110-03-2

Basic information

• Product Name: 2,5-Dimethyl-2,5-hexanediol
• Synonyms: 1,1,4,4-Tetramethyl-1,4-butanediol;2,5-dimethyl-5-hexanediol;5-Hexanediol,2,5-dimethyl-2;ai3-20685;dimethylhexanediol;nsc5595;2,5-DIHYDROXY-2,5-DIMETHYLHEXANE;2,5-DIMETHYLHEXANE-2,5-DIOL
• CAS NO: 110-03-2
• Molecular Formula: C₈H₁₈O₂
• Molecular Weight: 146.23
• EINECS: 203-731-5
• Product Categories: Organic Building Blocks;Oxygen Compounds;Polyols;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 110-03-2.mol

Chemical Properties

• Melting Point: 86-90 °C(lit.)
• Boiling Point: 214-215 °C(lit.)
• Flash Point: 126 °C
• Appearance: White/Crystalline Flakes
• Density: 0,898 g/cm3
• Vapor Pressure: 0.0328mmHg at 25°C
• Refractive Index: 1.4429 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 15.07±0.29(Predicted)
• Water Solubility: SOLUBLE
• BRN: 1361437
• CAS DataBase Reference: 2,5-Dimethyl-2,5-hexanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyl-2,5-hexanediol(110-03-2)
• EPA Substance Registry System: 2,5-Dimethyl-2,5-hexanediol(110-03-2)

Safety Data

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

Usage

Uses

Used in Organic Synthesis:
2,5-Dimethyl-2,5-hexanediol is used as a synthetic intermediate for the preparation of various heterocyclic boron compounds containing intramolecular N-B bonds. Its ability to undergo heteropoly acid catalyzed dehydration reactions allows for the formation of cyclic ethers through a stereospecific intramolecular SN2 mechanism.
Additionally, 2,5-Dimethyl-2,5-hexanediol is used as a reactant in the synthesis of Δ1-pyrrolines, which are important structural motifs in various biologically active compounds. This is achieved through its reaction with nitriles in concentrated sulfuric acid.

Synthesis Reference(s)

Synthesis, p. 165, 1981 DOI: 10.1055/s-1981-29377

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.]

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

Synthetic route

2,5-dihydroxy-2,5-dimethyl-3-hexyne (142-30-3) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With hydrogen; 0.25% Pd/Al2O3 In xylene at 80℃; under 22502.3 Torr; Product distribution / selectivity;	98.5%
With palladium on activated charcoal; hydrogen In ethyl acetate at 20℃; under 7500.75 Torr; for 12h; Autoclave;	84%
bei der katalytischen Hydrierung entstehen je nach den Bedingungen verschiedene Produkte.Hydrogenation;

2,5-dimethyl-1-hexene (6975-92-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With sodium tetrahydroborate; iron(II) phthalocyanine; dimethylsulfide; oxygen In ethanol at 20℃; under 760.051 Torr;	51%

2,5-dimethylhex-2-ene (3404-78-2) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With sodium tetrahydroborate; iron(II) phthalocyanine; dimethylsulfide; oxygen In ethanol at 20℃; under 760.051 Torr;	41%

tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate	36%
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate
With mercury under 760 Torr; Heating; Irradiation; Yield given;
zinc sulfide In water for 4h; Irradiation;
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In water at 0 - 20℃; for 0.5h; pH=1; Dimerization;	0.130 mmol

2,5-dibromo-2,5-dimethyl-hexane (54462-71-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With water; potassium carbonate

methyl magnesium iodide (917-64-6) + 2,5-hexanedione (110-13-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
das Reaktionsprodukt liefert beim Zerlegen mit Wasser;

methylmagnesium bromide (75-16-1) + 2,5-hexanedione (110-13-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methylmagnesium iodide + 2,5-hexanedione (110-13-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methylmagnesium bromide (75-16-1) + 4-oxopentanoic acid ethyl ester (539-88-8) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methylmagnesium iodide + 4-oxopentanoic acid ethyl ester (539-88-8) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methyl magnesium (1+); bromide + 4-oxopentanoic acid ethyl ester (539-88-8) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methyl magnesium iodide (917-64-6) + succinic acid diethyl ester (123-25-1) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

methylmagnesium iodide + succinic acid diethyl ester (123-25-1) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

2,5-dihydroxy-2,5-dimethyl-3-hexyne (142-30-3) → 2,5-dimethyl-2,5-hexanediol (110-03-2) + 2,5-dimethylhexan-2-ol (3730-60-7)

Conditions	Yield
bei der katalytischen Hydrierung entstehen je nach den Bedingungen verschiedene Produkte.Hydrogenation;
With hydrogen; platinum

trans-2,5-dimethyl-3-hexene-2,5-diol (927-81-1) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol

2,5-dimethylhexan-2-ol (3730-60-7) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With potassium permanganate In water
With 3,3-dimethyldioxirane In acetone for 24h; Ambient temperature;
With 3,3-dimethyldioxirane In acetone Rate constant; Ambient temperature; different solvents;
Multi-step reaction with 2 steps 1: aq. H2SO4, aq. H2O2 2: FeSO4*7H2O, aq. H2SO4 View Scheme

2-Hydroperoxy-2,5-dimethylhexane (90951-87-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With sulfuric acid; iron(II) sulfate

isopropyl alcohol (67-63-0) + acetylene (74-86-2) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With acetone Irradiation;

2,5-dimethylhexane (592-13-2) → 2,5-dimethyl-2,5-hexanediol (110-03-2) + 2,5-dimethylhexan-2-ol (3730-60-7)

Conditions	Yield
With 4-nitroperbenzoic acid In chloroform at 60℃; for 36h; Yield given. Yields of byproduct given;
With 4-nitroperbenzoic acid In chloroform at 60℃; for 36h; Rate constant; proportion of velocity of the hydroxylation of tert- and sec. C-H-bonds;

2,5-hexanedione (110-13-4) + methyl iodide (74-88-4) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
With magnesium In diethyl ether Ambient temperature;

tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-hexanediol (110-03-2) + acetone (67-64-1)

Conditions	Yield
With hydrogen; Pt/titania In water for 10h; Ambient temperature; Irradiation;	A 0.018 mmol B 0.0016 mmol

tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-hexanediol (110-03-2) + methane (34557-54-5) + acetone (67-64-1) + isobutene (115-11-7)

Conditions	Yield
With water G-values; Further Variations:; concentration; Decomposition; sonolysis;

tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-hexanediol (110-03-2) + 3-chloro-2-methylpropan-2-ol (558-42-9)

Conditions	Yield
With dihydrogen peroxide; iron(II) chloride In water at 0 - 20℃; for 0.5h; pH=2; Dimerization; chlorination;	A 0.017 mmol B 0.127 mmol

sulfuric acid (7664-93-9) + dihydrogen peroxide (7722-84-1) + iron(II) sulfate + tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-hexanediol (110-03-2)

4-oxopentanoic acid ethyl ester (539-88-8) + methyl magnesium halide → 2,5-dimethyl-2,5-hexanediol (110-03-2)

water (7732-18-5) + tert-butyl alcohol (75-65-0) + hydrogen + oxygen → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
Leiten einer wss.Loesung durch den inneren Kegel einer Wasserstoff-Sauerstoff-Flamme;

tert-butyl alcohol (75-65-0) → tert-Amyl alcohol (75-85-4) + 2,5-dimethyl-2,5-hexanediol (110-03-2) + methane (34557-54-5) + ethane (74-84-0) + acetone (67-64-1) + H2 (35.3 μ mol)

Conditions	Yield
Pt on TiO2 In water at 27℃; for 5h; Product distribution; Mechanism; Irradiation; reactions between var. conditions;	A 0.0074 mmol B 0.0159 mmol C 0.0121 mmol D 0.0013 mmol E 0.0151 mmol F n/a

2,5-dihydroxy-2,5-dimethyl-3-hexyne (142-30-3) + platinum → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
Hydrogenation;

methanol (67-56-1) + 2,5-dihydroxy-2,5-dimethyl-3-hexyne (142-30-3) + Raney nickel → 2,5-dimethyl-2,5-hexanediol (110-03-2)

Conditions	Yield
at 25℃; under 147102 Torr; Hydrogenation;

2,5-dimethyl-2,5-hexanediol (110-03-2) → 2,2,5,5-tetramethyltetrahydrofuran (15045-43-9)

Conditions	Yield
With beta-zeolite HCZB 25 at 0.85 - 105℃; for 1.5h; Reagent/catalyst;	100%
Nafion-H at 130℃; for 2h;	94%
With penthaethoxyphosphorane In dichloromethane for 450h; Ambient temperature;	79.1%

2,5-dimethyl-2,5-hexanediol (110-03-2) → 2,5-dichloro-2,5-dimethyl hexane (6223-78-5)

Conditions	Yield
With hydrogenchloride In water	100%
With hydrogenchloride In water at 0℃; Inert atmosphere; Schlenk technique;	99%
With hydrogenchloride In water at 20℃; for 5.5h;	98%

2,5-dimethyl-2,5-hexanediol (110-03-2) → 2,5-dihypochloro-2,5-dimethylhexane (103603-61-8)

Conditions	Yield
With sodium hypochlorite In tetrachloromethane; acetic acid	100%

2,5-dimethyl-2,5-hexanediol (110-03-2) → Succinimide (123-56-8) + acetone (67-64-1)

Conditions	Yield
With N-iodo-succinimide In benzene for 0.916667h; Product distribution; Mechanism; Irradiation; varying reaction time;	A 88% B 99%

2,5-dimethyl-2,5-hexanediol (110-03-2) + benzene (71-43-2) → 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene (6683-46-1)

Conditions	Yield
With aluminium trichloride at 55℃; for 6h;	99%

titanium(IV) isopropylate (546-68-9) + 2,5-dimethyl-2,5-hexanediol (110-03-2) → Ti(O(CH3)2CCH2CH2C(CH3)2O)(O(CH3)2CCH2CH2C(CH3)2OH)2

Conditions	Yield
In benzene byproducts: isopropyl alcohol; to a benzene soln. of Ti(OPr-i)4 was added a soln. of glycol in benzene,the mixt. was refluxed for 12 h, cooled to room temp.; isopropanol was sepd. during the reaction azeotropically, the volatiles were removed at room temp. under reduced pressure, recrystd. from toluene-hexane at -20°C; elem. anal.;	99%

2,5-dimethyl-2,5-hexanediol (110-03-2) + phenyl isocyanate (103-71-9) → 2,5-dimethyl-2,5-bis-(N-phenylcarbamoyloxy)hexane (1417339-50-4)

Conditions	Yield
With MoCl2O2(dmf)2 In N,N-dimethyl-formamide at 60℃; for 0.5h; Inert atmosphere;	98%

2,5-dimethyl-2,5-hexanediol (110-03-2) + aluminum isopropoxide (555-31-7) + N-2,6-triethylphenylsalicylaldimine (54220-62-1) → [OC(CH3)2CH2CH2C(CH3)2O]AlOC6H4CHNC6H3(C2H5)2

Conditions	Yield
In benzene byproducts: i-PrOH; equimolar amounts of Al-comp., glycol and aldimine refluxed ca.24 h; solv. removed in vac., recrystd. from toluene/hexane 1:2 at -20°C, elem. anal.;	97%

2,5-dimethyl-2,5-hexanediol (110-03-2) + aluminum isopropoxide (555-31-7) + 2-(((2,6-dimethylphenyl)imino)methyl)phenol (54220-52-9) → [OC(CH3)2CH2CH2C(CH3)2O]AlOC6H4CHNC6H3(CH3)2

Conditions	Yield
In benzene byproducts: i-PrOH; equimolar amounts of Al-comp., glycol and aldimine refluxed ca.24 h; solv. removed in vac., recrystd. from toluene/hexane 1:2 at -20°C, elem. anal.;	97%

2,5-dimethyl-2,5-hexanediol (110-03-2) + Tert-butyl isocyanate (1609-86-5) → 2,5-dimethyl-2,5-bis-(N-tert-butylcarbamoyloxy)hexane (1417339-53-7)

Conditions	Yield
With MoCl2O2(dmf)2 In dichloromethane for 4h; Inert atmosphere; Reflux;	94%

2,5-dimethyl-2,5-hexanediol (110-03-2) + (diethylamino)titanatrane → 2-(titanatranyloxy)-2,6-dimethyl-6-hydroxyhexane (147244-59-5)

Conditions	Yield
In dichloromethane under Ar or N2, react. of (diethylamino)titanatrane and 2,5-dimethyl-2,5-hexandiol in equimolar amts., stirring for 1.5 h at room temp.; concg. under vac. to half volume, layering with pentane, cooling to -25°C, pptn. after 24 h;	92%

2,5-dimethyl-2,5-hexanediol (110-03-2) + Mo2(O-t-Bu)6 (51956-21-9) → [Mo2(OtBu)2(O2DMH)2] (1293913-57-1)

Conditions	Yield
In hexane byproducts: tBuOH; hexane soln. of ligand (0.64 mmol) added dropwise to hexane soln. of Mo compd. (0.32 mmol) at room temp., mixt. stirred for 3 h; filtered off, washed (hexane), recrystd. (CH2Cl2, -20°C), elem. anal.;	89%

2,5-dimethyl-2,5-hexanediol (110-03-2) + Dimethylphenylsilane (766-77-8) → 2,4,4,7,7-pentamethyl-2-phenyl-1,3,2-dioxasilepane

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 24h; Sealed tube;	89%

2,5-dimethyl-2,5-hexanediol (110-03-2) + dichlorophenylsilane (1631-84-1) → 4,4,7,7-tetramethyl-2-phenyl-1,3,2-dioxasilepane

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 12h;	88%

2,5-dimethyl-2,5-hexanediol (110-03-2) + zirconium(IV) tetraisopropoxide 2-propanol (14717-56-7) → Zr(O(CH3)2CCH2CH2C(CH3)2O)(O(CH3)2CCH2CH2C(CH3)2OH)2

Conditions	Yield
In benzene byproducts: isopropyl alcohol; to a benzene soln. of Zr(OPr-i)4 was added a soln. of glycol in benzene,the mixt. was refluxed for 12 h, cooled to room temp.; isopropanol was sepd. during the reaction azeotropically, the volatiles were removed at room temp. under reduced pressure, recrystd. from toluene-hexane at -20°C; elem. anal.;	87%

2,5-dimethyl-2,5-hexanediol (110-03-2) + pivalaldehyde (630-19-3) → 2-tert.-butyl-4,4,7,7-tetramethyl-1,3-dioxacycloheptane

Conditions	Yield
With toluene-4-sulfonic acid In toluene	85%

2,5-dimethyl-2,5-hexanediol (110-03-2) + acryloyl chloride (814-68-6) → 3-(2,5-dimethylhexane-2,5-diyl)diacrylate

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 15h;	84%

2,5-dimethyl-2,5-hexanediol (110-03-2) + (diethylamino)titanatrane → 2,6-bis(titanatranyloxy)-2,6-dimethylhexane

Conditions	Yield
In dichloromethane under Ar or N2, react. of (diethylamino)titanatrane and 2,5-dimethyl-2,5-hexandiol in 2:1 molar ratio, stirring for 1.5 h at room temp.; concg. under vac. to half volume, layering with pentane, cooling to -25°C, pptn. after 24 h;	83%

monomethyl oxalyl chloride (5781-53-3) + 2,5-dimethyl-2,5-hexanediol (110-03-2) → 5-hydroxy-2,5-dimethylhexan-2-yl methyl oxalate

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	81%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	62%

2,5-dimethyl-2,5-hexanediol (110-03-2) + 1,5-bis(tetrazol-5-yl)-3-oxapentane (66012-50-8) → 2,2,5,5-tetramethyl-12-oxa-1,6,7,8,16,17,18,19-octaaza-tricyclo-[13.2.1.16,9]nonadeca-7,9(19),15(18),16-tetraene (1412453-66-7)

Conditions	Yield
With perchloric acid In water at 20℃; for 72h;	80%
With perchloric acid In water at 20℃; for 72h; regioselective reaction;	80%

monomethyl oxalyl chloride (5781-53-3) + 2,5-dimethyl-2,5-hexanediol (110-03-2) → 2,5-dimethylhexane-2,5-diyl dimethyl dioxalate

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	78%

2,5-dimethyl-2,5-hexanediol (110-03-2) + 5-phenyl-2H-1,2,3,4-tetrazole (18039-42-4) → 2,5-dimethyl-2,5-di(5-phenyl-2-tetrazolyl)hexane

Conditions	Yield
With perchloric acid at 20℃; for 2h; Alkylation;	76%

2,5-dimethyl-2,5-hexanediol (110-03-2) → 2,2,5,5-tetramethyltetrahydrofuran (15045-43-9) + 2,5-dimethyl-4-hexen-2-ol (14908-27-1)

Conditions	Yield
With chloro-trimethyl-silane; dimethyl sulfoxide In benzene at 20℃; for 75h;	A 75% B 21%

2,5-dimethyl-2,5-hexanediol (110-03-2) + hexakis(dimethylamido)ditungsten(III) (54935-70-5) → W2(μ-2,5-dimethylhexane-2,5-diolate)(η(2)-2,5-dimethylhexane-2,5-diolate)2(dimethylamine)2 (139728-87-3)

Conditions	Yield
In tetrahydrofuran; hexane; toluene byproducts: HNMe2; N2-atmosphere; addn. of excess diol (in THF) to metal compd. (in hexane/PhMe=2:1 v/v) at -10°C, stirring at -10°C for 4 h; vol. reduction (vac.), crystn. (-20°C, 12 h), decantation, washing (cold hexane); elem. anal.;	75%
In diethyl ether; hexane -20°C, under N2; elem. anal.;

2,5-dimethyl-2,5-hexanediol (110-03-2) + acrylic acid (79-10-7) → 3-(2,5-dimethylhexane-2,5-diyl)diacrylate

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; acetic anhydride at 60℃; for 5h; Cooling with ice;	75%

2,5-dimethyl-2,5-hexanediol (110-03-2) + phenylacetonitrile (140-29-4) → 5-Benzyl-4-isopropylidene-2,2-dimethyl-3,4-dihydro-2H-pyrrole (76528-08-0) + tetrahydrobenzindol (76527-93-0)

Conditions	Yield
sulfuric acid at 0 - 20℃; for 4h;	A 15% B 72%

2,5-dimethyl-2,5-hexanediol (110-03-2) + Mo2(O-t-Bu)6 (51956-21-9) → Mo2(μ-2,5-dimethylhexane-2,5-diolate)3 (188107-81-5)

Conditions	Yield
In tetrahydrofuran; hexane byproducts: t-BuOH; N2-atmosphere; dropwise addn. of 3 equiv. diol (in THF) to metal compd. (in hexane) over 5 min, stirring at room temp. for 2 d (pptn.); solvent removal (vac.), washing (Et2O at 0°C), dissoln. in PhMe at 60°C, crystn. (-20°C, overnight), collection (filtration), washing (hexane);	72%
In not given under N2; elem. anal.;

2,5-dimethyl-2,5-hexanediol (110-03-2) + antimony isopropoxide → Sb(OC(CH3)2CH2CH2C(CH3)2O)OC3H7 (402789-89-3)

Conditions	Yield
In benzene byproducts: isopropanol; the mixt. in benzene was refluxed fo 16 h; isopropanol was fractionated out azeotropically, the solvent was removedunder reduced pressure, distilled at 95°C/10 mm ; elem. anal.;	72%

2,5-dimethyl-2,5-hexanediol (110-03-2) + 9H-fluorene (86-73-7) → 1,1,4,4-tetramethyl-2,2,3,3-tetrahydrobenzo[b]fluorene (77308-47-5)

Conditions	Yield
aluminium trichloride In dichloromethane 0 deg C, 2 h, then rt, 24 h;	70%

Upstream product

• 75-16-1 methylmagnesium bromide 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 917-64-6 methyl magnesium iodide 
• 123-25-1 succinic acid diethyl ester 
• 142-30-3 2,5-dihydroxy-2,5-dimethyl-3-hexyne 
• 7664-93-9 sulfuric acid 
• 7722-84-1 dihydrogen peroxide 
• 75-65-0 tert-butyl alcohol 
• 7732-18-5 water 
• 67-63-0 isopropyl alcohol 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 67-64-1 acetone 
• 74-86-2 acetylene 
• 63364-38-5 3,3,6,6,9,9-hexaethyl-1,2,4,5,7,8-hexaoxacyclononane 

Downstream Products

• 15045-43-9 2,2,5,5-tetramethyltetrahydrofuran 
• 77661-71-3 4,4,7,7-tetramethyl-1,3-dioxepane 
• 109866-10-6 4-isopropylidene-2,2-dimethyl-5-p-tolyl-3,4-dihydro-2H-pyrrole 
• 109866-72-0 4-isopropylidene-2,2-dimethyl-5-m-tolyl-3,4-dihydro-2H-pyrrole 
• 53273-13-5 2,5-dimethoxy-2,5-dimethylhexane 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 627-58-7 2,5-dimethyl-1,5-hexadiene 
• 6223-78-5 2,5-dichloro-2,5-dimethyl hexane 
• 22824-31-3 5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol 
• 2618-77-1 2,5-dimethyl-2,5-di(benzoylperoxy)-hexane 
• 22825-16-7 4,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-[2]naphthol 
• 22825-04-3 6-Ethoxy-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalin 
• 22825-14-5 3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthol 
• 10453-89-1 chrysanthemumic acid 

Relevant articles and documents

A novel and efficient alkyl radical trap in aqueous medium

A simple water soluble diselenide derivative 1 shows radical scavenger properties towards alkyl and hydroxyl radicals (k3 (0°C)=6.8x108 M-1 s-1) in Fenton-type chemistry. The reaction rate between produced alkyl radicals 2 and the diselenide overwhelms self-termination and halogen transfer reactions.

Photocatalytic Dehydrgenation of Aliphatic Alcohols by Aqueos Suspensions of Platinized Titanium Dioxide

Photoirradiation (λex > 300 nm) of Ar-purged aqueos propan-2-ol solution gave hydrogen and acetone in the presence of platinum- and/or ruthenium dioxide-loaded TiO2.The photocatalytic activity of anatase TiO2 depended significantly on the amount of metal or metal oxide present; the effect on the activity increased in the order platinum black >> platinum powder > ruthenium dioxide.The photocatalytic activity of rutile TiO2 was negligible even when loaded with platinum black.The effective wavelengths for the photocatalytic dehydrogenation of propan-2-ol were below ca. 390 nm, in agreement with the u.v. absorption spectrum of anatase TiO2.In a similar way primary, secondary and tertiary aliphatic alcohols underwent photocatalytic oxidation, accompanied by hydrogen liberation, by platinized TiO2.The primary and secondary alcohols gave the corresponding carbonyl derivatives, while 2-methylpropan-2-ol and acetone gave dimeric products accompanied by stoichiometric hydrogen evolution.The initial rate of dehydrogenation in these photocatalytic systems was in proportion to the rate constants of hydrogen abstraction by hydroxyl radical in the homogeneous systems.

Method for Preparing Crosslinker Compound

The present disclosure relates to a method for preparing a crosslinker compound in which a crosslinker compound capable of using for the production of a super absorbent polymer can be obtained in a higher yield by a simple manner. The crosslinker compound obtained by the above method can be used as a thermally decomposable crosslinker in the process of producing a super absorbent polymer.

2,2,5,5-Tetramethyltetrahydrofuran (TMTHF): A non-polar, non-peroxide forming ether replacement for hazardous hydrocarbon solvents

An inherently non-peroxide forming ether solvent, 2,2,5,5-tetramethyltetrahydrofuran (2,2,5,5-tetramethyloxolane), has been synthesized from readily available and potentially renewable feedstocks, and its solvation properties have been tested. Unlike traditional ethers, its absence of a proton at the alpha-position to the oxygen of the ether eliminates the potential to form hazardous peroxides. Additionally, this unusual structure leads to lower basicity compared with many traditional ethers, due to the concealment of the ethereal oxygen by four bulky methyl groups at the alpha-position. As such, this molecule exhibits similar solvent properties to common hydrocarbon solvents, particularly toluene. Its solvent properties have been proved by testing its performance in Fischer esterification, amidation and Grignard reactions. TMTHF's differences from traditional ethers is further demonstrated by its ability to produce high molecular weight radical-initiated polymers for use as pressure-sensitive adhesives.

EXPANSION OF RENEWABLE STEM CELL POPULATIONS

Ex vivo and in vivo methods of expansion of renewable stem cells, expanded populations of renewable stem cells and their uses.

An acetylenic condensation method for producing 2,5-dimethyl -2,5-hexane diol

A disclosed method for producing 2,5-dimethyl-2,5-hexanediol by employing alkynylation condensation process comprises the following steps: (1) taking acetylene and acetone as raw materials to prepared a material solution containing hexynediol; (2) performing separation by employing a potassium hydroxide separation kettle; (3) sending the potassium hydroxide aqueous solution into a nickel alloy continuous evaporator for performing distillation condensation on the potassium hydroxide aqueous solution; (4) sending concentrated potassium hydroxide solution to an inorganic impurity separation apparatus to remove organic impurities; (5) sending the potassium hydroxide aqueous solution subjected to impurity removing to a cast iron evaporator, evaporating water away to form solid potassium hydroxide, then continuously heating to enable solid potassium hydroxide to be in a molten state, and then naturally cooling to perform recrystallization; and (7) cutting recrystallized potassium hydroxide into sheets by a slicer for cycle use as a catalyst raw material. Compared with the prior art, potassium hydroxide is subjected cyclic utilization, so that cost is saved.

Thermal decomposition of diethylketone cyclic triperoxide in polar solvents

The thermolysis of diethylketone cyclic triperoxide (3,3,6,6,9,9-hexaethyl- 1,2,4,5,7,8-hexaoxacyclononane, DEKTP) was studied in different polar solvents (ethanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-2-propanol, and acetonitrile). The rate constant values (kd) are higher for reactions performed in secondary alcohols probably because of the possibility to form a cyclic adduct with the participation of the hydrogen atom bonded to the secondary carbon. The kinetic parameters were correlated with the physicochemical properties of the selected solvents. The products of the DEKTP thermal decomposition in different polar solvents support a radical-based decomposition mechanism. CSIRO 2014.

Direct synthesis of 1,4-diols from alkenes by iron-catalyzed aerobic hydration and C-H hydroxylation

Various 1,4-diols are easily accessible from alkenes through iron-catalyzed aerobic hydration. The reaction system consists of a user-friendly iron phthalocyanine complex, sodium borohydride, and molecular oxygen. Furthermore, the effect of additional ligands on the iron complex was examined for a model reaction. The second hydroxy group is installed by direct C(sp3)-H oxygenation, which is based on a [1,5] hydrogen shift process of a transient alkoxy radical that is formed by formal hydration of the olefin. One more hydroxy group: A method for the synthesis of 1,4-diols from simple alkenes has been developed. This unusual transformation entails an iron-catalyzed aerobic hydration and is achieved with convenient reagents, such as molecular oxygen. The formation of an intermediary alkoxy radical, which undergoes a [1,5] hydrogen shift, is likely to be essential for C(sp3)-H hydroxylation. Pc=phthalocyanine.

METHOD FOR PREPARING ACETYLENE ALCOHOLS AND THEIR SECONDARY PRODUCTS

A process for preparing at least one unsaturated alcohol (B) comprises the steps (I) to (III) below: (I) reaction of at least one alkali metal hydroxide or alkaline earth metal hydroxide with at least one alcohol (A) in at least one organic solvent (L) to give a mixture (G-I) comprising at least the alcohol (A), the solvent (L) and an alkoxide (AL); (II) reaction of at least one carbonyl compound of the formula R-CO-R' with at least one alkyne of the formula R''-C≡C-H and the mixture (G-I) obtained in step (I) to give a mixture (G-II) comprising at least the alcohol (A), the solvent (L) and an unsaturated alcohol (B); (III) distillation of the mixture (G-II) obtained in step (II) to give the alcohol or alcohols (B) and a mixture (G-III) comprising the solvent (L) and the alcohol (A), wherein the solvent (L) obtained in step (III) and the alcohol (A) obtained in step (III) are recycled as a mixture to step (I).

Sonolysis of tert-butyl alcohol in aqueous solution

A product study of the sonolysis of the volatile substrate t-butanol in aqueous solution indicates that substrate decomposition is practically completely determined, even at concentrations as low as millimolar, by oxidative pyrolysis going on in the gas phase within the collapsing cavitational bubble. OH-Radical-induced reactions in solution are insignificant since the volatility of this substrate, its gas-phase concentration within the bubble enhanced by a certain degree of hydrophobicity, causes OH radicals generated thermolytically from water vapour to be intercepted before they can reach the aqueous phase. The nature of the products, as well as the t-butanol-concentration dependence of the product yields, can be qualitatively explained on the basis of the t-butanol-pyrolysis mechanism. Kinetic considerations involving the relative yields of the pyrolysis products ethane, ethylene and acetylene lead to an estimate of a value of 3600 K for the average pyrolysis temperature at a t-butanol bulk concentration of 10-3 molar.