55499-44-0

Basic information

• Product Name: Boronic acid,B-(2,4-dimethylphenyl)-
• Synonyms: M-XYLENE-4-BORONIC ACID;AKOS BRN-0225;2,4-DIMETHYLPHENYLBORONIC ACID;2,4-DIMETHYLBENZENEBORONIC ACID;2,4-Dimethylphenylboronic;2,4-Dimethylphenylboronic Acid (contains varying amounts of Anhydride);2,4-Dimethylphenylboronic acid ,98%;4-Borono-m-xylene
• CAS NO: 55499-44-0
• Molecular Formula: C₈H₁₁BO₂
• Molecular Weight: 149.98
• Product Categories: Triazoles;B (Classes of Boron Compounds);Boronic acid;Organoborons;blocks;BoronicAcids;Boronic acids;Aryl
• Mol File: 55499-44-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 204-208°C
• Boiling Point: 292.4 °C at 760 mmHg
• Flash Point: 130.7 °C
• Appearance: /
• Density: 1.07 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.92±0.58(Predicted)
• Water Solubility: Slightly soluble in water
• CAS DataBase Reference: Boronic acid,B-(2,4-dimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid,B-(2,4-dimethylphenyl)-(55499-44-0)
• EPA Substance Registry System: Boronic acid,B-(2,4-dimethylphenyl)-(55499-44-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37-37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 55499-44-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

suzuki reaction

Upstream product

• 13675-18-8 tetrahydroxydiboron 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 5419-55-6 Triisopropyl borate 
• 7732-18-5 water 

Downstream Products

• 847560-54-7 2-amino-4-chloro-6-(2,4-dimethyl-phenyl)-pyrimidine-5-carbaldehyde 
• 1430-97-3 2-methyl-9H-fluorene 
• 1414850-35-3 C₁₅H₁₃N₅S 
• 950661-90-2 4-(2,4-dimethylphenyl)-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 214360-64-2 2-(2,4-bismethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1283145-80-1 (S)-2-(1-(4-(2,4-dimethylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile 
• 1158982-14-9 1-(2,4-dimethylphenyl)-3-(trifluoromethyl)-1H-1,2,4-triazole 
• 1268342-45-5 1,2-bis(2,4-dimethyl-5-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)disulfane 
• 1158982-19-4 2,4-dimethyl-5-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)benzenesulfonyl chloride 
• 76708-79-7 2,4,4'-trimethylbiphenyl 
• 909186-40-9 6-chloro-1-(2.4-dimethylphenyl)phthalazine 
• 319474-10-7 3-Amino-4,6-dimethylphenyl boronic acid 
• 319474-09-4 2,4-dimethyl-5-nitro-phenyl boronic acid 

Relevant articles and documents

Bedford-type palladacycle-catalyzed miyaura borylation of aryl halides with tetrahydroxydiboron in water

A mild aqueous protocol for palladium catalyzed Miyaura borylation of aryl iodides, aryl bromides and aryl chlorides with tetrahydroxydiboron (BBA) as a borylating agent is developed. The developed methodology requires low catalyst loading of Bedford-type palladacycle catalyst (0.05 mol %) and works best under mild reaction conditions at 40 °C in short time of 6 h in water. In addition, our studies show that for Miyaura borylation using BBA in aqueous condition, maintaining a neutral reaction pH is very important for reproducibility and higher yields of corresponding borylated products. Moreover, our protocol is applicable for a broad range of aryl halides, corresponding borylated products are obtained in excellent yields up to 93% with 29 examples demonstrating its broad utility and functional group tolerance.