2,5-Dimethyl-2,5-hexanediol
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2,5-Dimethyl-2,5-hexanediol
structure -
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CAS No:
110-03-2
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Formula:
C8H18O2
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Chemical Name:
2,5-Dimethyl-2,5-hexanediol
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Synonyms:
2,5-Hexanediol,2,5-dimethyl-;2,5-Dimethyl-2,5-hexanediol;1,1,4,4-Tetramethyl-1,4-butanediol;2,5-Dihydroxy-2,5-dimethylhexane;NSC 5595;2,5-Dimethylhexane-2,5-diol
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CAS No:
2,5-Dimethyl-2,5-hexanediol Basic Attributes
146.23
146.23
1361437
203-731-5
3PNB2S8721
5595
DTXSID0026830
PRISMS FROM ETHYL ACETATE, FLAKES FROM PETROLEUM ETHER|WHITE CRYSTALS
29053980
Characteristics
40.5
0.8
White Crystalline Flakes
0.898 g/cm3 @ Temp: 20 °C
92 °C
118 °C @ Press: 15 Torr
126 °C
1.4429 (estimate)
H2O: soluble ;SOL IN ACETONE; INSOL IN CARBON TETRACHLORIDE, KEROSENE
Store below +30°C.
0.0328mmHg at 25°C
Safety Information
NONH for all modes of transport
3
22-24/25
Stable under normal temperatures and pressures.
P264, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P362
H315
|Danger|H315 (18.49%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, and P362|Aggregated GHS information provided by 119 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
EXPTL USE: A NUMBER OF ALIPHATIC DIOLS WERE TESTED TO DETERMINE WHETHER THE CLASS OF COMPOUNDS MAY HAVE EFFICACY IN SUPPRESSING THE ETHANOL WITHDRAWAL SYNDROME IN RATS. WHEN ADMIN INTRAGASTRICALLY, 2,5-DIMETHYL-2,5-HEXANEDIOL WAS EFFECTIVE WITHOUT INDUCING INTOXICATION. THE WITHDRAWAL-SUPPRESSING POTENCIES OF DRUGS WERE RELATED TO THE ABILITY TO PARTITION INTO MEMBRANES, THE SAME PROPERTY THAT DETERMINES POTENCY AS DEPRESSANTS.
2,5-Dimethyl-2,5-hexanediol Use and Manufacturing
Most of the industrial production of 2, 5-dimethyl-2, 5-hexanediol uses acetylene and acetone as raw materials. In the past, atmospheric pressure acetylation was widely used. The process route is atmospheric pressure acetylation, hydrolysis and hydrogenation. step. Acetylene and acetone undergo acetylation reaction with excess potassium hydroxide in a solvent under normal pressure to generate 2, 5-dimethyl-3-hexyne-2, 5-diol potassium, which is then hydrolyzed under acidic conditions Generate 2, 5-dimethyl-3-hexyne-2, 5-diol, and finally use Raney nickel as a catalyst to catalytically hydrogenate the product at a pressure of 2 to 2.5 MPa. Atmospheric pressure acetylation technology is more mature, but for the gas-liquid acetylene reaction, the production efficiency of atmospheric operation is low from the viewpoint of kinetics, and can only be carried out intermittently. In addition, the consumption of potassium hydroxide is large. It is inconvenient to recycle, and the equipment is corroded seriously, and the operation is troublesome. The pressure acetylation method developed by the Southwest Research Institute of Chemical Industry in China is used to prepare 2, 5-dimethyl-2, 5-hexanediol. The process includes three steps of pressure acetylation, condensation and hydrogenation. The acetylene and acetone are subjected to high pressure Under the pressure of 18～20 kgf/cm2 (1kgf/cm2=98.0665kPa) in the kettle, the temperature is 35～40℃ to produce 2-methyl-3-butyn-2-ol, and then it is mixed with acetone at 30～50℃ Condensation to 2, 5-dimethyl-3-hexyne-2, 5-diol, and finally under a pressure of 10kgf/cm2, using Raney nickel as a catalyst, catalytic hydrogenation at 30-80°C to obtain the product. The pressurized acetylene method can be continuously produced with high production efficiency, and the consumption of potassium hydroxide is only 1/6 to 1/4 of that of the normal pressure acetylene method. The alcohol hydrolyzed with alcohol is also reduced correspondingly, and the equipment corrosion is reduced. , Yangzhou Chemical Plant uses this method for production.
Mainly used to prepare pesticides pyrethroid insecticides, spices, artificial musk, polyethylene plastic cross-linking agent, etc.
Intermediates
100,000 - 500,000 lb
All other basic organic chemical manufacturing|2,5-Hexanediol, 2,5-dimethyl-: ACTIVE|SP - indicates a substance that is identified in a proposed Significant New Use Rule.
Computed Properties
Molecular Weight:146.23
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:146.130679813
Monoisotopic Mass:146.130679813
Topological Polar Surface Area:40.5
Heavy Atom Count:10
Complexity:91.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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