2-Bromo-4-fluorobenzaldehyde

Base Information

• Chemical Name: 2-Bromo-4-fluorobenzaldehyde
• CAS No.: 59142-68-6
• Molecular Formula: C7H4BrFO
• Molecular Weight: 203.011
• Hs Code.: 29122990
• DSSTox Substance ID: DTXSID70378369
• Nikkaji Number: J2.252.905F
• Wikidata: Q72455760
• Mol file: 59142-68-6.mol

Synonyms:2-Bromo-4-fluorobenzaldehyde;59142-68-6;2-bromo-4-fluoro-benzaldehyde;Benzaldehyde, 2-bromo-4-fluoro-;MFCD00672923;Bromo-4-fluoro benzaldehyde;2-Bromo-4-fluorobezaldehyde;2-bromo4-fluoro-benzaldehyde;SCHEMBL249018;DTXSID70378369;OPZDXMCOWFPQPE-UHFFFAOYSA-N;BCP29430;BBL021382;STK894095;AKOS005144223;AB06851;AC-2291;CS-W007439;PS-8173;2-Bromo-4-fluorobenzaldehyde, AldrichCPR;SY014169;AM20060032;B3498;FT-0640583;EN300-102567;J-508293;Z1079442442;2-Bromo-4-Fluoro Benzaldehyde

Chemical Property of 2-Bromo-4-fluorobenzaldehyde

Chemical Property:

• Melting Point: 61.5 °C
• Boiling Point: 234.9 °C at 760 mmHg
• Flash Point: 95.9 °C
• PSA: 17.07000
• Density: 1.67 g/cm³
• LogP: 2.40070
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 201.94296
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4-fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Br)C=O

Technology Process of 2-Bromo-4-fluorobenzaldehyde

There total 10 articles about 2-Bromo-4-fluorobenzaldehyde 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: 92.0%

(2-bromo-4-fluorophenyl)methanol (229027-89-8) → 2-bromo-4-fluorobenzaldehyde (59142-68-6)

Guidance literature:

With rhodium(III) chloride hydrate; oxygen; C₂₅H₄₄NO₂PS; In 1,2-dichloro-ethane; at 60 ℃; for 24h;

DOI:10.1021/acscatal.0c05684

Reference yield: 89.0%

oxalyl dichloride (79-37-8) + (2-bromo-4-fluorophenyl)methanol (229027-89-8) → 2-bromo-4-fluorobenzaldehyde (59142-68-6)

Guidance literature:

oxalyl dichloride; With dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.0833333h;

(2-bromo-4-fluorophenyl)methanol; In dichloromethane; at -78 ℃; for 0.25h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1h;

Reference yield: 85.0%

4-fluorobenzaldehyde (459-57-4) → 2-bromo-4-fluorobenzaldehyde (59142-68-6)

Guidance literature:

With sulfuric acid; 5,5-dibromohydantoin; trifluoroacetic acid; at 0 - 50 ℃; for 56h; Reagent/catalyst; Autoclave; Large scale;

upstream raw materials:

2-bromo-4-fluorotoluene

(2-bromo-4-fluorophenyl)methanol

2-bromo-4-fluorobenzoic acid

oxalyl dichloride

Downstream raw materials:

2-bromo-4-fluorobenzhydrol

2-bromo-4,4'-difluorobenzhydrol

4-fluoro-2-[2-phenylsulfonyl-2-(trimethylsilyl)ethyl]benzaldehyde

methyl 6-fluoroindole-2-carboxylate

Refernces

• 1、 Wanat, Weronika,Talma, Micha?,Dziuk, B?a?ej,Kafarski, Pawe?. "Synthesis and inhibitory studies of phosphonic acid analogues of homophenylalanine and phenylalanine towards alanyl aminopeptidases". . p. 1 - 22. Retrieved 2020/09/18.
• 2、 Hu, Yue,Xie, Yinjun,Shen, Zhiqiang,Huang, Hanmin. "Palladium-Catalyzed Ring-Forming Aminoalkenylation of Alkenes with Aldehydes Initiated by Intramolecular Aminopalladation". . p. 2473 - 2477. Retrieved 2017/02/23.