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411235-57-9 molecular structure
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cyclopropylboronic acid

ChemBase ID: 32911
Molecular Formular: C3H7BO2
Molecular Mass: 85.89748
Monoisotopic Mass: 86.05390986
SMILES and InChIs

SMILES:
C1(CC1)B(O)O
Canonical SMILES:
OB(C1CC1)O
InChI:
InChI=1S/C3H7BO2/c5-4(6)3-1-2-3/h3,5-6H,1-2H2
InChIKey:
WLVKDFJTYKELLQ-UHFFFAOYSA-N

Cite this record

CBID:32911 http://www.chembase.cn/molecule-32911.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
cyclopropylboronic acid
IUPAC Traditional name
cyclopropylboronic acid
Synonyms
Cyclopropyl boronic acid
B-Cyclopropylboronic Acid
Boronocyclopropane
Cyclopropylboronic acid 95%
Cyclopropylboronic acid
Cyclopropaneboronic acid
Cyclopropylboronic acid
环丙基硼酸
CAS Number
411235-57-9
MDL Number
MFCD04038750
PubChem SID
160996218
24881728
PubChem CID
2760897

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.808934  H Acceptors
H Donor LogD (pH = 5.5) 0.568688 
LogD (pH = 7.4) 0.5523766  Log P 0.5689 
Molar Refractivity 17.8121 cm3 Polarizability 8.764483 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
90-95 °C(lit.) expand Show data source
90-95°C expand Show data source
90-95°C expand Show data source
94-97°C expand Show data source
Storage Warning
Harmful/Irritant/Store under Argon/Store at -20°C expand Show data source
IRRITANT, IRRITANT-HARMFUL expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
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
60-61-22-36 expand Show data source
Safety Statements
26-37 expand Show data source
53-26-45 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H302-H318-H360FD expand Show data source
H315-H319-H335 expand Show data source
GHS Precautionary statements
P201-P280-P305 + P351 + P338-P308 + P313 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
90% expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
tech. 85% expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C3H7BO2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 597988 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Other Notes
Contains varying amounts of anhydride
May contain 3-5% cyclopropanol
May contain 5-10% boric acid
Packaging
1, 5, 25 g in glass bottle
Application
Reagent used for
• Microwave-assisted copper(II)-catalyzed N-cyclopropylation1
• Nickel- and copper-catalyzed Suzuki-Miyaura coupling reaction of arenes2
• Palladacycle-catalyzed Suzuki-cross coupling of aryl halides with cyclopropylboronic acid3
• Palladium(0)-catalyzed cyclopropane C-H bond functionalization4
• Palladium-catalyzed decarboxylative coupling5
• Palladium-catalyzed ligand-directed oxidative functionalization of cyclopropanes6
• Palladium-catalyzed Suzuki coupling reaction7Reagent used in Preparation of
• Diaryl ketones by arylation of arylboronic acids with aromatic aldehydes catalyzed by Cu(OTf)2 and Xantphos8
• Aminothiazolylpyrrolidine-based tartrate diamides as TACE inhibitors to treat inflammatory disorders and cancer9
Toronto Research Chemicals - C988620 external link
Cyclopropylboronic Acid is an organoboronic acid commonly used in highly efficient Suzuki coupling reactions.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ma, S. et al.: Adv. Synth. Cat., 348, 2114 (2006)
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PATENTS

PATENTS

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INTERNET

INTERNET

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