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1582-24-7 molecular structure
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(pentafluorophenyl)boronic acid

ChemBase ID: 59374
Molecular Formular: C6H2BF5O2
Molecular Mass: 211.881896
Monoisotopic Mass: 212.0068008
SMILES and InChIs

SMILES:
c1(c(c(c(c(c1F)B(O)O)F)F)F)F
Canonical SMILES:
Fc1c(F)c(B(O)O)c(c(c1F)F)F
InChI:
InChI=1S/C6H2BF5O2/c8-2-1(7(13)14)3(9)5(11)6(12)4(2)10/h13-14H
InChIKey:
VASOMTXTRMYSKD-UHFFFAOYSA-N

Cite this record

CBID:59374 http://www.chembase.cn/molecule-59374.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(pentafluorophenyl)boronic acid
IUPAC Traditional name
pentafluorophenylboronic acid
Synonyms
Pentafluorophenylboronic acid
Pentafluorobenzeneboronic acid 97%
Pentafluorophenylboronic acid
(Pentafluorophenyl)boronic acid
2,3,4,5,6-Pentafluorophenylboronic acid
2,3,4,5,6-Pentafluorobenzeneboronic acid
2,3,4,5,6-PENTAFLUOROBENZENEBORONIC ACID
五氟苯硼酸
2,3,4,5,6-五氟苯硼酸
CAS Number
1582-24-7
EC Number
000-000-0
MDL Number
MFCD01074663
Beilstein Number
3033960
PubChem SID
162064137
24870245
PubChem CID
2775922

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.469553  H Acceptors
H Donor LogD (pH = 5.5) 2.3326912 
LogD (pH = 7.4) 2.0698154  Log P 2.3373 
Molar Refractivity 31.6855 cm3 Polarizability 12.869896 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
176-179°C expand Show data source
250-255°C expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant expand Show data source
Moisture Sensitive 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
97% expand Show data source
98% expand Show data source
Linear Formula
C6F5B(OH)2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 465097 external link
Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of phenylboronic catechol esters as promising anion receptors for polymer electrolytes1
• Preparation of biaryls via palladium-catalyzed homocoupling reaction2
• Prepartion of quaternary a,a-heterodiaryl carboxylic esters via rhodium-catalyzed cross-coupling3
• C-C cross-coupling reactions4

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Conditions have been reported for successfully accomplishing the normally difficult Suzuki cross-coupling reactions of this boronic acid with aryl halides: Org. Lett., 7, 4915 (2005).
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PATENTS

PATENTS

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INTERNET

INTERNET

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