5-Bromo-1-indanone

Base Information

• Chemical Name: 5-Bromo-1-indanone
• CAS No.: 34598-49-7
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Hs Code.: 29147000
• European Community (EC) Number: 629-357-6
• DSSTox Substance ID: DTXSID40334432
• Nikkaji Number: J1.060.498B
• Wikidata: Q72457185
• ChEMBL ID: CHEMBL3092387
• Mol file: 34598-49-7.mol

Synonyms:5-Bromo-1-indanone;34598-49-7;5-Bromoindanone;5-Bromo-2,3-dihydro-1H-inden-1-one;5-bromoindan-1-one;5-bromo-2,3-dihydroinden-1-one;1H-Inden-1-one, 5-bromo-2,3-dihydro-;MFCD00082718;1-Indanone, 5-bromo-;5-bromo-indanone;5-Bromo indanone;5-bromo-1-oxoindane;5-bromoindane-1-one;5-bromo-indan-1-one;SCHEMBL27039;5-Bromo-1-indanone, 97%;CHEMBL3092387;DTXSID40334432;BCP04452;AC-172;AKOS000121932;CS-W008687;FS-1029;PB48767;5-Bromoindan-1-one;SY001016;AM20040227;B2342;FT-0602786;FT-0655497;EN300-31220;A822312;W-202416;F8889-9239;Z318770638

Chemical Property of 5-Bromo-1-indanone

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000915mmHg at 25°C
• Melting Point: 126-129 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 303.7 °C at 760 mmHg
• Flash Point: 120.2 °C
• PSA: 17.07000
• Density: 1.608 g/cm³
• LogP: 2.57800
• Storage Temp.: -20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 209.96803
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

HSD17B2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C=C(C=C2)Br
• Uses: Starter for indanone-based pharmaceuticals1,2

Technology Process of 5-Bromo-1-indanone

There total 22 articles about 5-Bromo-1-indanone 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: 99.0%

5-bromo-1-indanol (34598-50-0) → 5-Bromo-1-indanone (34598-49-7)

Guidance literature:

With potassium tetrakis-μ-pyrophosphitodiplatinate(II); tetrabutyl-ammonium chloride; In dichloromethane; water; at 20 ℃; for 8h; Inert atmosphere; Irradiation;

DOI:10.1039/c8sc05600e

Reference yield: 79.0%

3-(3-bromophenyl)propanoic acid (42287-90-1) → 5-Bromo-1-indanone (34598-49-7) + 7-bromo-2,3-dihydro-1H-inden-1-one (125114-77-4)

Guidance literature:

With chlorosulfonic acid; at 0 ℃; for 1h;

DOI:10.1016/j.tet.2006.10.065

Reference yield: 70.0%

4-bromo-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)benzonitrile → 5-Bromo-1-indanone (34598-49-7)

Guidance literature:

With silver nitrate; Selectfluor; trifluoroacetic acid; In dichloromethane; water; at 50 ℃; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201507303

upstream raw materials:

3-(3-bromophenyl)propanoic acid

3-(m-bromophenyl)propionyl chloride

m-bromobenzoic aldehyde

malonic acid

Downstream raw materials:

5-bromoindane

5-bromo-1-indanol

5-cyano-1-indanone

2,2,5-tribromoindan-1-one

Refernces

• 1、 -. "NEW COMPOUNDS SUITABLE AS CATALYSTS FOR POLYMERIZATION REACTIONS". Page/Page column 71-72. . Retrieved 2019/04/10.
• 2、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.