Tolylboronic acid
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Basic information
- CAS
5720-05-8- 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 propertiesFilling in
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 97.8
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)
- form
- Crystalline Powder
- color
- Off-white
- Water Solubility
- It is soluble in water.
- BRN
- 2935970 · 2935970
- InChI
- InChI=1S/C7H9BO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5,9-10H,1H3
- InChIKey
- BIWQNIMLAISTBV-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(C)C=C1)(O)O
- CAS DataBase Reference
- 5720 · 5720-05-8(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 GM7K66 · YJM4GM7K66
- NIST Chemistry Reference
- P-methylbenzeneboronic acid(5720-05-8)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- RTECS
- 7400000 · XS7400000
- HazardClass
- IRRITANT
- HS Code
- 29319090 · 29319090
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
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
Downstream products
Related reactions
757 records
Compound notes
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