Tolylboronic acid

HCID 79799CAS 5720-05-8
Substructure searchFind similar structures

Basic information

Standard SMILES
Cc1ccc(B(O)O)cc1
InChIKey
BIWQNIMLAISTBV-UHFFFAOYSA-N
Molecular formula
C7H9BO2
Average molar mass
135.96 g/mol
Monoisotopic mass
136.06955993

Overview

structure in first source

Names & identifiers

Preferred name
Tolylboronic acid
IUPAC
(4-methylphenyl)boronic acid
English name
4-Tolylboronic acid
Molecular formula
C7H9BO2
Molecular weight
135.96

Names & synonyms

para-tolylboronic acidRefChem:858206Tolylboronic acid4-Tolylboronic acid4-Methylphenylboronic acid5720-05-8p-Tolylboronic acid(4-methylphenyl)boronic acid4-Methylbenzeneboronic acidp-Tolueneboronic acidBoronic acid, (4-methylphenyl)-p-Methylbenzeneboronic acid
Show more names
t-509NSC 62870AKOS BRN-0019p-tolyl-boronicaci4-TOLYBORONIC ACIDRARECHEM AH PB 0227
Boronic acid, p-tolyl-4-Methylphenylboric acidTolyl boronic acid917814-66-5MFCD000391384-methylphenyl boronic acidYJM4GM7K664-TOLUENEBORONIC ACID

Database identifiers

CAS
5720-05-8
PubChem CID
79799
DTXSID
DTXSID00205836
ChEMBL
CHEMBL140780
UNII
YJM4GM7K66
EC Number
611-480-1
Nikkaji
J48.883F

Properties

Computed structural properties

Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
10

Physicochemical properties

Melting point
256 · 256-263 °C(lit.)
Boiling point
275.2 · 275.2±33.0 °C(Predicted)
Density
1.1 · 1.10±0.1 g/cm3(Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)
pka
8.84 · 8.84±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (98.1%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
XS7400000
hs_code
29319090
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Applications · 3 items

Usessuzuki reaction

Uses4-Methylbenzeneboronic acid, is a commonly used chemical in Suzuki coupling reactions. It is also used as an intermediate in pharmaceutical industry

UsesReagent used forPalladium (Pd)-catalyzed direct arylationDirect Palladium(II)-Catalyzed SynthesisPalladium-catalyzed arylation by Suzuki-Miyaura cross-coupling in waterCyclopalladationTandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequenceRuthenium catalyzed direct arylationRhodium-catalyzed asymmetric conjugate additionLigand-free copper-catalyzed cross-coupling reactionsRegioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactionsLigand-free Suzuki, Sonogashira, and Heck cross-coupling reactionsReagent used in Preparation ofCatalysts for Suzuki-Miyaura cross-coupling of aryl bromidesRecyclable Palladium nanoparticle catalysts immobilized by click ionic copolymers as for Suzuki-Miyaura cross-coupling reactions in water

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

757 records
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Linked notes

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