4-Bromo-1-indanone

Base Information

• Chemical Name: 4-Bromo-1-indanone
• CAS No.: 15115-60-3
• Molecular Formula: C9H7BrO
• Molecular Weight: 211.058
• Hs Code.: 29147000
• European Community (EC) Number: 628-019-5
• NSC Number: 162080
• UNII: F68K258XWL
• DSSTox Substance ID: DTXSID30164720
• Nikkaji Number: J618.940G
• Wikidata: Q72457191
• ChEMBL ID: CHEMBL1671941
• Mol file: 15115-60-3.mol

Synonyms:4-Bromo-1-indanone;15115-60-3;4-Bromo-indan-1-one;4-BROMO-2,3-DIHYDRO-1H-INDEN-1-ONE;4-bromo-2,3-dihydroinden-1-one;4-bromoindan-1-one;1-Indanone, 4-bromo-;1H-INDEN-1-ONE, 4-BROMO-2,3-DIHYDRO-;4-Bromohydrindone-1;MFCD01719772;NSC 162080;BRN 2044194;NSC-162080;3-07-00-01396 (Beilstein Handbook Reference);4-bromoindanone;4-bromo indanone;4-Bromo-indanone;NSC162080;2-Cyano-3-pyridineboronicacid;4-Bromo-1-indanone, 97%;SCHEMBL163925;F68K258XWL;CHEMBL1671941;DTXSID30164720;4-bromo-2,3-dihydro-inden-1-one;BCP21029;CS-D0684;4-bromanyl-2,3-dihydroinden-1-one;BBL102068;STL555867;AKOS000223878;AC-9648;FS-1277;PB19935;LS-81315;SY017585;AM20030031;B3801;FT-0602073;EN300-53860;A809123;W-201347;4-Bromoindanone;4-Bromoindan-1-one;Z334686326

Chemical Property of 4-Bromo-1-indanone

Chemical Property:

• Appearance/Colour: Orange-brown crystalline powder
• Vapor Pressure: 0.000892mmHg at 25°C
• Melting Point: 95-99 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 304.1 °C at 760 mmHg
• Flash Point: 120.5 °C
• PSA: 17.07000
• Density: 1.608 g/cm³
• LogP: 2.57800
• Storage Temp.: Sealed in dry,Room Temperature
• 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

4-Bromo-1-indanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-60-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C(=CC=C2)Br
• Uses: 4-Bromo-1-indanone is used to prepare N'-indanyl-N-benzopyrazolyl ureas as TRPV1 antagonists for use as analgesics. It is also used to synthesize 1,4-dihydroindeno[1,2-c]pyrazoles as KDR kinase inhibitors. 4-Bromo-1-indanone is used to prepare N''-indanyl-N-benzopyrazolyl ureas as TRPV1 antagonists for use as analgesics. It is also used to synthesize 1,4-dihydroindeno[1,2-c]pyrazoles as KDR kinase inhibitors.

Technology Process of 4-Bromo-1-indanone

There total 4 articles about 4-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: 47.0%

inden-1-one (83-33-0) → 4-bromo-2,3-dihydroinden-1-one (15115-60-3) + 6-bromoindan-1-one (14548-39-1) + 5-Bromo-1-indanone (34598-49-7) + 4,7-dibromo-1-indanone (103515-98-6)

Guidance literature:

With aluminium trichloride; bromine; at 110 ℃; for 0.5h; Further byproducts given;

DOI:10.1002/1099-0690(200106)2001:11<2107::aid-ejoc2107>3.0.co;2-f

Reference yield: 1.0%

inden-1-one (83-33-0) → 4-bromo-2,3-dihydroinden-1-one (15115-60-3) + 6-bromoindan-1-one (14548-39-1) + 5-Bromo-1-indanone (34598-49-7) + 4,6-dibromo-1-indanone (207857-48-5)

Guidance literature:

With aluminium trichloride; bromine; at 110 ℃; for 0.5h; Further byproducts given;

DOI:10.1002/1099-0690(200106)2001:11<2107::aid-ejoc2107>3.0.co;2-f

Reference yield:

inden-1-one (83-33-0) → 4-bromo-2,3-dihydroinden-1-one (15115-60-3) + 6-bromoindan-1-one (14548-39-1)

Guidance literature:

With aluminium trichloride; bromine; Yield given. Multistep reaction. Yields of byproduct given; 1.) 10 min, 2.) 80 deg C, 5 min;

DOI:10.1080/00397919408010595

upstream raw materials:

inden-1-one

Downstream raw materials:

5-bromo-3,4-dihydro-1H-quinolin-2-one

4-(4-(trifluoromethyl)phenyl)-2,3-dihydro-1H-inden-1-one

7-bromo-3-phenyl-1H-indene

4-bromo-1-methoxy-1-phenylindane

Refernces

• 1、 Go?mez-Lor, Berta,De Frutos, O?scar,Ceballos, Pla?cido A.,Granier, Thierry,Echavarren, Antonio M.. "Synthesis of new C3h and C3v truxene derivatives". . p. 2107 - 2114. Retrieved 2007/10/03.
• 2、 Cornelius,Combs. "A convenient synthesis of mono- and polyhalogenated benzocyclanones". . p. 2777 - 2788. Retrieved 2007/10/02.