CAS 73852-19-4|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-...

General Information

Structure

Molecular Formula

C₈H₅BF₆O₂

Molecular Mass

257.9255192

Exact Mass

258.02867912

Charge

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

Canonic Smiles

OB(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O

Isomeric Smiles

c1(cc(cc(c1)B(O)O)C(F)(F)F)C(F)(F)F

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

Polarizability

16.471169

Polar Surface Area

40.46

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

3,5-bis(trifluoromethyl)phenylboronic acid

Synonyms

3,5-Bis(trifluoromethyl)benzeneboronic acid3,5-Bis(trifluoromethyl)benzeneboronic acid 98%3,5-双(三氟甲基)苯硼酸3,5-Bis(trifluoromethyl)phenylboronic acid3,5-Di(trifluoromethyl)benzeneboronic acid3,5-Bis(trifluoromethyl)benzeneboronic acid3,5-Bis(trifluoromethyl)phenylboronic acid(3,5-Bis(trifluoromethyl)phenyl)boronic acid3,5-BIS(TRIFLUOROMETHYL)PHENYLBORONIC ACID

IUPAC name

[3,5-bis(trifluoromethyl)phenyl]boronic acid

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem CID

PubChem SID

Beilstein Number

EC Number

Registration numbers

Properties

Product Information

Purity

98%

97+%

Linear Formula

(CF3)2C6H3B(OH)2

Physical Property

Melting Point

219-221°C

217-220 °C(lit.)

219-224°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

PC0540

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

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

Molecule Details

References

PubChem Literature

From Data Sources

• 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).

• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).

• 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.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

3,5-bis(trifluoromethyl)phenylboronic acid

Synonyms

IUPAC name

[3,5-bis(trifluoromethyl)phenyl]boronic acid

Registration numbers

CAS Number

MDL Number

PubChem CID

PubChem SID

Beilstein Number

EC Number

Properties

Product Information

Purity

98%

97+%

Linear Formula

(CF3)2C6H3B(OH)2

Physical Property

Melting Point

219-221°C

217-220 °C(lit.)

219-224°C

Molecule Details

Apollo Scientific

PC0540

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

References

PubChem Literature

From Data Sources

• 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).

• GC reagent for diols: J. Chromat., 158, 33 (1978); 186, 307 (1979).

• 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.

Bioactivity

PubChem BioAssay

Molecule

ID:9526