147624-13-3

Basic information

• Product Name: 3-Fluoro-2-methylbenzaldehyde
• Synonyms: 3-FLUORO-2-METHYLBENZALDEHYDE;Benzaldehyde, 3-fluoro-2-methyl- (9CI);3-Fluoro-2-methylbenzaldehyde 98%;3-Fluoro-2-methylbenzaldehyde98%;2-Fluoro-6-formyltoluene, 3-Fluoro-o-tolualdehyde;2-methyl-fluorobenzaldehyde
• CAS NO: 147624-13-3
• Molecular Formula: C₈H₇FO
• Molecular Weight: 138.14
• Product Categories: ALDEHYDE;Carbonyl Compounds;Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het;Benzaldehyde;Phenyls & Phenyl-Het;C8;Carbonyl Compounds;Fluorine series
• Mol File: 147624-13-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 17 °C
• Boiling Point: 92-93 °C20 mm Hg(lit.)
• Flash Point: 177 °F
• Appearance: Pale yellow/Liquid
• Density: 1.16 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.394mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Fluoro-2-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-2-methylbenzaldehyde(147624-13-3)
• EPA Substance Registry System: 3-Fluoro-2-methylbenzaldehyde(147624-13-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 147624-13-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 147624-13-3 differently. You can refer to the following data:
1. 3-Fluoro-2-methylbenzaldehyde is used as a reagent in the synthesis of resveratrol derivatives with curcumin moiety as antitubulin agents and potential antitumor agents. 3-Fluoro-2-methylbenzaldehyde is also used in the preparation of indenopyrazine dicarbonitriles as inhibitors of deubiquitinating enzymes.
2. 3-Fluoro-2-methylbenzaldehyde may be used in chemical synthesis.

General Description

3-Fluoro-2-methylbenzaldehyde is an aryl fluorinated building block.

InChI:InChI=1/C8H7FO/c1-6-7(5-10)3-2-4-8(6)9/h2-5H,1H3

Upstream product

• 74-88-4 methyl iodide 

Downstream Products

• 1393363-54-6 tert-butyl (E)-3-(2'-methyl-3'-fluorophenyl)prop-2-enoate 
• 1393363-75-1 tert-butyl (S)-3-amino-3-(2'-methyl-3'-fluorophenyl)propanoate 
• 1270115-94-0 (S)-3-amino-3-(2'-methyl-3'-fluorophenyl)propanoic acid 
• 500912-13-0 (3-fluoro-2-methylphenyl)methanol 
• 1374561-02-0 2-[2,2-difluoro-2-(phenylthio)ethylamino]-1-(3-fluoro-2-methylphenyl)-2-oxoethyl benzoate 
• 1270477-85-4 rac-2-amino-2-(3-fluoro-2-methylphenyl)ethanol 
• 1270316-45-4 amino-(3-fluoro-2-methylphenyl)acetic acid 
• 1357266-66-0 amino-(3-fluoro-2-methylphenyl)-acetonitrile 
• 1352803-17-8 N,N-dibenzyl-4,5-difluoroisoquinolin-3-amine 
• 1352802-96-0 3-fluoro-2-methylbenzaldehyde tert-butylimine 
• 937709-64-3 3-(3-fluoro-2-methylphenyl)-1,5-bis(3-methoxyphenyl)pentane-1,5-dione 
• 937709-60-9 C₂₄H₁₉Br₂FO₂ 
• 937709-71-2 (E)-3-(3-fluoro-2-methylphenyl)-1-(3-methoxyphenyl)prop-2-en-1-one 
• 155814-23-6 3-fluoro-2-methylcinnamic acid 

Relevant articles and documents

Directed Metalation of Aromatic Aldimines with Lithium 2,2,6,6-Tetramethylpiperidide

N-Cyclohexyl aromatic aldimines are ortho-lithiated or o-methyl-lithiated with 2 equiv of lithium 2,2,6,6-tetramethylpiperidide (LTMP) in THF solution at -15 deg C.The lithiated intermediates generally reacted with alkyl halides or CO2 to provide ortho-functionalized aldimine products which could be readily converted to the corresponding aldehydes by hydrolysis with aqueous 4 M HCl.Aromatic aldimines derived from (+/-)-trans-2-methylcyclohexylamine or 3-amino-2,4-dimethylpentane are resistant toward C=N addition with 1 equiv of n-BuLi at 0 deg C in THF solution; however, they are also surprisingly resistant toward directed metalation reactions with either LTMP or n-BuLi.Exceptions to the ortho-directing and o-methyl-directing effects of the aldimine group were observed in a reaction of 3-methylthiophene-2-carboxaldehyde cyclohexylimine (7) with LTMP, followed by CH3I, which gave a 9:1 mixture of 3,5-dimethylthiophene-2-carboxaldehyde cyclohexylimine (22) and 5-ethyl-3-methylthiophene-2-carboxaldehyde cyclohexylimine (23), and a reaction of p-tolualdehyde 2,4-dimethylpent-3-ylimine (11) with either n-BuLi or LTMP, followed by CH3I, which gave p-ethylbenzaldehyde 2,4-dimethylpent-3-ylimine (25).