(2-(Benzyloxy)naphthalen-1-yl)boronic acid

Name: (2-(Benzyloxy)naphthalen-1-yl)boronic acid
Brand: ChemScene
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CAS No. 219834-96-5
Cat. No. CS-0156195
Purity≥98%
MDL No.MFCD16295233

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(2-(Benzyloxy)naphthalen-1-yl)boronic acid|CS-0156195

Structure of 219834-96-5

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Description

This boronate moiety integrates a benzyloxy-substituted naphthalene scaffold, offering enhanced stability and solubility in polar organic media. The electron-deficient boronic acid group facilitates efficient Suzuki-Miyaura coupling under mild conditions, enabling rapid access to complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

(2-(Benzyloxy)naphthalen-1-yl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its naphthalene core with ortho-benzyloxy substitution enables selective functionalization in complex molecule synthesis, particularly in pharmaceutical and materials chemistry. The boronic acid group exhibits excellent compatibility with diverse reaction conditions, facilitating efficient C–C bond formation with aryl halides under mild catalytic systems. The benzyloxy protecting group remains inert under standard coupling protocols, offering orthogonal reactivity for sequential transformations.

General Information

CAS No. 219834-96-5
Cat. No. CS-0156195
Purity ≥98%
MDL No. MFCD16295233
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₁₅BO₃
Molecular Weight 278.11
Synonym(s) Ethanone,1-(2-naphthalenyl)-2-(phenylthio)
SMILES C1=CC=C(C=C1)COC2=C(C3=CC=CC=C3C=C2)B(O)O

Computational Chemistry Data

TPSA 49.69
LogP 2.0986
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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(2-(Benzyloxy)naphthalen-1-yl)boronic acid

CAS No. 219834-96-5

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