Description
ChemicalBook > CAS DataBase List > 2-Tolylboronic acid

2-Tolylboronic acid

Description
Product Name
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;2-TOLYLBORONIC ACID
CBNumber
CB5186691
Molecular Formula
C7H9BO2
Formula Weight
135.96
MOL File
16419-60-6.mol
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2-Tolylboronic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
ED7777777
HazardClass 
IRRITANT
HS Code 
29163990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
393606
Product name
o-Tolylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$17.64
Updated
2024/03/01
Sigma-Aldrich
Product number
393606
Product name
o-Tolylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$66.4
Updated
2024/03/01
TCI Chemical
Product number
M1313
Product name
2-Methylphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
M1313
Product name
2-Methylphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
25g
Price
$105
Updated
2024/03/01
Alfa Aesar
Product number
B23154
Product name
2-Methylbenzeneboronic acid, 98%
Packaging
1g
Price
$37.65
Updated
2024/03/01
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2-Tolylboronic acid Chemical Properties,Usage,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

suzuki reaction

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

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.

2-Tolylboronic acid Preparation Products And Raw materials

Raw materials

1-Bromooctane

Preparation Products

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2-Tolylboronic acid Suppliers

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View Lastest Price from 2-Tolylboronic acid manufacturers

Guangzhou Tosun Pharmaceutical Limited
Product
Eltrombopag Impurity 33 16419-60-6
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
above 98%
Supply Ability
10g/month
Release date
2023-05-10
LY Global chemicals co.,ltd .
Product
2-Tolylboronic acid 16419-60-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%Min
Supply Ability
1000kg
Release date
2023-03-12
Honest Joy Holdings Limited
Product
2-Tolylboronic acid 16419-60-6
Price
US $0.00/KG
Min. Order
1KG
Purity
97.7%
Supply Ability
100 tons
Release date
2022-02-08

16419-60-6, 2-Tolylboronic acidRelated Search:

Ethyl 2-(Chlorosulfonyl)acetate Citric acid Folic acid p-Toluenesulfonic acid 3,5-Dimethylphenylboronic acid 3-Nitrophenylboronic acid 2-Chloro-5-chloromethylpyridine 5-Amino-2-methylpyridine Phenylboronic acid Methylboronic acid 2,5-Dimethylpyridine Dichloromethylphenylsilane Methyltriphenylphosphonium bromide o-Toluoyl chloride Ascoric Acid O-TOLYLHYDRAZINE HYDROCHLORIDE Methyl 2-methoxybenzoate o-Toluic acid

  • AKOS BRN-0017
  • 2-METHYLPHENYLBORONIC ACID
  • 2-METHYLBENZENEBORONIC ACID
  • 2-TOLYLBORONIC ACID
  • TOLUENE-2-BORONIC ACID
  • O-TOLYLBORONIC 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
  • O-TOLYBORONIC 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%
  • 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