Skip to Content
Merck
CN
All Photos(3)

Documents

221171

Sigma-Aldrich

Pinacol

98%

Synonym(s):

2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
HOC(CH3)2C(CH3)2OH
CAS Number:
76-09-5
Molecular Weight:
118.17
Beilstein:
1340501
EC Number:
200-933-5
MDL number:
MFCD00004462
UNSPSC Code:
12352100
PubChem Substance ID:
24853219
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

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

Related Categories

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.

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Uranyl complexes with 1, 2-diols and tetrahydrofurfuryl alcohols
Villiers C, et al.
Polyhedron, 46(1), 133-138 (2012)
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
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)
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)
View All Related Papers

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