166328-16-1

Basic information

• Product Name: 2-FLUORO-5-METHYLPHENYLBORONIC ACID
• Synonyms: 2-FLUORO-5-METHYLBENZENEBORONIC ACID;2-FLUORO-5-METHYLPHENYLBORONIC ACID;Boronic acid, (2-fluoro-5-methylphenyl)- (9CI);2-Fluoro-5-Methylphenylboronic;2-Fluoro-5-methylbenzeneboronic acid 95%;2-Fluoro-5-methylbenzeneboronicacid95%;2-Fluoro-5-Methylphenylboronic Acid (contains varying aMounts of Anhydride);2-Fluoro-5-methylboronic acid
• CAS NO: 166328-16-1
• Molecular Formula: C₇H₈BFO₂
• Molecular Weight: 153.95
• Product Categories: HALIDE;blocks;BoronicAcids;Aryl;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids
• Mol File: 166328-16-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 77-82 °C(lit.)
• Boiling Point: 291.432 °C at 760 mmHg
• Flash Point: 130.054 °C
• Appearance: Off-white powder
• Density: 1.203 g/cm³
• Refractive Index: 1.585
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: 8.42±0.58(Predicted)
• CAS DataBase Reference: 2-FLUORO-5-METHYLPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORO-5-METHYLPHENYLBORONIC ACID(166328-16-1)
• EPA Substance Registry System: 2-FLUORO-5-METHYLPHENYLBORONIC ACID(166328-16-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 166328-16-1(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C7H8BBrO2/c1-5-2-3-7(9)6(4-5)8(10)11/h2-4,10-11H,1H3

Upstream product

• 352-32-9 p-fluorotoluene 

Downstream Products

• 852146-08-8 5-(2-fluoro-5-methylphenyl)furan-2-carboxylic acid methyl ester 
• 900174-88-1 2-(1-di-tert-Butoxycarbonylaminoisoquinolin-6-ylamino)-2-(2-fluoro-5-methylphenyl)acetic acid 
• 1238333-79-3 2'-fluoro-5'-methylbiphenyl-2-carbonitrile 
• 1350648-36-0 2-(2-fluoro-5-methylphenyl)pyridin-4-amine 
• 1350649-37-4 N-(2-(2-fluoro-5-methylphenyl)pyridin-4-yl)-1H-pyrazolo[4,3-b]pyridin-7-amine 

Relevant articles and documents

Crystallization-Induced Asymmetric Transformation vs Quasi-Racemate Formation in Tetravalent Boron Complexes

Crystallization-induced asymmetric transformation (AT) has been achieved with the salicaldimine complexes 8/9, 11/12, and 14a/15a and with the oxazaborolidinone complexes 22b/23b and 22c/23c. In the case of 22a and 23a, the initially formed 3:1 mixture of diastereomers crystallizes under equilibrium conditions to affojd a quasi-racemate 24, containing both diastereomers in the unit cell. Enolate formation from ent-22b is demonstrated, and methylation occurs to give 26a. Aldol condensation of the enolate is also feasible, and hindered aldehydes afford adducts such as 27a or 27b with good diastereoselectivity. Factors that contribute to quasi-racemate formation are discussed.