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Merck
CN

143618

2,5-Dimethyl-2,5-hexanediol

97%

Synonym(s):

1,1,4,4-Tetramethyl-1,4-butanediol, 2,5-Dihydroxy-2,5-dimethylhexane, 2,5-Dimethyl-2,5-dihydroxyhexane, 2,5-Dimethyl-2,5-hexanediol, 2,5-Dimethylhexane-2,5-diol

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About This Item

Linear Formula:
(CH3)2C(OH)CH2CH2C(OH)(CH3)2
CAS Number:
110-03-2
Molecular Weight:
146.23
Beilstein:
1361437
EC Number:
203-731-5
MDL number:
MFCD00004473
UNSPSC Code:
12352100
PubChem Substance ID:
24848597
NACRES:
NA.22

Key Documents

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Quality Level

100

Assay

97%

bp

214-215 °C (lit.)

mp

86-90 °C (lit.)

functional group

hydroxyl

SMILES string

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

InChI

1S/C8H18O2/c1-7(2,9)5-6-8(3,4)10/h9-10H,5-6H2,1-4H3

InChI key

ZWNMRZQYWRLGMM-UHFFFAOYSA-N

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General description

2,5-Dimethyl-2,5-hexanediol on heteropoly acid catalyzed dehydration yields cyclic ethers via stereospecific intramolecular SN2 mechanism. It reacts with nitriles in concentrated sulfuric acid to yield Δ1-pyrrolines.

Application

2,5-Dimethyl-2,5-hexanediol was used in the synthesis of six- and seven-membered heterocyclic boron compounds containing intramolecular N-B bond.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

260.6 °F - closed cup

Flash Point(C)

127 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4744V
WXBF0322V
WXBD9073V
MKCS2699
MKCN2054

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Transformation of diols in the presence of heteropoly acids under homogeneous and heterogeneous conditions.
Torok B, et al.
J. Mol. Catal. A: Chem., 107(1), 305-311 (1996)
Synthesis and Spectroscopic Characterization of the First Mixed Six-and Seven-Membered Heterocyclic Boron Compounds With Intramolecular N? B Bond.
Goyal S, et al.
Main Group Metal Chemistry, 32(2), 55-64 (2009)
Nitriles in Nuclear Heterocyclic Synthesis. II.
MEYERS AI and RITTER JJ.
The Journal of Organic Chemistry, 23(12), 1918-1922 (1958)

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