Quinolin-5-ylboronic acid

HCID 5153389

Notes Reactions

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Basic information

CAS: 355386-94-6
Standard SMILES: OB(O)c1cccc2ncccc12
InChIKey: NWIJBOCPTGHGIK-UHFFFAOYSA-N
Molecular formula: C9H8BNO2
Average molar mass: 172.98 g/mol
Monoisotopic mass: 173.0648089

Names & identifiers

Preferred name: Quinolin-5-ylboronic acid
IUPAC: quinolin-5-ylboronic acid
English name: Quinoline-5-boronic acid
Molecular formula: C9H8BNO2
Molecular weight: 172.98

Names & synonyms

Quinolin-5-ylboronic AcidRefChem:871967670-357-0Quinoline-5-boronic acid355386-94-65-Quinolineboronic acid5-quinolinylboronic acidquinolin-5-yl-5-boronic acidMFCD03095058(quinolin-5-yl)boronic acid5-quinolylboronic acidBORONIC ACID, 5-QUINOLINYL-

Show more names

AKOS BRN-06815-BoronoquinolineCHEMBRDG-BB 42020925-QUINOLINBORONIC ACIDQuionoline-5-Boronic Acid

Boronic acid, B-5-quinolinyl-quinolin-5-yl-5-boSCHEMBL20346DTXSID90408935AB13438AC-6959PS-9467SY003941

Database identifiers

CAS: 355386-94-6
PubChem CID: 5153389
DTXSID: DTXSID90408935
EC Number: 670-357-0
Nikkaji: J2.439.022E

Properties

Computed structural properties

Topological polar surface area: 53.4 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 177

Physicochemical properties

Melting point: 144 · 144-148°C
Boiling point: 400.3 · 400.3±37.0 °C(Predicted)
Density: 1.28 · 1.28±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: powder to crystal
pka: 7.46 · 7.46±0.30(Predicted)
color: White to Light yellow to Light orange
InChI: InChI=1S/C9H8BNO2/c12-10(13)8-4-1-5-9-7(8)3-2-6-11-9/h1-6,12-13H
InChIKey: NWIJBOCPTGHGIK-UHFFFAOYSA-N
SMILES: B(C1=CC=CC2N=CC=CC1=2)(O)O
CAS DataBase Reference: 355386 · 355386-94-6(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-36/38
Safety Statements: 26 · 26-36-37/39-37
HazardClass: IRRITANT
HS Code: 29334900 · 29334900

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 46 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 CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 29334900
risk_code: 36/37/38-36/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39-37
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 1 item

UsesQuinoline-5-boronic acid is a fluorescent reporter compound that exhibits significant fluorescence property changes via a pKa-switching mechanism upon binding diols and carbohydrates in aqueous solutions at physiological pH[2]. Quinoline-5-boronic acid is used for monitoring sugars across a wide pH range, differentiating D-fructose from inulin, and functioning as a fluorescent probe for diols[2][3]. Quinoline-5-boronic acid is applied in fluorometric determination methods by combining with a phosphate buffer at neutral pH for selective D-fructose detection[3].