4-Bromo-3-(trifluoromethyl)benzaldehyde

Base Information

• Chemical Name: 4-Bromo-3-(trifluoromethyl)benzaldehyde
• CAS No.: 34328-47-7
• Molecular Formula: C8H4BrF3O
• Molecular Weight: 253.018
• Hs Code.: 2913000090
• European Community (EC) Number: 642-798-9
• DSSTox Substance ID: DTXSID10479682
• Wikidata: Q72511836
• Mol file: 34328-47-7.mol

Synonyms:4-bromo-3-(trifluoromethyl)benzaldehyde;34328-47-7;Benzaldehyde, 4-bromo-3-(trifluoromethyl)-;4-BROMO-3-TRIFLUOROMETHYL-BENZALDEHYDE;MFCD08059130;2-Bromo-5-formylbenzotrifluoride;Benzaldehyde,4-bromo-3-(trifluoromethyl)-;4-BROMO-3-(TRIFLOROMETHYL)BENZALDEHYDE;SCHEMBL5546389;DTXSID10479682;CL9171;AKOS015888485;AM61460;CS-W022099;PS-7447;SY025162;FT-0746419;EN300-1725332;4-Bromo-3-(trifluoromethyl)benzaldehyde, AldrichCPR;Z1269170025

Chemical Property of 4-Bromo-3-(trifluoromethyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.047mmHg at 25°C
• Melting Point: 51-54℃
• Refractive Index: 1.518
• Boiling Point: 236.521 °C at 760 mmHg
• Flash Point: 96.845 °C
• PSA: 17.07000
• Density: 1.678 g/cm³
• LogP: 3.28040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 251.93976
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-3-(trifluoromethyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-3-(trifluoromethyl)benzaldehyde

There total 4 articles about 4-Bromo-3-(trifluoromethyl)benzaldehyde 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%

(4-bromo-3-(trifluoromethyl)phenyl)methanol (957207-09-9) → 4-dibromo-3-(trifluoromethyl)benzaldehyde (34328-47-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 12h;

Reference yield: 82.0%

1-bromo-4-iodo-2-(trifluoromethyl)benzene (364-11-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-dibromo-3-(trifluoromethyl)benzaldehyde (34328-47-7)

Guidance literature:

1-bromo-4-iodo-2-(trifluoromethyl)benzene; With n-butyllithium; In diethyl ether; hexane; at -87 ℃; for 0.25h;

N,N-dimethyl-formamide; With sulfuric acid; In diethyl ether; hexane; water; for 0.75h;

DOI:10.1021/jm501181z

Reference yield:

4-bromo-3-(trifluoromethyl)aniline (393-36-2) → 4-dibromo-3-(trifluoromethyl)benzaldehyde (34328-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iodine; tert.-butylnitrite / acetonitrile / 18 h

2.1: n-butyllithium / hexane; diethyl ether / 0.25 h / -87 °C

2.2: 0.75 h

With n-butyllithium; tert.-butylnitrite; iodine; In diethyl ether; hexane; acetonitrile;

DOI:10.1021/jm501181z

upstream raw materials:

1-bromo-4-iodo-2-(trifluoromethyl)benzene

N,N-dimethyl-formamide

4-bromo-3-(trifluoromethyl)aniline

(4-bromo-3-(trifluoromethyl)phenyl)methanol

Downstream raw materials:

4'-benzyloxy-2-trifluoromethyl-biphenyl-4-carbaldehyde

2-[[4-chloro-3-(trifluoromethyl)phenyl]methylene]hydrazinecarboximidamide hydrochloride

4-(4-bromo-3-(trifluoromethyl)phenyl)butanoic acid

4-(4-bromo-3-(trifluoromethyl)phenyl)-4-oxobutanenitrile

Refernces

• 1、 Ghisaidoobe, Amar T.,Van Den Berg, Richard J. B. H. N.,Butt, Saleem S.,Strijland, Anneke,Donker-Koopman, Wilma E.,Scheij, Saskia,Van Den Nieuwendijk, Adrianus M. C. H.,Koomen, Gerrit-Jan,Van Loevezijn, Arnold,Leemhuis, Mark,Wennekes, Tom,Van Der Stelt, Mario,Van Der Marel, Gijsbert A.,Van Boeckel, Constant A. A.,Aerts, Johannes M. F. G.,Overkleeft, Herman S.. "Identification and development of biphenyl substituted iminosugars as improved dual glucosylceramide synthase/neutral glucosylceramidase inhibitors". supporting information. p. 9096 - 9104. Retrieved 2015/03/14.