5-Bromo-1H-indene-1,3(2H)-dione

Base Information

• Chemical Name: 5-Bromo-1H-indene-1,3(2H)-dione
• CAS No.: 27611-39-8
• Molecular Formula: C9H5BrO2
• Molecular Weight: 225.041
• European Community (EC) Number: 831-443-5
• DSSTox Substance ID: DTXSID70446870
• Wikidata: Q82265609
• Mol file: 27611-39-8.mol

Synonyms:27611-39-8;5-bromoindene-1,3-dione;5-Bromo-1H-indene-1,3(2H)-dione;5-bromo-2,3-dihydro-1H-indene-1,3-dione;5-BROMO-1,3-INDANDIONE;5-bromo indane-1,3-dione;5-bromanylindene-1,3-dione;SCHEMBL14179042;DTXSID70446870;ADTNQTYUZPHLAS-UHFFFAOYSA-N;CBA61139;AKOS037645157;AS-57786;D86839;EN300-260008;A819135

Chemical Property of 5-Bromo-1H-indene-1,3(2H)-dione

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 223.94729
• Heavy Atom Count: 12
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=C(C1=O)C=C(C=C2)Br

Technology Process of 5-Bromo-1H-indene-1,3(2H)-dione

There total 4 articles about 5-Bromo-1H-indene-1,3(2H)-dione 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-bromophthalic anhydride (86-90-8) + ethyl acetoacetate (141-97-9) → 5-bromo-2,3-dihydro-1H-indene-1,3-dione (27611-39-8)

Guidance literature:

With acetic anhydride; triethylamine; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/c9ta03869h

Reference yield:

2-Acetyl-5-bromo-1,3-dioxo-indan-2-carboxylic acid ethyl ester → 5-bromo-2,3-dihydro-1H-indene-1,3-dione (27611-39-8)

Guidance literature:

With hydrogenchloride; Yield given;

DOI:10.1016/0040-4039(94)80101-0

Reference yield:

4-bromophthalic anhydride (86-90-8) → 5-bromo-2,3-dihydro-1H-indene-1,3-dione (27611-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, Ac₂O

2: HCl(aq.)

With hydrogenchloride; acetic anhydride; triethylamine;

DOI:10.1016/0040-4039(94)80101-0

upstream raw materials:

4-bromophthalic anhydride

ethyl acetoacetate

Downstream raw materials:

2,2-dimethoxy-5-phenylindan-1,3-dione

2,2-dimethoxy-5-(4-methoxyphenyl)indan-1,3-dione

2,2-dimethoxy-5-(4-methylsulfanylphenyl)indan-1,3-dione

2,2-dimethoxy-5-(4-nitrophenyl)indan-1,3-dione