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:
Molecular Weight:
146.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-731-5
Beilstein/REAXYS Number:
1361437
MDL number:
Assay:
97%
InChI key
ZWNMRZQYWRLGMM-UHFFFAOYSA-N
InChI
1S/C8H18O2/c1-7(2,9)5-6-8(3,4)10/h9-10H,5-6H2,1-4H3
SMILES string
CC(C)(O)CCC(C)(C)O
assay
97%
bp
214-215 °C (lit.)
mp
86-90 °C (lit.)
functional group
hydroxyl
Quality Level
Related Categories
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.
hcodes
signalword
Warning
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
260.6 °F - closed cup
flash_point_c
127 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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)
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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