4-Nitrophenylboronic acid

HCID 2773552

Basic information

CAS
24067-17-2
Standard SMILES
O=[N+]([O-])c1ccc(B(O)O)cc1
InChIKey
NSFJAFZHYOAMHL-UHFFFAOYSA-N
Molecular formula
C6H6BNO4
Average molar mass
166.93 g/mol
Monoisotopic mass
167.03898807

Names & identifiers

Preferred name
4-Nitrophenylboronic acid
IUPAC
(4-nitrophenyl)boronic acid
English name
4-Nitrophenylboronic acid
Molecular formula
C6H6BNO4
Molecular weight
166.93

Names & synonyms

4-Nitrophenylboronic acid24067-17-2DTXSID50378549RefChem:526011DTXCID50329576627-647-7(4-nitrophenyl)boronic Acid4-Nitrobenzeneboronic acidp-nitrophenylboronic acidMFCD001613604-Nitrophenyl boronic acidBoronic acid, (4-nitrophenyl)-
Show more names
RARECHEM AH PB 01414-Borononitrobenzene4-nitrophenylboric acid(4-Nitrophenyl)boronicacip-nitro-benzeneboronic acidB-(4-nitrophenyl)boronic acid4-Nitrophenylboronic acid ,97%
(4-nitrophenyl)boranediolp-nitrophenyl boronic acid4-Nitro phenyl boronic acid4-nitrobenzenboronic acid4-nitro-phenylboronic acid(4-nitrophenyl)boronicAcidpara-nitrophenylboronic acidSCHEMBL5993

Database identifiers

CAS
24067-17-2
PubChem CID
2773552
DTXSID
DTXSID50378549
ChEMBL
CHEMBL91108
EC Number
627-647-7
Nikkaji
J639.570H

Properties

Computed structural properties

Topological polar surface area
86.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
12

Physicochemical properties

Melting point
285 · 285-290°C (dec.)
Boiling point
373.7 · 373.7±44.0 °C(Predicted)
Density
1.4 · 1.40±0.1 g/cm3(Predicted)
storage temp.
Inert atmosphere,Room Temperature
solubility
15 mg/ml; · DMF: 15 mg/ml; DMSO: 15 mg/ml; Ethanol: 15 mg/ml; Ethanol:PBS (pH 7.2) (1:5): 0.16 mg/ml
pka
7.04 · 7.04±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (87.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (87.5%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29319090
risk_code
22
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 4 items

Description4-Nitrobenzeneboronic acid is an arylboronic acid building block that has been used in the synthesis of phenols.

Uses4-Nitrophenylboronic Acid is a useful synthetic intermediate. It is a reagent used for ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings, Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines and Diels-Alder or C-H activation reactions.

UsesReagent used forLigand-free palladium-catalyzed Suzuki-Miyaura cross-couplings Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines Diels-Alder or C-H activation reactions Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulationsN-arylation of phenylurea using copper acetylacetonate catalyst Environmentally benign one-pot synthesis through a double arylation process Copper-mediated cyanations copper-catalyzed arylations Regioselective glycosylations Suzuki couplings followed by arylations X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins Reagent used in Preparation ofCombretastatin analogs as potential antitumor agents Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses

Usessuzuki reaction

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Related reactions

154 records

Compound notes

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