCD03695451;8-chloro-2,3-dihydro-4h-1-benzopyran-4-one;8-CHLORO-2,3-DIHYDRO-4H-CHROMEN-4-ONE;8-chloro-chroman-4-one;4H-1-Benzopyran-4-one, 8-chloro-2,3-dihydro-;SCHEMBL768960;DTXSID70553194;VWENHHJICDZGQB-UHFFFAOYSA-N;AM9340;AKOS005363299;CS-W007222;AC-29164;DS-17423;SY107928;EN300-50610;I11466;AB01005434-01;A827809;Z382721002

Chemical Property of 8-Chlorochroman-4-one

Chemical Property:

• Vapor Pressure: 0.000291mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 321.8 °C at 760 mmHg
• Flash Point: 149.6 °C
• PSA: 26.30000
• Density: 1.345 g/cm³
• LogP: 2.30520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

8-Chlorochroman-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(C1=O)C=CC=C2Cl

Technology Process of 8-Chlorochroman-4-one

There total 7 articles about 8-Chlorochroman-4-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: 82.0%

3-(2-chlorophenoxy)propionic acid (7170-45-8) → 8-chloro-2,3-dihydro-4H-1-benzopyran-4-one (49701-11-3)

Guidance literature:

3-(2-chlorophenoxy)propionic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 10h;

With aluminum (III) chloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1021/acs.orglett.0c00755

Reference yield: 60.0%

1-Chloro-2-(3-chloro-prop-2-ynyloxy)-benzene (117543-27-8) → 8-chloro-2,3-dihydro-4H-1-benzopyran-4-one (49701-11-3)

Guidance literature:

With ethylene glycol; at 180 ℃; for 4h;

DOI:10.1016/0040-4020(89)80058-4

Reference yield: 60.0%

4,8-dichlorochromene (117543-39-2) → 8-chloro-2,3-dihydro-4H-1-benzopyran-4-one (49701-11-3)

Guidance literature:

In ethylene glycol; at 180 ℃; for 4h; Heating;

DOI:10.1016/0040-4039(88)85197-9

upstream raw materials:

3-(2-chlorophenoxy)propionic acid

4,8-dichlorochromene

1-Chloro-2-(3-chloro-prop-2-ynyloxy)-benzene

3-(2-chlorophenoxy)-1-propyne

Downstream raw materials:

3-benzylaminomethyl-8-chloro-chroman-4-one

C₃₆H₄₁BrCl₂N₂O₆

C₃₆H₄₂BrClN₂O₆

C₂₁H₂₂ClNO₃

Refernces

• 1、 Begum, Ayisha F.,Balasubramanian, Kalpattu K.,Shanmugasundaram, Bhagavathy. "Acid activated montmorillonite K-10 mediated intramolecular acylation: Simple and convenient synthesis of 4-chromanones". supporting information. . Retrieved 2021/09/13.
• 2、 Ariamala, G.,Balasubramanian, K. K.. "THERMAL BEHAVIOUR OF ARYL γ-HALOPROPARGYL ETHERS". . p. 309 - 318. Retrieved 2007/10/02.