ChemicalBook > CAS DataBase List > 2,5-Dimethyl-2,5-hexanediol

2,5-Dimethyl-2,5-hexanediol

CAS No.110-03-2
Chemical Name:2,5-Dimethyl-2,5-hexanediol
CBNumber:CB3335426
Molecular Formula:C8H18O2
Formula Weight:146.23
MOL File:110-03-2.mol

2,5-Dimethyl-2,5-hexanediol Property

Melting point 86-90 °C (lit.)
Boiling point 214-215 °C (lit.)
Density 0,898 g/cm³
vapor pressure 0.18Pa at 20℃
refractive index 1.4429 (estimate)
Flash point 126 °C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka 15.07±0.29(Predicted)
form Crystalline Flakes
color White
Odor mild camphor
Water Solubility SOLUBLE
BRN 1361437
InChIKey ZWNMRZQYWRLGMM-UHFFFAOYSA-N
LogP 0.21 at 23℃
CAS DataBase Reference 110-03-2(CAS DataBase Reference)
FDA UNII 3PNB2S8721
NIST Chemistry Reference 2,5-Hexanediol, 2,5-dimethyl-(110-03-2)
EPA Substance Registry System 2,5-Hexanediol, 2,5-dimethyl- (110-03-2)
UNSPSC Code 12352100
NACRES NA.22

Safety

Safety Statements :22-24/25
WGK Germany :3
TSCA :Yes
HS Code :29053980
Hazardous Substances Data :110-03-2(Hazardous Substances Data)

NFPA 704:

	1
3		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H319
Precautionary statements P264-P280-P305+P351+P338-P337+P313

2,5-Dimethyl-2,5-hexanediol Price More Price(7)

Brand: Sigma-Aldrich(India)
Product number: 143618
Product name : 2,5-Dimethyl-2,5-hexanediol
Purity: 97%
Packaging: 100G
Price: ₹1948.5
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 143618
Product name : 2,5-Dimethyl-2,5-hexanediol
Purity: 97%
Packaging: 500G
Price: ₹4373.3
Updated: 2022/06/14
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Brand: ALFA India
Product number: ALF-A11984-36
Product name : 2,5-Dimethyl-2,5-hexanediol, 97%
Purity:
Packaging: 500g
Price: ₹4362
Updated: 2022/05/26
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Brand: ALFA India
Product number: ALF-A11984-22
Product name : 2,5-Dimethyl-2,5-hexanediol, 97%
Purity:
Packaging: 100g
Price: ₹1421
Updated: 2022/05/26
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Brand: TCI Chemicals (India)
Product number: D1167
Product name : 2,5-Dimethyl-2,5-hexanediol
Purity: min. 99.0 %
Packaging: 25G
Price: ₹1500
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2,5-Dimethyl-2,5-hexanediol Chemical Properties,Usage,Production

Chemical Properties Colorless or white crystalline flakes. M.P. 93°C. B.P. 213°C. Soluble in water (20°C 140g/L), miscible with alcohol and most oils. Faint, camphorlike odor.
Uses 2,5-Dimethyl-2,5-hexanediol is used as an intermediate in the preparation of 2.5-Dimethyl-2.5-bis(tertbutyl-peroxy)hexane to produce polyethylene copolymers and polyethylene rubbers. It is also could be used to prepared nickel-containing Complex Reducing Agents (termed NiCRA)[1].
Uses 2,5-Dimethyl-2,5-hexanediol was used in the synthesis of six- and seven-membered heterocyclic boron compounds containing intramolecular N-B bond.
Preparation The raw materials 2,5-Dimethyl-3-hexyne-2,5-diol (37.4 g, 263 mmol), ethyl acetate (60 mL), and Pd/C catalyst (0.285 g, 2.63 mmol, 1 mol %) were added to an autoclave. The hydrogen gas was slowly added to 10 bar. When the hydrogenation reaction was performed for 12 hours and then removed the hydrogen gas. Finally, 2,5-Dimethyl-2,5-hexanediol is obtained by purification.
Synthesis Reference(s) Synthesis, p. 165, 1981 DOI: 10.1055/s-1981-29377
General Description 2,5-Dimethyl-2,5-hexanediol on heteropoly acid catalyzed dehydration yields cyclic ethers via stereospecific intramolecular S_N2 mechanism. It reacts with nitriles in concentrated sulfuric acid to yield Δ¹-pyrrolines.
Purification Methods Purify the diol by fractional crystallisation. Then the diol is dissolved in hot acetone, treated with activated charcoal, and filtered while hot. The solution is cooled and the diol is filtered off and washed well with cold acetone. The crystallisation process ia repeated several times, and the crystals are dried under a vacuum in a freeze-drying apparatus [Goates et al. J Chem Soc, Faraday Trans 1 78 3045 1982]. [Beilstein 1 IV 2600.]
References [1] Feghouli G, et al. Activation of reducing agents. Sodium hydride containing complex reducing agents 29. Epimerization of alcohols by nickel-containing complex reducing agents (NiCRA). Tetrahedron Letters, 1988; 9: 285–290.