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68162-47-0 molecular structure
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[4-(bromomethyl)phenyl]boronic acid

ChemBase ID: 10772
Molecular Formular: C7H8BBrO2
Molecular Mass: 214.85222
Monoisotopic Mass: 213.9800719
SMILES and InChIs

SMILES:
c1c(ccc(c1)B(O)O)CBr
Canonical SMILES:
BrCc1ccc(cc1)B(O)O
InChI:
InChI=1S/C7H8BBrO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,10-11H,5H2
InChIKey:
PDNOURKEZJZJNZ-UHFFFAOYSA-N

Cite this record

CBID:10772 http://www.chembase.cn/molecule-10772.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[4-(bromomethyl)phenyl]boronic acid
IUPAC Traditional name
4-(bromomethyl)phenylboronic acid
Synonyms
4-(Bromomethyl)phenylboronic acid
4-Boronobenzyl bromide
α-Bromo-p-tolueneboronic acid
p-Boronobenzyl bromide
4-(Bromomethyl)phenylboronic acid
4-(Bromomethyl)phenylboronic acid
4-(Bromomethyl)benzeneboronic acid
4-Bromomethylphenylboronic acid
4-(Bromomethyl)benzeneboronic acid
4-(溴甲基)苯硼酸
CAS Number
68162-47-0
MDL Number
MFCD01318113
Beilstein Number
3030979
PubChem SID
24885493
160974079
PubChem CID
2735593

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.750213  H Acceptors
H Donor LogD (pH = 5.5) 2.3142574 
LogD (pH = 7.4) 2.2956321  Log P 2.3145 
Molar Refractivity 43.4539 cm3 Polarizability 18.098082 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
173-177 °C expand Show data source
ca 145-150°C expand Show data source
Storage Warning
Irritant expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
UN3261 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
Hazard Class
8 expand Show data source
Packing Group
III expand Show data source
Risk Statements
22-36/37/38 expand Show data source
34 expand Show data source
Safety Statements
26-36/37 expand Show data source
26-36/37/39-45 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
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H315-H319-H335 expand Show data source
H314-H318 expand Show data source
GHS Precautionary statements
P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A expand Show data source
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
95% expand Show data source
97+% expand Show data source
98% expand Show data source
tech. 85% expand Show data source
Linear Formula
BrCH2(C6H4)B(OH)2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 679437 external link
General description
May contain varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Design of boronic acid-based autotaxin inhibitors1
• Synthesis of boronated phosphonium salts2
• Studies of incorporation of boronic acid groups to enhance gene transfection capability2
• Investigations of the effect of boronic acid-positioning in optical glucose-sensing ensemble3

REFERENCES

REFERENCES

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  • • Has been employed in the synthesis of para-substituted boronated stilbenes via the Wittig reaction: J. Am. Chem. Soc., 117, 8982 (1995), which were subsequently employed as highly selective fluorescent probes for glucose: J. Phys. Chem. A, 105, 6834 (2001).
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PATENTS

PATENTS

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INTERNET

INTERNET

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