4-Acetylphenylboronic acid

HCID 3702122CAS 149104-90-5
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(=O)c1ccc(B(O)O)cc1
InChIKey
OBQRODBYVNIZJU-UHFFFAOYSA-N
Molecular formula
C8H9BO3
Average molar mass
163.97 g/mol
Monoisotopic mass
164.06447455

Names & identifiers

Preferred name
4-Acetylphenylboronic acid
IUPAC
(4-acetylphenyl)boronic acid
English name
4-Acetylphenylboronic acid
Molecular formula
C8H9BO3
Molecular weight
163.97

Names & synonyms

4-Acetylphenylboronic acid149104-90-54-Acetylbenzeneboronic AcidDTXSID90395250RefChem:517348DTXCID70346109629-086-3(4-acetylphenyl)boronic Acidp-acetylphenylboronic acidMFCD010746671-[4-(Dihydroxyboranyl)Phenyl]Ethan-1-One4-actylphenylboronic acid
Show more names
AKOS BRN-0001TIMTEC-BB SBB000146RARECHEM AH PB 01624-Boronoacetophenone4-Acetylphenylboroni4-AcetylphenylboronicAcetylphenylboronic acid4-Acetylphenylboronicaci
Boronic acid, B-(4-acetylphenyl)-4-acetyl phenyl boronic acid4-acetyl-phenyl boronic acid4-Acetylbenzeneboronic Acid (contains varying amounts of Anhydride)4-Acetylphenylboronicacid4-acetylphenyl boronic acidBORONIC ACID, (4-ACETYLPHENYL)-B-(4-Acetylphenyl)boronic Acid; 4-Acetylbenzeneboronic Acid

Database identifiers

CAS
149104-90-5
PubChem CID
3702122
DTXSID
DTXSID90395250
ChEMBL
CHEMBL1209760
EC Number
629-086-3
Nikkaji
J912.812C

Properties

Computed structural properties

Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
12

Physicochemical properties

Melting point
240 · 240-244 °C(lit.)
Boiling point
354.2 · 354.2±44.0 °C(Predicted)
Density
1.19 · 1.19±0.1 g/cm3(Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)
form
Crystalline Powder

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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 CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29310095
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 4 items

Usessuzuki reaction

UsesReactant involved in:Palladium-catalyzed decarboxylative couplingCopper-catalyzed hydroxylationPalladium-catalyzed Suzuki-Miyaura cross-couplingCross-coupling with α-bromocarbonyl compoundsOxidation catalyzed by Baeyer-Villiger monooxygenases1,5-substitution reactions

Uses4-Acetylphenylboronic acid4-Acetylphenylboronic Acid is used in several metal catalyzed cross-coupling reaction studies.

General Description4-Acetylphenylboronic acid is a boronate, belongs to a class of synthetic organic compounds. It reacts rapidly with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives. It undergoes Suzuki coupling with 4-bromotriphenylamine catalyzed by dichlorobis(triphenylphosphine)Pd(II), during the synthesis of dendrimers.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

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Linked notes

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