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2-Tolylboronic acid

CAS No.
16419-60-6
Chemical Name:
2-Tolylboronic acid
Synonyms
O-TOLYLBORONIC ACID;O-TOLYBORONIC ACID;2-METHYLPHENYLBORONIC ACID;2-METHYLBENZENEBORONIC ACID;2-ToL;AKOS BRN-0017;o-Boronotoluene;o-Tolylboronic ac;2-Tolylboronicaci;RARECHEM AH PB 0228
CBNumber:
CB5186691
Molecular Formula:
C7H9BO2
Molecular Weight:
135.96
MDL Number:
MFCD00093526
MOL File:
16419-60-6.mol
MSDS File:
SDS
Last updated:2023-07-11 11:22:35

2-Tolylboronic acid Properties

Melting point 162-164 °C(lit.)
Boiling point 283.4±33.0 °C(Predicted)
Density 1.10±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka 8.61±0.58(Predicted)
form Crystalline Powder
color Beige
Water Solubility Slightly soluble in water.
BRN 2935796
InChI InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3
InChIKey NSJVYHOPHZMZPN-UHFFFAOYSA-N
SMILES B(C1=CC=CC=C1C)(O)O
CAS DataBase Reference 16419-60-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  ED7777777
HazardClass  IRRITANT
HS Code  29163990
NFPA 704
1
2 0

2-Tolylboronic acid price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 393606 o-Tolylboronic acid ≥95.0% 16419-60-6 1g $17.64 2024-03-01 Buy
Sigma-Aldrich 393606 o-Tolylboronic acid ≥95.0% 16419-60-6 5g $66.4 2024-03-01 Buy
TCI Chemical M1313 2-Methylphenylboronic Acid (contains varying amounts of Anhydride) 16419-60-6 5g $35 2024-03-01 Buy
TCI Chemical M1313 2-Methylphenylboronic Acid (contains varying amounts of Anhydride) 16419-60-6 25g $105 2024-03-01 Buy
Alfa Aesar B23154 2-Methylbenzeneboronic acid, 98% 16419-60-6 1g $37.65 2024-03-01 Buy
Product number Packaging Price Buy
393606 1g $17.64 Buy
393606 5g $66.4 Buy
M1313 5g $35 Buy
M1313 25g $105 Buy
B23154 1g $37.65 Buy

2-Tolylboronic acid Chemical Properties,Uses,Production

Description

2-Methylphenylboronic acid is an important organic boronic acid compound, which is widely used in Suzuki cross-coupling reaction and has important application value in the fields of organic synthesis and medicine and chemical industry.

Physical properties

beige crystalline powder

Uses

2-Methylbenzeneboronic acid is a reagent used for Pd-catalyzed arylation using Suzuki-Miyaura cross-coupling in water, Ruthenium catalyzed direct arylation reactions, Ligand-free copper-catalyzed coupling reactions, Rhodium-catalyzed asymmetric 1,4-addition reactions. Reagent used in Preparation of chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction, Human farnesyl pyrophosphate synthase inhibitors as antitumor agents for multiple myeloma cells

Uses

suzuki reaction

Synthesis

Triphenylphosphene (0.131 g, 0.5 mmol, 20 mol %), p-iodoanisol (0.585 g, 2.5 mmol), and triethylamine (1.78 mL, 12.5 mmol) were added to a 50 mL round-bottomed flask equipped with a sidearm, condenser, and stir bar. This solution was then degassed by alternating vacuum and argon three times. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol %) was then added under positive argon pressure. After stirring at room temperature for 15 min, diisopropylaminoborane (5 mL, 1 M solution in THF, 5 mmol) was added and the reaction mixture was degassed again by alternating vacuum and argon three times. The reaction solution was then heated to reflux. After 12 h of reflux the reaction was cooled to 0 °C and 6 mL of methanol was added through the condenser slowly (Caution: exothermic reaction with evolution of hydrogen). After 15 min of stirring all the solvent was removed under reduced pressure to yield a black solid. This solid was dissolved with sodium hydroxide (3 M, 8 mL) and subsequently washed with hexanes (3×10 mL). The aqueous layer was then cooled to 0 °C (ice bath) and acidified to pH ≤1 with concentrated HCl, with the boronic acid usually precipitating out as a white solid. The aqueous fraction was then extracted with diethyl ether (3×10 mL). The organic fractions were combined, dried with magnesium sulfate and filtered. The solvent was then removed under reduced pressure yielding a white solid named 2-Tolylboronic acid.

95-49-8
605-39-0
16419-60-6
Synthesis of 2-Tolylboronic acid from 2-Chlorotoluene
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View Lastest Price from 2-Tolylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Eltrombopag Impurity 33 pictures 2024-04-11 Eltrombopag Impurity 33
16419-60-6
US $0.00-0.00 / mg 10mg above 98% 10g/month Guangzhou Tosun Pharmaceutical Limited
2-Tolylboronic acid pictures 2023-04-26 2-Tolylboronic acid
16419-60-6
US $56.00 / kg 1kg 99% 5000 tons Hebei Duling International Trade Co. LTD
2-Tolylboronic acid pictures 2023-03-14 2-Tolylboronic acid
16419-60-6
US $0.00-0.00 / kg 1kg 98%Min 1000kg LY Global chemicals co.,ltd .
AKOS BRN-0017 2-TOLYLBORONIC ACID TOLUENE-2-BORONIC ACID O-METHYLPHENYLBORONIC ACID o-Tolylboronic acid, 2-Boronotoluene Boronicacid, B-(2-Methylphenyl)- 2-Tolylboronic acid 2-Methylphenylboronic acid 2-Methyl-1-phenylboronic acid o-Tolylboronic acid >=95.0% o-Tolylboronic ac RARECHEM AH PB 0228 2-TOLYLBORONIC ACID(2-Methylbenzeneboronic acid) 2-Methylpenylboronic Acid 2-Methylphenylboronic o-Tolylboronicacid,min.97% 2-METHYLPHENYLBORONIC ACID, O-TOLYBORONIC ACID 2-METHYLSUFINYLPHENYLBORONIC ACID 2-Methylphenylboronic Acid (contains varying amounts of Anhydride) 2-Methylphenylboronic acid (o-Tolylboronic acid) 2-Tolueneboronic acid o-Boronotoluene 2-Tolylboronic acid ,98% o-Tolylboronic acid, min. 97% 2-Tolylboronic acid,95% 2-Methylphenylboronic acid, May contain varying amounts of anhydride, 95% 2-Tolylboronic acid, 95% 1GR 2-Methylbenzeneboronic Acid o-Tolylboronic Acid 2-ToL 2-Tolylboronicaci 2-methylbenzoborate 2-Tolylboronic acid 16419-60-6 2-Methylphenylboronic Acid extrapure, 97% 2-METHYLPHENYLBORONIC ACID 2-METHYLBENZENEBORONIC ACID O-TOLYLBORONIC ACID O-TOLYBORONIC ACID Eltrombopag Impurity 33 16419-60-6 16419-60-9 C7H9BO2 C7H9O2B BORONIC ACID Organometallic Reagents B (Classes of Boron Compounds) Boronic Acids Boronic Acids and Derivatives Aryl Substituted Boronic Acids organic or inorganic borate Boron, Nitrile, Thio,& TM-Cpds blocks BoronicAcids Boronic Acid series B (Classes of Boron Compounds) Boronic Acids CHIRAL CHEMICALS Boronic Acid Aryl