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16419-60-6 molecular structure
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(2-methylphenyl)boronic acid

ChemBase ID: 9647
Molecular Formular: C7H9BO2
Molecular Mass: 135.95616
Monoisotopic Mass: 136.06955993
SMILES and InChIs

SMILES:
c1c(c(ccc1)B(O)O)C
Canonical SMILES:
OB(c1ccccc1C)O
InChI:
InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3
InChIKey:
NSJVYHOPHZMZPN-UHFFFAOYSA-N

Cite this record

CBID:9647 http://www.chembase.cn/molecule-9647.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2-methylphenyl)boronic acid
IUPAC Traditional name
2-methylphenylboronic acid
Synonyms
(2-Tolyl)boronic acid
2-Methyl-1-phenylboronic acid
2-Methylbenzeneboronic acid
2-Tolueneboronic acid
o-Boronotoluene
o-Methylphenylboronic acid
o-Tolueneboronic acid
2-Methylphenylboronic acid
o-Tolylboronic acid
2-Tolylboronic acid
2-Tolylboronic acid
2-Methylbenzeneboronic acid
(2-methylphenyl)boranediol
o-Tolylboronic acid
2-Methylbenzeneboronic acid
2-Methylphenylboronic acid
2-甲基苯硼酸
邻甲基苯硼酸
2-甲基苯硼酸
CAS Number
16419-60-6
EC Number
000-000-0
MDL Number
MFCD00093526
Beilstein Number
2935796
PubChem SID
160972954
24864527
PubChem CID
2733267

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.825132  H Acceptors
H Donor LogD (pH = 5.5) 2.1067958 
LogD (pH = 7.4) 2.0910673  Log P 2.107 
Molar Refractivity 35.6447 cm3 Polarizability 15.298734 Å3
Polar Surface Area 40.46 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
162-164 °C(lit.) expand Show data source
162-164°C expand Show data source
163 - 164°C expand Show data source
ca 162-164°C expand Show data source
Hydrophobicity(logP)
2.094 expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant/Keep Cold/Store under Argon expand Show data source
RTECS
ED7777777 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥95.0% expand Show data source
95% expand Show data source
98% expand Show data source
Linear Formula
CH3C6H4B(OH)2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 393606 external link
Other Notes
Contains varying amounts of anhydride
Packaging
1, 5, 25 g in glass bottle
Application
Reagent used for
• Palladium-catalyzed direct arylation of pyrazoles with phenylboronic acids1
• Pd-catalyzed arylation using Suzuki-Miyaura cross-coupling in water2
• Ruthenium catalyzed direct arylation reactions3
• Ligand-free copper-catalyzed coupling reactions4
• Copper-catalyzed cross-coupling reactions of diaryl diselenides5
• Phosphine-free Suzuki-Miyaura cross-coupling reactions6
• Rhodium-catalyzed asymmetric 1,4-addition reactions7 Reagent used in Preparation of
• Chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction8
• Palladium nanoparticles immobilized by click ionic copolymers as recyclable catalysts for Suzuki-Miyaura cross-coupling reaction in water9
• Human farnesyl pyrophosphate synthase inhibitors as antitumor agents for multiple myeloma cells10

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Conditions for ligand-free Suzuki cross-coupling of arylboronic acids with aryl iodides, catalyzed by Palladium(II) acetate, 10516, to give unsymmetrical biphenyls in high yield, are described: Org. Synth., 75, 61(1997). See Appendix 5.
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PATENTS

PATENTS

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INTERNET

INTERNET

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