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73852-19-4 molecular structure
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[3,5-bis(trifluoromethyl)phenyl]boronic acid

ChemBase ID: 9526
Molecular Formular: C8H5BF6O2
Molecular Mass: 257.9255192
Monoisotopic Mass: 258.02867912
SMILES and InChIs

SMILES:
c1(cc(cc(c1)B(O)O)C(F)(F)F)C(F)(F)F
Canonical SMILES:
OB(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
InChI:
InChI=1S/C8H5BF6O2/c10-7(11,12)4-1-5(8(13,14)15)3-6(2-4)9(16)17/h1-3,16-17H
InChIKey:
BPTABBGLHGBJQR-UHFFFAOYSA-N

Cite this record

CBID:9526 http://www.chembase.cn/molecule-9526.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[3,5-bis(trifluoromethyl)phenyl]boronic acid
IUPAC Traditional name
3,5-bis(trifluoromethyl)phenylboronic acid
Synonyms
3,5-Bis(trifluoromethyl)phenylboronic acid
3,5-Bis(trifluoromethyl)benzeneboronic acid
(3,5-Bis(trifluoromethyl)phenyl)boronic acid
3,5-Bis(trifluoromethyl)benzeneboronic acid 98%
3,5-Bis(trifluoromethyl)benzeneboronic acid
3,5-Di(trifluoromethyl)benzeneboronic acid
3,5-Bis(trifluoromethyl)phenylboronic acid
3,5-BIS(TRIFLUOROMETHYL)PHENYLBORONIC ACID
3,5-双(三氟甲基)苯硼酸
CAS Number
73852-19-4
EC Number
000-000-0
MDL Number
MFCD00051850
Beilstein Number
7379990
PubChem SID
160972833
24870695
PubChem CID
156265

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.570875  H Acceptors
H Donor LogD (pH = 5.5) 3.4050333 
LogD (pH = 7.4) 3.3771927  Log P 3.4054 
Molar Refractivity 42.5509 cm3 Polarizability 16.471169 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
217-220 °C(lit.) expand Show data source
219-221°C expand Show data source
219-224°C expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant 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
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
97+% expand Show data source
98% expand Show data source
Linear Formula
(CF3)2C6H3B(OH)2 expand Show data source

DETAILS

DETAILS

Apollo Scientific Apollo Scientific Sigma Aldrich Sigma Aldrich
Apollo Scientific Ltd - PC0540 external link
GC reagent for diols: J. Chromat., 158,33 (1978), can also be used to form chiral catalysts for enantioselective Diels-Alder reactions: J. Org. Chem., 62, 3206 (1997).
Sigma Aldrich - 471070 external link
Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant involved in the synthesis of:
• Methylene-arylbutenones via carbonylative arylation of allenols1
• 4-aminoquinoline analogs via Ullman / Suzuki / Negishi coupling2
• Primary amino acid derivatives with anticonvulsant activity3
• Alkyl arylcarbamates via Cu-catalyzed coupling with potassium cyanate4
• Aryl-substituted succinimides and cyclic ketones by asymmetric conjugate addition5
• Axially chiral dicarboxylic acids for asymmetric Mannich-type reactions6

REFERENCES

REFERENCES

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  • • Has been used to form chiral catalysts for use in enantioselective Diels-Alder reactions; see, for example: J. Org. Chem., 62, 3026 (1997) and references therein. See Appendix 5.
  • • GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).
  • • Has been used to protect a 1,3-diamine as the 2-aryl-1,3,2-diazaborinane, permitting selective reaction at a remote amine function: J. Am. Chem. Soc., 118, 1569 (1996).
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PATENTS

PATENTS

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INTERNET

INTERNET

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