6-Bromochroman-2-one

Base Information

• Chemical Name: 6-Bromochroman-2-one
• CAS No.: 20921-00-0
• Molecular Formula: C9H7BrO2
• Molecular Weight: 227.0547
• Hs Code.: 2932209090
• NSC Number: 105509
• DSSTox Substance ID: DTXSID30295780
• Nikkaji Number: J722.130D
• Wikidata: Q82035931
• ChEMBL ID: CHEMBL1870498
• Mol file: 20921-00-0.mol

Synonyms:6-bromochroman-2-one;20921-00-0;6-bromo-3,4-dihydrochromen-2-one;6-bromo-2-chromanone;MLS002703831;2H-1-Benzopyran-2-one, 6-bromo-3,4-dihydro-;MFCD13659375;6-Bromo-chroman-2-one;6-bromo-3,4-dihydro-2H-1-benzopyran-2-one;NSC105509;6-bromo-2chromanone;NCIOpen2_007193;6-bromo-3,4-dihydrocoumarin;SCHEMBL4596158;CHEMBL1870498;DTXSID30295780;FFZQWUVOIMYRKC-UHFFFAOYSA-N;AKOS016005930;CS-W000845;NSC-105509;SB35265;DS-15230;NCI60_000131;SMR001570545;SY108538;FT-0742311;EN300-156542;Y10639;Z1269147954

Chemical Property of 6-Bromochroman-2-one

Chemical Property:

• Melting Point: 98 °C
• Boiling Point: 329.5°Cat760mmHg
• Flash Point: 153.1°C
• PSA: 26.30000
• Density: 1.621g/cm³
• LogP: 2.30070
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 225.96294
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-chroman-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC2=C1C=C(C=C2)Br

Technology Process of 6-Bromochroman-2-one

There total 12 articles about 6-Bromochroman-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: 91.0%

C6H4(CH2CH2C(O)O) (119-84-6,1341-36-2) → 6-bromo-3,4-dihydro-2H-1-benzopyran-2-one (20921-00-0)

Guidance literature:

With aluminum (III) chloride; N-Bromosuccinimide; In acetonitrile; at 5 - 10 ℃; for 25h; Reagent/catalyst; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.1c00236

Reference yield: 53.0%

5-bromo-2-hydroxycinnamaldehyde (92569-86-3) → 6-bromo-2H-chromen-2-one (19063-55-9) + 6-bromo-3,4-dihydro-2H-1-benzopyran-2-one (20921-00-0)

Guidance literature:

With dmap; 4-mesityl-3-(4-methoxyphenyl)-1-phenyl-4H-1,2,4-triazol-1-ium perchlorate; In ethyl acetate; at 80 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo802285r

Reference yield: 47.4%

3-(4-bromophenyl)propionic acid (1643-30-7) → 6-bromo-3,4-dihydro-2H-1-benzopyran-2-one (20921-00-0)

Guidance literature:

With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene; In trifluoroacetic acid; at 40 ℃; for 45h;

DOI:10.1021/acs.jmedchem.6b01234

upstream raw materials:

3-(5-bromo-2-hydroxy-phenyl)-propionic acid

3-(5-bromo-2-methoxyphenyl) propanoic acid

C₆H₄(CH₂CH₂C(O)O)

2-methoxy-benzenepropanoic acid

Downstream raw materials:

β-(2-Hydroxy-5-brom-phenyl)-propionsaeure-ethylester

6-phenylethynyl-3,4-dihydro-2H-1-benzopyran-2-one

6-phenyl-3,4-dihydro-2H-1-benzopyran-2-one

ethyl 6-(3,4-dihydro-2H-1-benzopyran-2-one)propenoate