221171

Sigma-Aldrich

Pinacol

98%

Synonym(s):
Tetramethylethylene glycol, 2,3-Dimethyl-2,3-butanediol
Linear Formula:
HOC(CH3)2C(CH3)2OH
CAS Number:
Molecular Weight:
118.17
Beilstein/REAXYS Number:
1340501
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

bp

171-172 °C/739 mmHg (lit.)

mp

40-43 °C (lit.)

solubility

alcohol: freely soluble
diethyl ether: freely soluble
hot water: freely soluble

SMILES string

CC(C)(O)C(C)(C)O

InChI

1S/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H3

InChI key

IVDFJHOHABJVEH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

The pinacol coupling reaction with the inorganic electride [Ca2N](+)·e(−) as an electron donor in organic solvents was studied.

Application

Pinacol is a 1,2-diol that can be used:
  • As a ligand to prepare uranyl complexes by reacting with uranyl nitrate and acetate hydrates.
  • To prepare pinacolone and 2,3-dimethyl-1,3-butadiene by typical pinacol rearrangement reaction.
  • As a reactant to synthesize 4-(4,4,5,5-tetramethyl-1,3,2-bioxaborolan-2-yl)benzoic acid, which is used to prepare derivatives of 4-acetoxy-3-phenylbenzaldehyde.

Packaging

5, 100, 500 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Uranyl complexes with 1, 2-diols and tetrahydrofurfuryl alcohols
Villiers C, et al.
Polyhedron, 46(1), 133-138 (2012)
Fe-substituted molecular sieves as catalysts in liquid phase pinacol rearrangement
Hsien M, et al.
J. Mol. Catal. A: Chem., 181(1-2), 189-200 (2002)
Ye Ji Kim et al.
Chemical communications (Cambridge, England), 50(37), 4791-4794 (2014-04-02)
The scalable pinacol coupling reaction is realized utilizing the inorganic electride [Ca2N](+)·e(-) as an electron donor in organic solvents. The bond cleavages of the [Ca2N](+) layers by methanol play a vital role in transferring anionic electrons to electrophilic aldehydes, accompanying...
Synthesis of polymer-bound 4-acetoxy-3-phenylbenzaldehyde derivatives: applications in solid-phase organic synthesis
Kumar A, et al.
The Journal of Organic Chemistry, 71(20), 7915-7918 (2006)
New extraction procedure for protonated polyoxometalates prepared in aqueous-organic solution and characterisation of their catalytic ability
Ueda T, et al.
Applied Catalysis A: General, 485(1-2), 181-187 (2014)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.