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99768-12-4 molecular structure
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[4-(methoxycarbonyl)phenyl]boronic acid

ChemBase ID: 10043
Molecular Formular: C8H9BO4
Molecular Mass: 179.96566
Monoisotopic Mass: 180.05938917
SMILES and InChIs

SMILES:
c1c(ccc(c1)B(O)O)C(=O)OC
Canonical SMILES:
COC(=O)c1ccc(cc1)B(O)O
InChI:
InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3
InChIKey:
PQCXFUXRTRESBD-UHFFFAOYSA-N

Cite this record

CBID:10043 http://www.chembase.cn/molecule-10043.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[4-(methoxycarbonyl)phenyl]boronic acid
IUPAC Traditional name
4-(methoxycarbonyl)phenylboronic acid
Synonyms
(4-(Methoxycarbonyl)phenyl)boronic acid
4-Methoxycarbonylphenylboronic acid
Methyl 4-boronobenzoate
Methyl 4-boronobenzoate
4-(Methoxycarbonyl)benzeneboronic acid
(4-Carbomethoxyphenyl)boronic acid
4-Carbomethoxybenzeneboronic acid
4-Methoxycarbonylbenzeneboronic acid
4-borono-benzoic acid 1-methyl ester
p-(Methoxycarbonyl)boronic acid
p-(Methoxycarbonyl)phenylboronic acid
p-borono-benzoic acid methyl ester
Methyl p-boronobenzoate
4-Methoxycarbonylphenylboronic acid
4-甲酸甲酯苯硼酸
4-甲氧羰基苯硼酸
CAS Number
99768-12-4
MDL Number
MFCD01632203
PubChem SID
160973350
24881520
PubChem CID
2734369

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Polarizability 17.978323 Å3 Polar Surface Area 66.76 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Acid pKa 8.510869  H Acceptors
H Donor LogD (pH = 5.5) 1.786979 
LogD (pH = 7.4) 1.7551634  Log P 1.7874 
Molar Refractivity 42.6288 cm3

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
197-200 °C(lit.) expand Show data source
197-200°C expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant 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
TSCA Listed
false expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
96% expand Show data source
97% expand Show data source
98% expand Show data source
Empirical Formula (Hill Notation)
C8H9BO4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 594539 external link
Other Notes
Contains varying amount of anhydride
Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence1
• Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides2
• One-pot ipso-nitration of arylboronic acids3
• Copper-catalyzed nitration4
• Cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling5
• Reagent used in Preparation of
• Biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid6†
• Chromenones and their bradykinin B1 antagonistic activit7†
• Pt nanoparticles@Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injectio8†
• Salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor9†

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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