CAS 101251-09-6 4-Acetamidophenylboronic acid (HCID 2734657)

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Basic information

CAS: 101251-09-6
Standard SMILES: CC(=O)Nc1ccc(B(O)O)cc1
InChIKey: VYEWTHXZHHATTA-UHFFFAOYSA-N
Molecular formula: C8H10BNO3
Average molar mass: 178.98 g/mol
Monoisotopic mass: 179.07537358

Names & identifiers

Preferred name: 4-Acetamidophenylboronic acid
IUPAC: (4-acetamidophenyl)boronic acid
English name: 4-Acetamidophenylboronic acid
Molecular formula: C8H10BNO3
Molecular weight: 178.98

Names & synonyms

4-Acetamidophenylboronic acid101251-09-6DTXSID50370427RefChem:289610DTXCID80321462671-684-14-acetylaminophenylboronic acid(4-acetamidophenyl)boronic AcidMFCD02179451p-(Acetylamino)phenylboronic acid4-acetamidophenyl boronic acidBoronic acid, B-[4-(acetylamino)phenyl]-

Show more names

4-AcetamidophenyLTIMTEC-BB SBB0002024-AcetamidophenylboronicaciP-ACETAMIDOPHENYLBORONIC ACID4-ACETAMIDBENZENEBORONIC ACID4-ACETAMINOPHENYLBORONIC ACID4-Ethylaminophenylboronic acid,

4-Acetamidobenzeneboronic acid4-(acetamido)phenylboronic acid4-acetylamino-phenylboronic acid(4-acetamido-phenyl)-boronic acid4-Acetamidobenzeneboronic acid; 4-Acetamidophenylboronic acid; 4-Acetylaminophenylboronic acidBoronic acid, [4-(acetylamino)phenyl]-4-Acetylaminophenylboronicacid4-Acetamidophenyl-Boronic Acid

Database identifiers

CAS: 101251-09-6
PubChem CID: 2734657
DTXSID: DTXSID50370427
EC Number: 671-684-1
Nikkaji: J2.139.356H

Properties

Computed structural properties

Topological polar surface area: 69.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 178

Physicochemical properties

Melting point: 215 · 215-220 °C (lit.)
Density: 1.23 · 1.23±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 8.63 · 8.63±0.10(Predicted)
form: Powder
color: Gray-tan
Water Solubility: 85 g/L · 85 g/L (70 ºC)
InChI: 1S/C8H10BNO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5,12-13H,1H3,(H,10,11)
InChIKey: VYEWTHXZHHATTA-UHFFFAOYSA-N
SMILES: CC(=O)Nc1ccc(cc1)B(O)O
CAS DataBase Reference: 101251 · 101251-09-6(CAS DataBase Reference)
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (11.1%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (11.1%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29319090
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 2 items

UsesReactant involved in:Synthesis of TpI2 kinase inhibitorsBiological evaluation of modulators of survival motor neuron proteinCross-coupling with conjugated dienes or terminal alkenes or diazoestersSynthesis of tetrabutylammonium trifluoroboratesRhosium-catalyzed cyanation

Uses4-Acetamidophenylboronic Acid is used in the synthesis of potent chrom-4-one inhibitors of the DNA-Dependant protein kinase for use in radiotherapy and chemotherapy in cancer treatment.