10547-96-3

Usage

Uses

Used in Oil and Gas Industry:
2,2-Dihydroxy-2,2-diisobutylpropane is used as a biocide for inhibiting the growth of bacteria, fungi, and algae, which helps to prevent biofouling and maintain the efficiency of oil and gas extraction processes.
Used in Water Treatment Industry:
In the water treatment industry, 2,2-Dihydroxy-2,2-diisobutylpropane is used as a biocide to control microbial growth in water systems, ensuring the quality and safety of water supplies.
Used in Pulp and Paper Processing:
2,2-Dihydroxy-2,2-diisobutylpropane is used as a biocide in pulp and paper processing to prevent the growth of microorganisms that can cause degradation of the pulp and spoilage of the final paper product.
Used in Textiles and Polymers:
2,2-Dihydroxy-2,2-diisobutylpropane is used as a flame retardant in textiles and polymers to enhance their fire resistance, making them safer for use in various applications, including upholstery, carpets, and other materials that may be exposed to fire hazards.
However, it is important to note that THPS has been classified as a potential human carcinogen, and therefore, proper handling and safety precautions are essential when using this chemical in any application.

InChI:InChI=1/C11H24O2/c1-9(2)5-11(7-12,8-13)6-10(3)4/h9-10,12-13H,5-8H2,1-4H3

Synthetic route

3,3,8,8-tetramethyl-2,7-dioxaspiro[4.4]nonane (92057-91-5) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
With hydrogen; ytterbium(III) triflate at 185℃; under 31029.7 Torr; for 18h; Ionic liquid; Glovebox;	82%

formaldehyd (50-00-0) + 2-isobutyl-4-methylpentanal (35155-65-8) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
With calcium hydroxide

diethyl 2,2-bis(2-methylpropyl)propanedionate (81749-14-6) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
With ethanol; sodium
With lithium aluminium tetrahydride In diethyl ether

β-oxy-α.α-diisobutyl-propionic acid ethyl ester → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
With ethanol; sodium

ethanol (64-17-5) + 2-hydroxymethyl-2-isobutyl-4-methyl-valeric acid methyl ester + sodium → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

formaldehyd (50-00-0) + 2-isobutyl-4-methylpentanal (35155-65-8) + lime milk → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) + 4-methyl-2-(2-methylpropyl)-pentanol (22417-45-4) + 2-isobutyl-4-methylpentanoic acid (5692-62-6)

ethanol (64-17-5) + diethyl 2,2-bis(2-methylpropyl)propanedionate (81749-14-6) + sodium → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) + 4-methyl-2-(2-methylpropyl)-pentanol (22417-45-4) + 2-isobutyl-4-methylpentanoic acid (5692-62-6)

4-methyl-2-(2-methylpropyl)-pentanol (22417-45-4) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: copper / 230 - 240 °C / 80 - 90 Torr 2: lime milk View Scheme

2-isobutyl-4-methylpentanoic acid (5692-62-6) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: H2SO4 2: sodium; alcohol 3: copper / 230 - 240 °C / 80 - 90 Torr 4: lime milk View Scheme

4-methyl-2-(2-methylpropyl)-pentanoic acid ethyl ester (60302-31-0) → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium; alcohol 2: copper / 230 - 240 °C / 80 - 90 Torr 3: lime milk View Scheme

diisobutyl-malonic acid monoethyl ester → 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3)

Conditions	Yield
With LiAlH4 In diethyl ether

2,3-dimethoxythiophene (51792-34-8) + 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) → 3,3-diisobutyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

Conditions	Yield
With sulfonyl derivative In toluene at 95℃; for 48h;	90%

2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) + methanesulfonyl chloride (124-63-0) → 2,2-diisobutylpropane-1,3-diyldimethanesulfonate

Conditions	Yield
With pyridine; dmap In dichloromethane at 0℃; for 4h; Inert atmosphere; Schlenk technique;	62%

C31H35N4O(1-)*Cl(1-)*Zn(2+) + 2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) → 19,19'-(2,2-diisobutyl-1,3-propylenedioxy)di(3,8,12,17-tetraethyl-1,21-dihydro-2,7,13,18-tetramethyl-22H-bilin-1-one)

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃;	31%

2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) + 2-(diethylamino)ethyl chloride (100-35-6) → 1-<2-Diaethylamino-aethoxy>-2,2-diisobutyl-propanol-(3) (103154-10-5)

Conditions	Yield
(i) Na, benzene, (ii) /BRN= 605300/; Multistep reaction;

2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) → (2,2-diisobutylpropane-1,3-diyl)bis(diphenylphosphane)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: dmap; pyridine / dichloromethane / 4 h / 0 °C / Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere; Schlenk technique 2.2: 4 h / 25 °C / Inert atmosphere; Schlenk technique View Scheme

2,2-bis(2-methylpropyl)-1,3-propanediol (10547-96-3) → C35H42Cl2NiP2

Conditions	Yield
Multi-step reaction with 3 steps 1.1: dmap; pyridine / dichloromethane / 4 h / 0 °C / Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere; Schlenk technique 2.2: 4 h / 25 °C / Inert atmosphere; Schlenk technique 3.1: ethanol; dichloromethane / Inert atmosphere; Schlenk technique View Scheme

Upstream product

• 50-00-0 formaldehyd 
• 35155-65-8 2-isobutyl-4-methylpentanal 
• 81749-14-6 diethyl 2,2-bis(2-methylpropyl)propanedionate 
• 64-17-5 ethanol 
• 5692-62-6 2-isobutyl-4-methylpentanoic acid 
• 92057-91-5 3,3,8,8-tetramethyl-2,7-dioxaspiro[4.4]nonane 
• 60302-31-0 4-methyl-2-(2-methylpropyl)-pentanoic acid ethyl ester 
• 22417-45-4 4-methyl-2-(2-methylpropyl)-pentanol 

Relevant academic research and scientific papers

Etheric C-O bond hydrogenolysis using a tandem lanthanide triflate/supported palladium nanoparticle catalyst system

Selective hydrogenolysis of cyclic and linear ether C-O bonds is accomplished by a tandem catalytic system consisting of lanthanide triflates and sinter-resistant supported palladium nanoparticles in an ionic liquid. The lanthanide triflates catalyze endothermic dehydroalkoxylation, while the palladium nanoparticles hydrogenate the resulting intermediate alkenols to afford saturated alkanols with high overall selectivity. The catalytic C-O hydrogenolysis is shown to have significant scope, and the C-O bond cleavage is turnover-limiting.

Diethers usable in the preparation of Ziegler-Natta catalysts and their preparation

Diethers of general formula: where R, RI, RII, RIII, RIVand RV, same or different, are H or linear or branched alkyl, cycloalkyl, aryl, alkylaryl or arylalkyl radicals with 1-18 carbon atoms, provided that R and RIare not both H or CH3 or are not CH3 and n-propyl; RVIand RVIIthe same or different, are linear or branched alkyl, cycloaliphatic, aryl, or arylalkyl radicals having 1-18 carbon atoms; one or more of R to RVIImay be bonded to form a cyclic structure. The diethers are particularly useful in the preparation of Ziegler-Natta catalysts.