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32316-92-0 molecular structure
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(naphthalen-2-yl)boronic acid

ChemBase ID: 10046
Molecular Formular: C10H9BO2
Molecular Mass: 171.98826
Monoisotopic Mass: 172.06955993
SMILES and InChIs

SMILES:
c1ccc2c(c1)ccc(c2)B(O)O
Canonical SMILES:
OB(c1ccc2c(c1)cccc2)O
InChI:
InChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChIKey:
KPTRDYONBVUWPD-UHFFFAOYSA-N

Cite this record

CBID:10046 http://www.chembase.cn/molecule-10046.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(naphthalen-2-yl)boronic acid
IUPAC Traditional name
naphthalen-2-ylboronic acid
Synonyms
2-Naphthaleneboronic acid
2-Naphthylboronic acid
2-naphthylboronic acid
Naphthalene-2-boronic acid
2-Naphthalene boronic acid
2-Naphthaleneboronic acid
2-Naphthylboronic caid
2-Naphthaleneboronic acid
2-萘硼酸
2-萘基硼酸
2-萘硼酸
CAS Number
32316-92-0
MDL Number
MFCD00236051
Beilstein Number
2936449
PubChem SID
24886134
160973353
24871549
PubChem CID
2734375

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.704878  H Acceptors
H Donor LogD (pH = 5.5) 2.6417305 
LogD (pH = 7.4) 2.6211052  Log P 2.642 
Molar Refractivity 47.0537 cm3 Polarizability 21.112686 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
267-268°C expand Show data source
269-275 °C expand Show data source
269-275 °C(lit.) expand Show data source
ca 267°C expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant/Keep Cold/Store under Argon 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
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
≥95.0% expand Show data source
≥97.0% (HPLC) expand Show data source
97% expand Show data source
Grade
purum expand Show data source
Linear Formula
C10H7B(OH)2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 480134 external link
Application
Used in a study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols.1 Also employed in a study of a palladium-catalyzed addition of aryl boronic acids to nitriles providing aryl ketones and to aryloxy nitriles providing benzofurans.2
Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Sigma Aldrich - 70875 external link
Other Notes
Contains varying amounts of anhydride

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Fluorescent PET receptor useful in saccharide detection: Tetrahedron Lett., 36, 4825 (1995); Pure Appl. Chem., 68, 2179 (1996). Reagent for selective fluorescence detection of F-: Chem. Commun., 1365 (1998). For boronic acid chemistry, see Appendix 5.
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PATENTS

PATENTS

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INTERNET

INTERNET

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