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687219

1-Pentynylboronic acid pinacol ester

Name: 1-Pentynylboronic acid pinacol ester
Brand: ALDRICH

90%

Synonym(s):

2-(1-Pentynyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₉BO₂

CAS Number:

634196-62-6

Molecular Weight:

194.08

NACRES:

NA.22

PubChem Substance ID:

329761111

UNSPSC Code:

12352103

MDL number:

MFCD09842763

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Properties

assay

90%

form

liquid

refractive index

n20/D 1.4479

bp

68-72 °C/0.09 mmHg

density

0.9057 g/mL at 25 °C

SMILES string

CCCC#CB1OC(C)(C)C(C)(C)O1

InChI

1S/C11H19BO2/c1-6-7-8-9-12-13-10(2,3)11(4,5)14-12/h6-7H2,1-5H3

InChI key

RXNSNUUTGWELNS-UHFFFAOYSA-N

Description

Application

1-Pentynylboronic acid pinacol ester can be used as:

A substrate in the copper-catalyzed decyanative cross-coupling reactions with aryl selenocyanate to yield unsymmetrically substituted selanes.
A reactant in the palladium-catalyzed 1,2-aminoacylation, 1,2-amino-vinylation and -alkynylation reactions with various oxime esters.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

154.9 °F - closed cup

flash_point_c

68.3 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

15608EH

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Copper-Silver Dual Catalyzed Decyanative C-Se Cross-Coupling

Mukherjee N, et al.

Advanced Synthesis & Catalysis, 359(2), 329-338 (2017)