2-Chloro-5-Fluorobenzaldehyde

Base Information

• Chemical Name: 2-Chloro-5-Fluorobenzaldehyde
• CAS No.: 84194-30-9
• Molecular Formula: C7H4ClFO
• Molecular Weight: 158.56
• Hs Code.: 2913000090
• European Community (EC) Number: 678-371-9
• DSSTox Substance ID: DTXSID20381308
• Nikkaji Number: J2.203.165A
• Wikidata: Q72450477
• Mol file: 84194-30-9.mol

Synonyms:2-Chloro-5-Fluorobenzaldehyde;84194-30-9;Benzaldehyde, 2-chloro-5-fluoro-;2-Chloro-5-Fluoro benzaldehyde;MFCD03788511;2-chloro-5-fluoro-benzaldehyde;SCHEMBL1853771;DTXSID20381308;SOEFVBXUNROUOX-UHFFFAOYSA-N;2-Chloro-5-fluorobenZaldehyde, 95%;AKOS005258257;AC-2777;AM62114;CS-W003102;PS-8802;SY002882;2-Chloro-5-fluorobenzaldehyde, AldrichCPR;C2381;FT-0600884;FT-0659878;EN300-155181;Z1201622451

Chemical Property of 2-Chloro-5-Fluorobenzaldehyde

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.228mmHg at 25°C
• Melting Point: 46.5-48 °C
• Refractive Index: 1.559
• Boiling Point: 207.2 °C at 760 mmHg
• Flash Point: 79.1 °C
• PSA: 17.07000
• Density: 1.352 g/cm³
• LogP: 2.29160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.9934706
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-fluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-5-Fluorobenzaldehyde

There total 5 articles about 2-Chloro-5-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:

2-chloro-5-fluorotoluene (33406-96-1) → 2-chloro-5-fluorobenzaldehyde (84194-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide, benzoyl peroxide / CCl₄ / Heating

2: 1.) hexamethylenetetramine / 1.) CHCl₃, 3 h, reflux, 2.) acetic acid, water, 4 h, reflux

With N-Bromosuccinimide; Perbenzoic acid; hexamethylenetetramine; In tetrachloromethane;

DOI:10.1021/jo00152a022

Reference yield:

(2-chloro-5-fluorophenyl)methanol (261762-59-8) → 2-chloro-5-fluorobenzaldehyde (84194-30-9)

Guidance literature:

(2-chloro-5-fluorophenyl)methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - -40 ℃; for 1h;

With triethylamine; In dichloromethane; at -40 - 20 ℃;

DOI:10.1016/j.bmc.2011.01.065

Reference yield:

2-chloro-5-fluoro-benzoic acid (2252-50-8) → 2-chloro-5-fluorobenzaldehyde (84194-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran / 0 °C / Reflux

1.2: Cooling with ice

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - -40 °C

2.2: -40 - 20 °C

With borane-THF; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2011.01.065

upstream raw materials:

1-(bromomethyl)-2-chloro-5-fluorobenzene

2-chloro-5-fluorotoluene

(2-chloro-5-fluorophenyl)methanol

2-chloro-5-fluoro-benzoic acid

Downstream raw materials:

trans-3-(2-chloro-5-fluorostyryl)phenanthrene

N-{4-chloro-2-[(2-chloro-5-fluorophenyl)(hydroxy)-methyl]phenyl}-2,2-dimethylpropanamide

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}(2-chloro-5-fluorophenyl)methanol

(2-chloro-5-fluorophenyl)methanol

Refernces

• 1、 -. "PERNASAL PREPARATIONS". Example 5. . Retrieved 2010/11/29.
• 2、 -. "Composition for preventing or treating ischemic disease". . . Retrieved 2008/06/13.