Pinacolone supplier | CasNO.75-97-8

Name
3,3-Dimethyl-2-butanone
EINECS 200-920-4
CAS No. 75-97-8
Article Data357
CAS DataBase
Density 0.802 g/cm³
Solubility 2.44 g/100 mL (15 °C) in water
Melting Point -52.5 °C
Formula C₆H₁₂O
Boiling Point 104.9 °C at 760 mmHg
Molecular Weight 100.161
Flash Point 23.9 °C
Transport Information UN 1224 3/PG 2
Appearance colourless liquid
Safety 9-16-29-33-20/21
Risk Codes 11-22-10
Molecular Structure
Hazard Symbols F, Xn, Xi
Synonyms 3,3-Dimethyl-2-butanone;Pinakolin [German];2-Butanone,3,3-dimethyl-;3,3-Dimethylbutanone;t-butyl methyl ketone;Pinacoline;Methyl t-butyl ketone;3,3-dimethylbutan-2-one;tert-Butyl methyl ketone;2, 2-Dimethyl-3-butanone;Ketone, tert-butyl methyl;2,2-Dimethyl-3-butanone;Methyltert-butyl ketone;2-Butanone, 3,3-dimethyl-;4-01-00-03310 (Beilstein Handbook Reference);1,1,1-Trimethylacetone;2,2-Dimethylbutanone;3, 3-Dimethyl-2-butanone;Ketone, t-butyl methyl;Pinacolin;Pinakolin;Methyl tert-butyl ketone;
PSA 17.07000
LogP 1.62150

Synthetic route

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With aluminium phosphate aluminium oxide catalyst Heating;	100%
With silica-supported orthophosphoric acid In neat (no solvent) at 180℃; for 0.5h; Catalytic behavior; Temperature; Time; Pinacol Rearrangement; Green chemistry;	100%
With [Fe3O(OOCC6H5)6(H2O)3]4[α-SiW12O40] In toluene at 99.84℃; for 6h;	80%

: 133619-37-1
C6H12OS

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
Ambient temperature;	100%
Ambient temperature; Yield given;

: 5076-20-0
2,3-dimethyl-2,3-epoxybutane

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 76-09-5
2,3-dimethyl-2,3-butane diol

C: 10473-13-9
2,3-dimethyl-1-buten-3-ol

Conditions

Conditions	Yield
With perchloric acid; sodium perchlorate at 25℃; Yields of byproduct given;	A n/a B 99.93% C n/a
With perchloric acid; sodium perchlorate at 25℃; Product distribution; heterogeneous reaction;

...Expand

: 464-07-3, 20281-91-8
3,3-dimethyl-2-butanol

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; sodium hydrogencarbonate; sodium bromide In water; acetone at 20℃; for 1h;	98%
With dihydrogen peroxide In water; tert-butyl alcohol at 80℃; for 24h;	97%
With Ni(NTf2)2·xH2O; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane at 27 - 29℃; for 20h; Inert atmosphere; Irradiation;	91%

: 1517-67-5
(S)-3,3-dimethylbutan-2-ol

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With 4-methyl-morpholine; 6C6H15P4CF3O3S(1-)2Ru(2+); acetone at 20℃; for 0.75h;	98%

: 10341-64-7, 20259-50-1, 2475-93-6
pinacolone oxime

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With silica gel; copper(II) nitrate In tetrachloromethane for 1h; Heating;	97%
With dihydrogen peroxide; tripropylammonium fluorochromate (VI) In acetone at 0 - 10℃; for 1.5h;	97%
With sodium tungstate; dihydrogen peroxide In water; acetone at -5 - 20℃; for 5h;	70%

: 39263-43-9
3,3-dimethyl-butan-2-one-phenylhydrazone

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With baker's yeast; phosphate buffer In ethanol at 37℃; for 14h;	93%
With iron(II) sulfate In chloroform at 20℃; for 1h; Hydrolysis;	91%

: 26785-73-9
2-(t-butyl)-2-methyl-1,3-dithiolane

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature;	93%

: 35856-82-7
3,3,4,4-tetramethyl-1,2-dioxetane

: 1486-28-8
diphenyl(methyl)phosphine

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 88635-85-2
2,2-dihydro-4,4,5,5-tetramethyl-2-methyl-2,2-diphenyl-1,3,2-dioxaphospholane

Conditions

Conditions	Yield
In benzene-d6 at 19.5℃; Kinetics; other temperatures;	A 7% B 92%
In benzene-d6 at 19.5℃; Kinetics; Rate constant; Thermodynamic data; other temperatures, different concentrations, isotope effects; Ea, ΔS(excit);	A 8% B 92%

...Expand

: 50-00-0
formaldehyd

: 594-36-5
2-methyl-2-butylchloride

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With hydrogenchloride; hydroquinone In diphenylether at 75℃; for 6h; Temperature; Solvent; Concentration; Reagent/catalyst;	91.1%

: 35856-82-7
3,3,4,4-tetramethyl-1,2-dioxetane

: 88635-84-1
dimethyl-d6-phenylphosphine

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 88635-88-5
2,2-dihydro-4,4,5,5-tetramethyl-2,2-d6-dimethyl-2-phenyl-1,3,2-dioxaphospholane

Conditions

Conditions	Yield
In benzene-d6 at 19.5℃; Kinetics; Rate constant; Thermodynamic data; other temperatures, Ea, ΔS(excit);	A 9% B 91%
In benzene-d6 at 19.5℃;	A 9% B 91%

...Expand

: 106-44-5
p-cresol

: (P(CH3)3)4Ru(OC(C(CH3)3)CH)

A: 75-97-8
3,3-dimethyl-butan-2-one

: 125847-62-3, 131235-33-1
(P(CH3)3)4Ru(OC6H4CH3)2

Conditions

Conditions	Yield
In benzene-d6 inert gas, p-cresol added as solid; not isolated; NMR;	A >99 B 91%

...Expand

: 35856-82-7
3,3,4,4-tetramethyl-1,2-dioxetane

: 672-66-2
Dimethyl(phenyl)phosphine

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 88635-87-4
2,2-dihydro-4,4,5,5-tetramethyl-2,2-dimethyl-2-phenyl-1,3,2-dioxaphospholane

Conditions

Conditions	Yield
In benzene-d6 at 19.5℃; Kinetics; Rate constant; Thermodynamic data; other temperatures, Ea, ΔS(excit);	A 10% B 90%
In benzene-d6 at 19.5℃;	A 10% B 90%

...Expand

: 75-16-1
methylmagnesium bromide

: 3282-30-2
pivaloyl chloride

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With aluminium trichloride; copper(l) chloride; lithium chloride In tetrahydrofuran at 10℃; for 0.166667h;	87%

: 76-09-5
2,3-dimethyl-2,3-butane diol

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 513-81-5
2,3-dimethyl-buta-1,3-diene

Conditions

Conditions	Yield
With H6S2V2W16O62 at 149.84℃; for 0.5h; Reagent/catalyst; Pinacol Rearrangement;	A 82% B 16%
With SBA-15 supported zirconium In toluene at 110℃; for 2h; Pinacol rearrangement;	A 81% B 19%
With Cu2+-montmorillonit In solid at 100℃; for 1h; Product distribution; effects of homoionic-montmorillonits contains various metal ions;	A 78% B 3%

: 3732-61-4
3,4,4-trimethyl-1-penten-3-ol

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With lead(IV) acetate; oxygen; ozone In dichloromethane at 0℃; for 1.5h;	82%

: 98720-65-1
trans-t-BuOIr(CO)(PPh3)2

: 24762-44-5
triphenylphosphine-d15

A: 75-97-8
3,3-dimethyl-butan-2-one

B: (P(C6H5)3)2P(C6(2)H5)3(CO)IrH

Conditions

Conditions	Yield
In (2)H8-toluene Kinetics; toluene-d7, PPh3, 95°C; not sepd., detected by (1)H-NMR and mass-spectra;	A 81% B n/a

...Expand

: (P(CH3)3)4Ru(OC(C(CH3)3)CH)

A: 75-97-8
3,3-dimethyl-butan-2-one

: 134002-31-6, 76171-49-8
dihydridotetrakis(trimethylphosphino)ruthenium(II)

Conditions

Conditions	Yield
With H2 In benzene-d6 inert gas, soln. of Ru-compound degassed, immersed in liquid nitrogen, exposed to H2 (450 Torr), sealed, heated to 45°C for 8 h; not isolated; NMR;	A 61% B 77%

: 5076-20-0
2,3-dimethyl-2,3-epoxybutane

: 75-97-8
3,3-dimethyl-butan-2-one

Conditions

Conditions	Yield
With bismuth oxide perchlorate In dichloromethane at 20℃; for 1h; Rearrangement;	75%
at 600℃;	13%
With tetrabutylammonium perchlorate In dichloromethane electrolysis; Yield given;

: 10341-64-7, 20259-50-1, 2475-93-6
pinacolone oxime

: 74-86-2
acetylene

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 5398-58-3
2-tert-butyl-1H-pyrrole

C: 255376-82-0
O-Vinylpinacolonoxime

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide; pentane at 70℃; under 12160 Torr; for 0.1h; Addition; Cyclisation; Rearrangement;	A 1.9% B 1.9% C 74.8%

...Expand

: 2259-30-5
tert-butylmagnesium bromide

: 185245-65-2
3-methylthio-3-N-piperidino-1-phenyl-2-propen-1-one

A: 75-97-8
3,3-dimethyl-butan-2-one

B: 938-16-9
2,2-dimethylpropiophenone

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether for 4h; Ambient temperature;	A n/a B 66%

...Expand

: 75-97-8
3,3-dimethyl-butan-2-one

: 464-07-3, 20281-91-8
3,3-dimethyl-2-butanol

Conditions

Conditions	Yield
With potassium tert-butylate; hydrogen; [RuCl2(Ph2PCH2CH2NH2)2] at 20℃; under 2280 Torr; for 12h;	100%
With hydrogen; Ru((R,R)-cyP2N2)HCl In benzene-d6 at 20℃; under 2280.15 Torr; for 12h; Product distribution / selectivity; Alkaline conditions; Cooling with liquid nitrogen;	100%
With hydrogen; Ru((R,R)-cyP2(NH)2)HCl In benzene-d6 at 20℃; under 2280.15 Torr; for 12h; Product distribution / selectivity; Alkaline conditions; Cooling with liquid nitrogen;	100%

: 75-97-8
3,3-dimethyl-butan-2-one

: 1517-67-5
(S)-3,3-dimethylbutan-2-ol

Conditions

Conditions	Yield
With potassium tert-butylate; hydrogen; [dichloro((S)-2,2'-bis(di-4-tolylphosphino)-1,1'-binaphthyl)(α-picolylamino)ruthenium(II)] In ethanol at 25℃; under 3800.26 - 15201 Torr; for 5 - 24h; Product distribution / selectivity;	100%
With 4-methyl-morpholine; 6C6H15P4CF3O3S(1-)2Ru(2+); isopropyl alcohol In 2,2,2-trifluoroethanol at 45℃; for 3h;	99%
With [dichloro((S)-2,2'-bis(di-4-tolylphosphino)-1,1'-binaphthyl)(α-picolylamino)ruthenium(II)]; potassium tert-butylate; hydrogen In ethanol at 25℃; under 3800 Torr; for 5h;	98%

: 75-97-8
3,3-dimethyl-butan-2-one

: 4480-47-1
t-butylglyoxal

Conditions

Conditions	Yield
With selenium(IV) oxide In 1,4-dioxane; water Heating;	100%
With selenium(IV) oxide at 50℃; for 5h; Temperature;	45.5%
With selenium(IV) oxide; water In methanol for 20h; Reflux;	21%

: 75-97-8
3,3-dimethyl-butan-2-one

: 4114-31-2
ethylhydrazine carboxylate

: 78259-24-2
(1,2,2-trimethyl-propylidene)-carbazic acid ethyl ester

Conditions

Conditions	Yield
	100%
With ethanol; acetic acid
With acetic acid In ethanol

: 75-97-8
3,3-dimethyl-butan-2-one

: 529-28-2
4-iodoanisol

: 75508-73-5
1-(2-methoxyphenyl)-3,3-dimethyl-2-butanone

Conditions

Conditions	Yield
With potassium tert-butylate In ammonia at -33℃; Irradiation;	100%
With potassium tert-butylate In water; dimethyl sulfoxide
With hydrogenchloride; sodium amide In water; dimethyl sulfoxide

: 75-97-8
3,3-dimethyl-butan-2-one

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 29586-83-2
(2Z)-3-chloro-4,4-dimethylpent-2-enenitrile

Conditions

Conditions	Yield
Stage #1: 3,3-dimethyl-butan-2-one; N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 75℃; for 4h; Stage #2: With hydroxylamine sulfate In 1,2-dichloro-ethane at 85℃; for 1h; Further stages.;	100%
Stage #1: 3,3-dimethyl-butan-2-one; N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 0 - 75℃; for 4h; Inert atmosphere; Stage #2: With hydroxylamine hydrochloride In 1,2-dichloro-ethane at 80℃; for 2h; Inert atmosphere;	56%
Stage #1: 3,3-dimethyl-butan-2-one; N,N-dimethyl-formamide With trichlorophosphate In 1,2-dichloro-ethane at 0 - 75℃; for 4h; Stage #2: With hydroxylamine hydrochloride In 1,2-dichloro-ethane at 80℃; for 2h;	56%
With hydroxylamine sulfate; trichlorophosphate 1.) 1,2-dichloroethane, 50 - 55 deg C, 2 h; 70 - 75 deg C, 2 h, 2.) 85 deg C, 1 h; Yield given. Multistep reaction;

: 75-97-8
3,3-dimethyl-butan-2-one

: 69739-34-0
t-butyldimethylsiyl triflate

: 84850-50-0
3,3-dimethyl-2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}-1-butene

Conditions

Conditions	Yield
With triethylamine In benzene for 4h; Heating;	100%
With 2,6-dimethylpyridine In dichloromethane at 0 - 20℃; for 5h; Sealed tube; Inert atmosphere;

: 75-97-8
3,3-dimethyl-butan-2-one

: 241475-84-3
(meso-5,10,15,20-tetra-p-tolylporphyrinato)Hf=N-2,6-diisopropylphenyl

: 273927-92-7
(meso-5,10,15,20-tetra-p-tolylporphyrinato)Hf(NH-2,6-diisopropylphenyl)[OC(tBu)(=CH2)]

Conditions

Conditions	Yield
With Ph3CH In benzene-d6 under N2 atm. (TTP)Hf=NAriPr, pinacolone, and Ph3CH reacted in C6D6 at 25°C for 17 h; not isolated, identified by NMR spectroscopy;	100%

: 5315-25-3
2-bromo-6-methylpyridine

: 75-97-8
3,3-dimethyl-butan-2-one

: 1-(6-bromopyridin-2-yl)-2,3,3-trimethylbutan-2-ol

Conditions

Conditions	Yield
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h; Stage #2: 3,3-dimethyl-butan-2-one In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h;	100%

: 75-97-8
3,3-dimethyl-butan-2-one

: 100-52-7
benzaldehyde

: 538-44-3, 28435-47-4, 29569-91-3
(E)-benzylidenepinacolone

Conditions

Conditions	Yield
With sodium hydroxide; dodecyl-α,ω-bis(dodecyldimethylammonium bromide) In water at 25℃; for 1.16667h; Sonication;	99%
With barium(II) hydroxide In ethanol at 20℃;	99%
barium dihydroxide In ethanol for 1h; Heating;	96%

: 75-97-8
3,3-dimethyl-butan-2-one

: 75-56-9, 16033-71-9
methyloxirane

: 139367-18-3
2,2-dimethyl-6-hydroxy-3-heptanone

Conditions

Conditions	Yield
With lithium hexamethyldisilazane; yttrium(III) trifluoromethanesulfonate In hexane; toluene at 0℃; for 18h;	99%
With lithium perchlorate; lithium hexamethyldisilazane 1.) THF, 0 deg C, 15 min, 2.) 25 deg C, 72 h; Yield given. Multistep reaction;

: 75-97-8
3,3-dimethyl-butan-2-one

: 7677-24-9
trimethylsilyl cyanide

: 219860-94-3
3,3-dimethyl-2-<(trimethylsilyl)oxy>-2-cyanobutane

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 4.5h;	99%
With bis(triphenylphosphine)iminium chloride at 25℃; for 1h; Inert atmosphere; Neat (no solvent);	97%
1,4-diaza-bicyclo[2.2.2]octane at 20℃;	94%
With zinc(II) iodide In dichloromethane at 0 - 20℃;

: 75-97-8
3,3-dimethyl-butan-2-one

: 586-75-4
4-chlorobenzoyl chloride

: 4-(3,3-dimethyl-2-oxo-butyl)-benzamide

Conditions

Conditions	Yield
Stage #1: 4-chlorobenzoyl chloride With diisopropylamine; Rink-amide resin In tetrahydrofuran at 20℃; for 18h; Stage #2: 3,3-dimethyl-butan-2-one With tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In 1,4-dioxane at 70℃; Buchwald-Hartwig coupling; Stage #3: With trifluoroacetic acid In dichloromethane at 20℃;	99%

: 75-97-8
3,3-dimethyl-butan-2-one

: bis(pentamethylcyclopentadienyl)dimethyl titanium

: bis(η5-pentamethylcyclopentadienyl)dimethyltitanium(IV)(OC(tert-butyl)CH2)

Conditions

Conditions	Yield
With methane In toluene Heating at 80°C with a slight excess of Ti-complex in toluene in a sealed tube (or under a static Ar atmosphere) for 115 h.; (1)H NMR.;	99%
With methane In toluene Heating at 100°C with a slight excess of Ti-complex in toluene in a sealed tube (or under a static Ar atmosphere) for 21 h.; (1)H NMR.;	71%

: 75-97-8
3,3-dimethyl-butan-2-one

: 28049-80-1
bis(diisopropylamino)chloroborane

: 959925-25-8
bis(diisopropylamino)boron enolate

Conditions

Conditions	Yield
With potassium hexamethyldisilazane In tetrahydrofuran byproducts: KCl; under Ar atm. to soln. KHMDS in THF ketone in THF was added dropwise at 0°C for 30 min, soln. chlorobis(dialkylamino)borane in THF was added and stirred at room temp. for 1 h; soln. was centrifugated, ppt. was filtered, volatiles were evapd. in vacuo;	99%
With sodium hexamethyldisilazane In tetrahydrofuran byproducts: NaCl; under Ar atm. to soln. NaHMDS in THF ketone in THF was added dropwise at0°C for 30 min, soln. chlorobis(dialkylamino)borane in THF was a dded and stirred at room temp. for 1 h; soln. was centrifugated, ppt. was filtered, volatiles were evapd. in vacuo;	92%
With diisopropylamine; n-butyllithium In tetrahydrofuran; hexane byproducts: LiCl; under Ar atm. to soln. i-Pr2NH in THF n-BuLi in hexane was added at -20°C and stirred for 30 min, soln. ketone in THF was added, stirred at -20°C for 30 min, chlorobis(dialkylamino)borane in THF was added, stirred at 60°C for 24 h; soln. was centrifugated, ppt. was filtered, volatiles were evapd. in vacuo;	56%

: 75-97-8
3,3-dimethyl-butan-2-one

: 104-84-7
para-methylbenzylamine

: 2,2-dimethyl-N-(4-methylbenzyl)propan-1-imine

Conditions

Conditions	Yield
With magnesium sulphate trihydrate In dichloromethane for 2h; Reflux;	99%

: 75-97-8
3,3-dimethyl-butan-2-one

: 5469-26-1
1-Bromopinacolon

: 3205-30-9
5-hydroxy-2,2,5,6,6-pentamethylheptan-3-one

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran at -78℃; for 2.41667h; Reformatsky type reaction; Inert atmosphere;	98%
With diethyl ether; magnesium; benzene
(i) Mg, EtBr, Et2O, (ii) /BRN= 1209331/, Et2O, benzene; Multistep reaction;

: 75-97-8
3,3-dimethyl-butan-2-one

: 100-51-6
benzyl alcohol

: 5195-24-4
4,4-dimethyl-1-phenylpentan-3-one

Conditions

Conditions	Yield
With cesium hydroxide; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one)(triphenylphosphine)(dicarbonyl)iron In toluene at 90℃; for 16h; Schlenk technique; Inert atmosphere;	98%
With potassium phosphate; aluminum oxyhydroxide; palladium In toluene at 110℃; for 3h;	94%
With bis(μ-chloro)-bis[1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C(2'),N-iridium chloride]; caesium carbonate In tert-Amyl alcohol for 12h; Reflux;	86%

: 75-97-8
3,3-dimethyl-butan-2-one

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 27701-32-2
3,3-dimethyl-1-butenyl-2-triflate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	98%
Stage #1: 3,3-dimethyl-butan-2-one In tetrahydrofuran at -78℃; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78℃;	86%
Stage #1: 3,3-dimethyl-butan-2-one With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃;	86%

: 75-97-8
3,3-dimethyl-butan-2-one

: 120-80-9
benzene-1,2-diol

: 105732-50-1
2-tert-butyl-2-methyl-1,3-benzodioxole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 1h; Microwave irradiation; Reflux;	98%
With toluene-4-sulfonic acid In toluene for 24h; Reflux;	71%

: 75-97-8
3,3-dimethyl-butan-2-one

: 994-30-9
triethylsilyl chloride

: 51440-17-6
1-triethylsiloxy-1-tert-butylethene

Conditions

Conditions	Yield
With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran; hexane at -78℃; Inert atmosphere;	98%

: 75-97-8
3,3-dimethyl-butan-2-one

: 95-92-1
oxalic acid diethyl ester

: C9H13O4(1-)*Na(1+)

Conditions

Conditions	Yield
With sodium In methanol for 12h; Claisen Condensation; Inert atmosphere; Schlenk technique; Glovebox;	98%

Pinacolone Chemical Properties

IUPAC Name: 3,3-Dimethylbutan-2-one
Synonyms of 3,3-Dimethyl-2-butanone (CAS NO.75-97-8): 1,1,1-Trimethylacetone ; 2,2-Dimethyl-3-butanone ; 2,2-Dimethylbutanone ; 2-Butanone, 3,3-dimethyl- ; 3,3-Dimethylbutanone ; 4-01-00-03310 (Beilstein Handbook Reference) ; AI3-03075 ; BRN 1209331 ; EINECS 200-920-4 ; HSDB 5210 ; Ketone, t-butyl methyl ; Ketone, tert-butyl methyl ; Methyl t-butyl ketone ; Methyl tert-butyl ketone ; Methyltert-butyl ketone ; NSC 935 ; Pinacolin ; Pinacoline ; Pinacolone ; Pinakolin ; Pinakolin [German] ; t-Butyl methyl ketone ; tert-Butyl methyl ketone
CAS NO: 75-97-8
Molecular Formula of 3,3-Dimethyl-2-butanone (CAS NO.75-97-8): C₆H₁₂O
Molecular Weight: 100.1589
Molecular Structure:

Melting Point: -52.5 °C
ProductCategories: Organics ; ketone
Polar Surface Area: 17.07 ?2
Index of Refraction: 1.394
Molar Refractivity: 29.84 cm3
Molar Volume: 124.7 cm3
Surface Tension: 22.2 dyne/cm
Density of 3,3-Dimethyl-2-butanone (CAS NO.75-97-8): 0.802 g/cm3
Flash Point: 23.9 °C
Enthalpy of Vaporization: 33.39 kJ/mol
Boiling Point: 104.9 °C at 760 mmHg
Vapour Pressure: 30.3 mmHg at 25°C

Pinacolone Uses

3,3-Dimethyl-2-butanone (CAS NO.75-97-8) is used as an intermediate for biologically active products such as antibacterial, antifungal, antiviral and antituberculous.

Pinacolone Production

3,3-Dimethyl-2-butanone (CAS NO.75-97-8) can be prepared by coupling reaction between the carbonyl groups with a magnesium-mercury amalgam.

Pinacolone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LC50	inhalation	5700mg/m³ (5700mg/m³)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.
mouse	LD50	oral	1625mg/kg (1625mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.
rabbit	LD50	oral	900mg/kg (900mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.
rat	LD50	oral	610mg/kg (610mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.

Pinacolone Consensus Reports

Reported in EPA TSCA Inventory.

Pinacolone Safety Profile

Hazard Codes: F, Harmful Xn Irritant Xi
Risk Statements: 11-22-10
R11: Highly flammable.
R22: Harmful if swallowed.
R10: Flammable.
Safety Statements: 9-16-29-33-20/21
S9: Keep container in a well-ventilated place.
S16: Keep away from sources of ignition.
S29: Do not empty into drains.
S33: Take precautionary measures against static discharges.
S20: When using, do not eat or drink.
S21: When using do not smoke.
RIDADR: UN 1224 3/PG 2
WGK Germany: 2
RTECS: EL7700000
Hazard Note: Irritant/Highly Flammable
HazardClass: 3
PackingGroup: II
HS Code: 29141990
Moderately toxic by ingestion and subcutaneous routes. Slightly toxic by inhalation. A dangerous fire hazard when exposed to heat, flame or oxidizers. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

Pinacolone Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid
CONTENT: 98.0% min
WATER: 1.0% max

Pinacolone Specification

Storage: Keep away from sources of ignition. Keep in a cool, well-ventilated place. Keep away from heat. Keep container tightly closed. Ground all equipment containing material. Flammable materials should be stored in a separate safety storage cabinet or room. A refrigerated room would be preferable for materials with a flash point lower than 37.8^°C (100^°F).

Product Name

3,3-Dimethyl-2-butanone

Synthetic route

Pinacolone Chemical Properties

Pinacolone Uses

Pinacolone Production

Pinacolone Toxicity Data With Reference

Pinacolone Consensus Reports

Pinacolone Safety Profile

Pinacolone Standards and Recommendations

Pinacolone Specification

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