4-Bromo-2-fluorobenzoyl chloride

Base Information

• Chemical Name: 4-Bromo-2-fluorobenzoyl chloride
• CAS No.: 151982-51-3
• Molecular Formula: C7H3BrClFO
• Molecular Weight: 237.456
• Hs Code.: 29062990
• European Community (EC) Number: 679-092-5
• DSSTox Substance ID: DTXSID90370087
• Wikidata: Q72479434
• Mol file: 151982-51-3.mol

Synonyms:4-Bromo-2-fluorobenzoyl chloride;151982-51-3;2-Fluoro-4-bromobenzoyl chloride;Benzoyl chloride, 4-bromo-2-fluoro-;4-bromo-2-fluorobenzoylchloride;MFCD03411584;4-bromo-2-fluoro-benzoyl chloride;SCHEMBL321094;DTXSID90370087;PCFIABOQFAFDAU-UHFFFAOYSA-N;BBL100605;STL554399;4-Bromo-2-fluorobenzoic acid chloride;AKOS005254959;AM61344;PS-10770;1-(4-Hydroxy-7-methylindan-5-yl)ethanone;B5817;FT-0617774;4-Bromo-2-fluorobenzoyl chloride, AldrichCPR;F17558;A809242

Chemical Property of 4-Bromo-2-fluorobenzoyl chloride

Chemical Property:

• Appearance/Colour: white to light yellow liquid or crystalline mass
• Vapor Pressure: 0.0462mmHg at 25°C
• Melting Point: 24-24.5 °C
• Refractive Index: 1.5877
• Boiling Point: 236.873 °C at 760 mmHg
• Flash Point: 97.058 °C
• PSA: 17.07000
• Density: 1.743 g/cm³
• LogP: 2.96720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 235.90398
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-22
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)F)C(=O)Cl

Technology Process of 4-Bromo-2-fluorobenzoyl chloride

There total 3 articles about 4-Bromo-2-fluorobenzoyl chloride 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: 100.0%

2-fluoro-4-bromobenzoic acid (112704-79-7) → 4-bromo-2-fluorobenzoyl chloride (151982-51-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere; Cooling with ice;

DOI:10.1021/jm2015809

Reference yield:

4-bromo-2-fluorobenzaldehyde (57848-46-1) → 4-bromo-2-fluorobenzoyl chloride (151982-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH₂PO₄; H₂O₂; NaClO₂ / acetonitrile; H₂O / 20 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 1 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; dihydrogen peroxide; N,N-dimethyl-formamide; In dichloromethane; water; acetonitrile;

DOI:10.1021/jm050728w

Reference yield:

→ 4-bromo-2-fluorobenzoyl chloride (151982-51-3)

Guidance literature:

upstream raw materials:

2-fluoro-4-bromobenzoic acid

4-bromo-2-fluorobenzaldehyde

Downstream raw materials:

4-benzyloxy-2-(4-bromo-2-fluoro-benzoylamino)-butyric acid

C₂₆H₂₂BrF₅N₂O₆

4-cyclopropyl-2-fluorobenzoic acid

Refernces

• 1、 -. "PIPERAZINE SUBSTITUTED AZAPINE DERIVATIVES AND USES THEREOF". Paragraph 0980-0982. . Retrieved 2021/04/23.
• 2、 Blavier, Jeremy,Charles, Ma?lle,Hanson, Julien,Kronenberger, Thales,Laschet, Céline,Müller, Christa E.,Pillaiyar, Thanigaimalai,Rosato, Francesca,Wozniak, Monika. "Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27". . . Retrieved 2021/08/27.