CAS 32316-92-0 (Naphthalen-2-yl)boronic acid (HCID 2734375)

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Basic information

CAS: 32316-92-0
Standard SMILES: OB(O)c1ccc2ccccc2c1
InChIKey: KPTRDYONBVUWPD-UHFFFAOYSA-N
Molecular formula: C10H9BO2
Average molar mass: 171.99 g/mol
Monoisotopic mass: 172.06955993

Names & identifiers

Preferred name: (Naphthalen-2-yl)boronic acid
IUPAC: naphthalen-2-ylboronic acid
English name: 2-Naphthaleneboronic acid
Molecular formula: C10H9BO2
Molecular weight: 171.99

Names & synonyms

2-Naphthylboronic acid(naphthalen-2-yl)boronic acidRefChem:406688628-070-32-Naphthaleneboronic acid32316-92-0Naphthalen-2-ylboronic AcidNaphthalene-2-boronic acid2-naphthaleneylboronic acid2-naphthalene boronic acidBoronic acid, 2-naphthalenyl-MFCD00236051

Show more names

NAPHTHALEN-1-YLBORONIC ACIDNAPHTHALENE-1-BORONIC ACID2-NaphtheneAKOS BRN-0041AKOS BRN-0020eneboronic AcidRARECHEM AH PB 0126

2-naphthyl boronic acidbeta-naphthylboronic acidQP24ZQS9BMB-2-Naphthalenylboronic acid(2-Naphthalenyl)boronic acid(Naphthalene-2-yl)boronic acidBoronic acid, B-2-naphthalenyl-2-napthaleneboronic acid

Database identifiers

CAS: 32316-92-0
PubChem CID: 2734375
DTXSID: DTXSID50370265
ChEMBL: CHEMBL141079
UNII: QP24ZQS9BM
EC Number: 628-070-3
Nikkaji: J734.887H

Properties

Computed structural properties

Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 172

Physicochemical properties

Melting point: 269 · 269-275 °C(lit.)
Boiling point: 381.9 · 381.9±25.0 °C(Predicted)
Density: 1.21 · 1.21±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Water Solubility: Slightly soluble in water
pka: 8.53 · 8.53±0.30(Predicted)
form: Crystalline Powder and/or Chunks
color: White to off-white
BRN: 2936449 · 2936449
InChI: InChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChIKey: KPTRDYONBVUWPD-UHFFFAOYSA-N
SMILES: C1=C2C(C=CC=C2)=CC=C1B(O)O
CAS DataBase Reference: 32316 · 32316-92-0(CAS DataBase Reference)
FDA UNII: 24 ZQS9BM · QP24ZQS9BM
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98.1%): 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 53 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (98.1%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: No
hs_code: 29319090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses2-Naphthaleneboronic acid is a useful research chemical for organic synthesis and other chemical processes.

Usessuzuki reaction

UsesUsed in a study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols. Also employed in a study of a palladium-catalyzed addition of aryl boronic acids to nitriles providing aryl ketones and to aryloxy nitriles providing benzofurans.