4-Hydroxy-4-methyl-2-pentanone supplier

Name
4-Hydroxy-4-methyl-2-pentanone
EINECS 204-626-7
CAS No. 123-42-2
Article Data161
CAS DataBase
Density 0.95 g/cm³
Solubility miscible with water
Melting Point -42.8 °C
Formula C₆H₁₂O₂
Boiling Point 168.1 °C at 760 mmHg
Molecular Weight 116.16
Flash Point 61.7 °C
Transport Information UN 1148 3/PG 3
Appearance Clear, colorless liquid
Safety 24/25
Risk Codes 36
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Hydroxy-2-methyl-4-pentanone;2-Methyl-2-pentanol-4-one;2-Methyl-4-oxo-2-pentanol;2-Methyl-4-oxopentan-2-ol;4-Hydroxy-2-keto-4-methylpentane;4-Hydroxy-4-methyl-2-oxopentane;4-Methyl-4-hydroxy-2-pentanone;Acetonyldimethylcarbinol;Diacetone alcohol;
PSA 37.30000
LogP 0.73640

Synthetic route

: 67-64-1
acetone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
at 2 - 100℃; for 168h; Temperature;	99.85%
ruthenium trichloride for 24h; Condensation; Heating;	90%
With 1-bromomagnesio-1-bromo-2,2-diphenylcyclopropane In tetrahydrofuran at -60℃; for 0.5h;	80%

: 116997-41-2
4-(1-Methoxy-2-methylprop-1-enyl)-1,1'-biphenyl

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 720-75-2
methyl 4-phenylbenzoate

C: 7472-38-0
1-[(1,1'-biphenyl)-4-yl]-2-hydroxy-2-methylpropan-1-on

D: β,β-Dimethoxy-α,α-dimethyl(1,1'-biphenyl)-4-ethanol

Conditions

Conditions	Yield
With ozone In trichlorofluoromethane at -70℃; for 0.15h; Further byproducts given;	A n/a B 86% C n/a D n/a

...Expand

: 67-64-1
acetone

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 504-20-1
phorone

C: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With titanium tetrachloride; NCNMe2 In benzene at 25℃;	A 82% B 2% C 8%
With sodium hydroxide In benzene at 40℃; Mechanism; Kinetics; benzyltriethylammonium chloride presence;
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene at 40℃; reaction order, effect of concentration on the initial rate;
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene at 40℃; Mechanism; effect concentrations, initial rate;
With MgO/ZrO2 mixed oxides at 249.84℃;

...Expand

: 29882-07-3
4-chlorobutanal dimethyl acetal

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 91988-32-8
4-iodobutyraldehyde dimethyl acetal

C: 77406-93-0
4-iodobutyraldehyde

Conditions

Conditions	Yield
With sodium iodide In acetone at 56℃; for 10h;	A n/a B 80% C n/a

...Expand

: 100-44-7
benzyl chloride

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 100-86-7
2-Methyl-1-phenyl-2-propanol

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide for 5h; electrolysis;	A n/a B 75%

...Expand

: 57283-21-3
4-(tetrahydropyranyl-2-oxy)-4-methyl-2-pentanone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In methanol at 20℃; for 12h;	74%

: 67-64-1
acetone

: cis/trans-1,1,2-tribromo-3-phenylcyclopropane

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 2-(3-phenylcyclopropenyl)-propan-2-ol

Conditions

Conditions	Yield
Stage #1: cis/trans-1,1,2-tribromo-3-phenylcyclopropane With methyllithium at -80 - 20℃; for 0.5h; Stage #2: acetone	A n/a B 73%
Stage #1: cis/trans-1,1,2-tribromo-3-phenylcyclopropane With methyllithium In diethyl ether at -82 - 20℃; for 0.966667h; Inert atmosphere; Stage #2: acetone In diethyl ether at -60 - 20℃; Inert atmosphere;	A n/a B 106 mg

...Expand

: 4-(1-ethoxyethoxy)-4-methyl-2-pentanone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In methanol at 20℃; for 10h;	70%

: 4-(tetrahydrofuranyl-2-oxy)-4-methyl-2-pentanone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In methanol at 20℃; for 12h;	70%

: 123934-62-3
5-(trifluoroacetamido)pentyl trifluoroacetate

: 74-88-4
methyl iodide

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 123934-63-4
N-methyl-N-(5-hydroxy-1-pentyl)trifluoroacetamide

Conditions

Conditions	Yield
With potassium hydroxide In acetone for 0.0833333h; Heating;	A n/a B 63%

...Expand

: 2168-84-5
methyl dithioacetate

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 85433-71-2
3-Hydroxy-3-methyl-butandithiosaeure-methylester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at -20℃; for 1.58333h;	A n/a B 60%

...Expand

: 1833-53-0
2-(Trimethylsilyloxy)propene

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 2,2,3-trimethyl-3-(trimethylsiloxy)oxetane

Conditions

Conditions	Yield
at 0 - 5℃; for 2h;	A n/a B 55%

...Expand

: 67-64-1
acetone

: 770735-80-3
C14H21ClO2

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 39163-29-6, 117780-10-6
1,4,5,6,7,7a-hexahydro-inden-2-one

C: 3-(1-hydroxy-1-methyl-ethyl)-5,6,7,7a-tetrahydro-1H,4H-inden-2-one

Conditions

Conditions	Yield
Stage #1: C14H21ClO2 With N,N-dimethyl-1-naphthalenamine; lithium In tetrahydrofuran at -65℃; for 2h; Stage #2: acetone In tetrahydrofuran at -65 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran at 20℃; Further stages.;	A n/a B 35% C 51%

...Expand

: 107-41-5
2-methyl-2,4-pentanediol

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 67-64-1
acetone

Conditions

Conditions	Yield
With air; hydroxide at 24.85℃; under 760 Torr; Kinetics;	A 49% B 27%

: 107-41-5
2-methyl-2,4-pentanediol

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With methyl nitrite; nitrogen(II) oxide at 22.85℃; under 740 Torr; Kinetics; Irradiation;	47%
With ruthenium trichloride; sodium hydroxide; potassium hexacyanoferrate(III) at 30℃; Mechanism; Thermodynamic data; Rate constant; ΔH(excit.), ΔS(excit.); other alcohols; effect of the reagents' concentration on the initial rate, kinetic isotope effect;
With sodium hydroxide; hexacyanoferrate(II); ruthenium(III) In water at 30℃; Kinetics; Further Variations:; Catalysts;

: 74087-85-7
3,3-dimethyldioxirane

: 108-10-1
4-methyl-2-pentanone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 1637-25-8
4-(acetyloxy)-4-methyl-2-pentanone

C: 68113-54-2
1-(acetyloxy)-4-methyl-2-pentanone

D: 135274-69-0
3-(acetyloxy)-4-methyl-2-pentanone

Conditions

Conditions	Yield
In acetone Heating; Yields of byproduct given;	A n/a B 46.5% C n/a D n/a
In acetone Heating; Yield given. Yields of byproduct given;

...Expand

: 2,4,6‑trimethyl‑N’‑(1‑phenylethylidene)benzenesulfonohydrazide

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 25982-72-3
2-methyl-3-phenyl-but-3-en-2-ol

C: C12H16O2S

Conditions

Conditions	Yield
Stage #1: N-(2,4,6-trimethylbenzenesulfonyl)acetophenonehydrazone With n-butyllithium In tetrahydrofuran; hexane at -78 - -65℃; Inert atmosphere; Stage #2: acetone In tetrahydrofuran; hexane	A n/a B 39% C 33%

...Expand

: 1670-46-8
2-acetylcyclopentanaone

A: 110-88-3
1,3,5-Trioxan

B: 96-48-0
4-butanolide

C: 108-55-4
glutaric anhydride,

D: 64-18-6
formic acid

E: 110-94-1
1,5-pentanedioic acid

F: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

G: 26976-72-7
4-acetoxybutyric acid

H: 85951-55-9
5,6-dioxo-n-heptanoic acid

I: 1262892-77-2
2-acetyl-2-hydroxycyclopentanone

J: 52789-75-0
2-acetoxycyclopentanone

K: 1167443-17-5
2-acetyl-2-hydroxymethylcyclopentanone

L: 1426960-55-5
1,1'-diacetyl-1,1'-bicyclopentyl-2,2'-dione

M: 89540-15-8
2-acetyl-2,3-epoxycyclopentanone

N: 64-19-7
acetic acid

Conditions

Conditions	Yield
With oxygen; calcium chloride In acetone at 57℃; for 30h;	A 1% B 2% C 7% D n/a E 7% F 0.014 g G 2% H 13% I 38% J 2% K 5% L 11% M 2% N n/a

...Expand

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 108-10-1
4-methyl-2-pentanone

Conditions

Conditions	Yield
With CaO#dotPd at 120℃; under 21002.1 Torr; for 5h; Reagent/catalyst; Autoclave; Green chemistry;	A n/a B 23.9%
With calcium hydroxide; copper(II) chromite In water at 260℃; for 17h; Direct aqueous phase reforming; Inert atmosphere;

: 67-64-1
acetone

(NO)I2>: (NO)I2>

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

C: 78570-32-8
6-hydroxy-2,4-6,8,8-pentamethyl-1,5-diazabicyclo[3.3.0]octa-1,3-dien-1-onium iodide

D (NO)I(OEt)>, <(NO)I>2(μ-O)>: (NO)I(OEt)>, <(NO)I>2(μ-O)>

Conditions

Conditions	Yield
for 72h; Heating;	A n/a B 5 % Chromat. C 22% D n/a

...Expand

: 67-64-1
acetone

A: 78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one

B: 141-79-7
4-methyl-pent-3-en-2-one

C: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

D: 108-67-8
1,3,5-trimethyl-benzene

Conditions

Conditions	Yield
aluminum oxide at 360℃; Condensation; cyclization;	A 11% B n/a C n/a D n/a
aluminum oxide at 360℃; Product distribution; Further Variations:; Catalysts; Temperatures; Condensation; cyclization;
With MgO/ZrO2 mixed oxides at 249.84℃;

...Expand

: 13635-04-6
3-hydroxy-3-methylbutyronitrile

: 75-16-1
methylmagnesium bromide

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With diethyl ether

...Expand

: 13635-04-6
3-hydroxy-3-methylbutyronitrile

: methyl magnesium (1+); bromide

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

...Expand

: 823192-27-4
2,3,5-trimethyl-2,3,5-hexanetriol

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid

: 75-07-0
acetaldehyde

: 67-64-1
acetone

A: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

B: 4161-60-8
4-hydroxypentan-2-one

Conditions

Conditions	Yield
With potassium hydroxide at 5℃;

...Expand

: 60-29-7
diethyl ether

: butan-1-ol; magnesium bromide-butylate

: 67-64-1
acetone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

...Expand

: 623-11-0
1-methyl-4-nitrosobenzene

: 67-64-1
acetone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
at 23℃; Gleichgewicht;

: 917-58-8
potassium ethoxide

: 67-64-1
acetone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
at 15℃; Gleichgewicht;

: 1066-26-8
sodium acetylide

: 67-64-1
acetone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 67-64-1
acetone

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

Conditions

Conditions	Yield
at 30 - 75℃; Kinetics; mit sauren Kationen-Austauschern;
at 30 - 75℃; mit sauren Kationen-Austauschern;
With (Ph3P)3CoCH3 at -23 - 25℃; for 24h;

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 107-41-5
2-methyl-2,4-pentanediol

Conditions

Conditions	Yield
With hydrogen In water at 120℃; under 7500.75 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Solvent;	100%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;	83%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h;	53%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 13220-57-0
tryptanthrine

: 6-hydroxy-6-(2-oxo-4-hydroxy-4-methylpentyl)-indolo[2,1-b]quinazolin-12-one

Conditions

Conditions	Yield
With potassium carbonate In ethanol; glycerol	100%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 5799-84-8
1-bromo-4-hydroxy-4-methylpentan-2-one

Conditions

Conditions	Yield
With bromine In methanol at 0 - 23℃; for 3h;	99%
With bromine In methanol at 0℃; for 3h;	97.9%
With bromine In methanol at 0℃; for 3h;	97.9%
With bromine In diethyl ether

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 108-24-7
acetic anhydride

: 1637-25-8
4-(acetyloxy)-4-methyl-2-pentanone

Conditions

Conditions	Yield
With magnesium(II) perchlorate at 20℃; for 6h;	98%
With iodine for 0.5h; Ambient temperature;	95%
With lithium perchlorate at 40℃; for 18h;	90%

: 110-87-2
3,4-dihydro-2H-pyran

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 57283-21-3
4-(tetrahydropyranyl-2-oxy)-4-methyl-2-pentanone

Conditions

Conditions	Yield
With N.N'-bis[3,5-bis(trifluoromethyl)phenyl]thiourea at 20℃; for 18h;	98%
With poly-p-styryl-acetonyltriphenylphosphonium bromide In dichloromethane at 20℃; for 15h;	96%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 109467-00-7
2-amino-5-methyl-benzaldehyde

: 877-43-0
2,6-dimethylquinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	98%

: 43112-38-5
3-(trimethylsilyl)-2-oxazolidinone

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 55816-61-0
(4-Oxo-2-methyl-2-pentoxy)trimethylsilane

Conditions

Conditions	Yield
chloro-trimethyl-silane at 20℃; for 0.166667h;	97%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 67-64-1
acetone

Conditions

Conditions	Yield
With calcium hydroxyapatite at 99.84℃; Flow reactor;	97%
In xylene at 178.1℃; Rate constant; deuterium isotope effects in the thermal decomposition;	95%
aluminum oxide In methanol at 115℃; Mechanism; other temperature, flow velocity;

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: CH3Li*CeCl3

: 24892-49-7, 139687-48-2
2,4-dimethylpentane-2,4-diol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;	97%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: TaCl3(C4H4BN(CH(CH3)2)2)

: TaCl3(C4H4BNH(CH(CH3)2)2)(OC(CH3)2CH2C(CH3)O)

Conditions

Conditions	Yield
In benzene room temp.; crystn. (conc. pentane soln., -35°C); elem. anal.;	97%

: 75-77-4
chloro-trimethyl-silane

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 55816-61-0
(4-Oxo-2-methyl-2-pentoxy)trimethylsilane

Conditions

Conditions	Yield
With triethylamine In diethyl ether	95%
With 1H-imidazole In dichloromethane at 0℃; for 6h;

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: C4H9Li*CeCl3

: 7177-01-7
2,4-dimethyl-2,4-octanediol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;	95%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: C6H5Li*CeCl3

: 21133-79-9
2-methyl-4-phenyl-pentane-2,4-diol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;	95%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: C8H5Li*CeCl3

: 108013-89-4
2,4-dimethyl-6-phenyl-5-hexyne-2,4-diol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;	95%

: 1191-99-7
2,3-dihydro-2H-furan

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 4-(tetrahydrofuranyl-2-oxy)-4-methyl-2-pentanone

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In dichloromethane at 20℃; for 15h;	95%

: 1641-40-3
pyrocatechol phosphorochloridite

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 1232839-42-7
4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one

Conditions

Conditions	Yield
With triethylamine In diethyl ether at -15 - 20℃; for 3h; Inert atmosphere;	95%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 64-04-0
phenethylamine

: 52007-97-3
N-isopropyl-N-(2-phenylethyl)amine

Conditions

Conditions	Yield
With ammonium hexafluorophosphate; trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen In methanol at 85℃; under 3750.38 Torr; for 16h; Inert atmosphere;	95%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 25290-14-6
4-Hydroxy-heptan-2-on

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 5609-09-6, 69668-88-8, 1119-44-4
3-hepten-2-one

Conditions

Conditions	Yield
With sulfuric acid In water at 100 - 120℃; for 8h;	A 92.56% B 94.48%

...Expand

: 16681-78-0
2-methyltetrazole

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 1-(1,1-dimethyl-3-oxo-butyl)-3-methyl-3H-tetrazol-1-ium; perchlorate

Conditions

Conditions	Yield
With perchloric acid In water at 20℃; for 48h; Substitution;	94%

: 21788-28-3
1-(4-methoxyphenyl)-1H-tetrazole

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 2-(1,1-dimethyl-3-oxo-butyl)-4-(4-methoxy-phenyl)-4H-tetrazol-2-ium; perchlorate

Conditions

Conditions	Yield
With perchloric acid In water at 20℃; for 12h; Substitution;	94%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 146829-56-3
2-amino-5-fluoro benzaldehyde

: 1128-61-6
6-fluoro-2-methyl-quinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	94%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 20028-53-9
2-amino-5-chlorobenzaldehyde

: 92-46-6
6-chloro-2-methylquinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	94%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 35490-90-5
2-amino-6-chlorobenzaldehyde

: 4964-69-6
2-methyl-5-chloroquinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	93%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 74-88-4
methyl iodide

: 24892-49-7, 139687-48-2
2,4-dimethylpentane-2,4-diol

Conditions

Conditions	Yield
With magnesium In diethyl ether Ambient temperature;	92%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 4-(4-methoxy-benzyloxy)-4-methyl-pentan-2-one

Conditions

Conditions	Yield
lanthanum(lll) triflate In toluene at 20℃; for 0.0833333h;	92%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 29124-57-0
2-amino-5-bromobenzaldehyde

: 877-42-9
6-Bromo-2-methyl-quinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	92%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

A: 141-79-7
4-methyl-pent-3-en-2-one

B: 109-89-7
diethylamine

Conditions

Conditions	Yield
With hexaethylphosphoric triamide at 190℃; further reagent;	A 26.8% B 91.3%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 529-23-7
2-aminobenzaldehyde

: 91-63-4
2-methylquinoline

Conditions

Conditions	Yield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube; stereoselective reaction;	91%
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate In toluene at 70℃; Inert atmosphere; Schlenk technique; chemoselective reaction;	91%

: 123-42-2
4-Hydroxy-4-methyl-2-pentanone

: 109-92-2
ethyl vinyl ether

: 4-(1-ethoxyethoxy)-4-methyl-2-pentanone

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In dichloromethane at 20℃; for 15h;	90%

4-Hydroxy-4-methyl-2-pentanone Chemical Properties

IUPAC Name: 4-hydroxy-4-methylpentan-2-one
Synonyms of Diacetone alcohol (CAS NO.123-42-2): 2-Methyl-2-pentanol-4-one ; 4-Hydroxy-2-keto-4-methylpentane ; Diacetonalcohol ; Dimethyl acetonyl carbinol ; 2-Pentanone, 4-hydroxy-4-methyl-
CAS NO: 123-42-2
Molecular Formula: C₆H₁₂O₂
Molecular Weight: 116.16
Molecular Structure:
EINECS: 204-626-7
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 37.3 Å²
Index of Refraction: 1.426
Molar Refractivity: 31.37 cm³
Molar Volume: 122.2 cm³
Surface Tension: 30.6 dyne/cm
Density: 0.95 g/cm³
Flash Point: 61.7 °C
Enthalpy of Vaporization: 47.1 kJ/mol
Boiling Point: 168.1 °C at 760 mmHg
Vapour Pressure: 0.539 mmHg at 25°C
Melting Point: -42.8 °C
Water Solubility: Miscible
Appearance: Clear, colorless liquid
Product Categories of Diacetone alcohol (CAS NO.123-42-2): Industrial/Fine Chemicals
Stability: Stable. Flammable. Incompatible with strong oxidizing agents, amines, ammonia, strong acids, strong bases, alkalies, aluminium

4-Hydroxy-4-methyl-2-pentanone Uses

Uses of Diacetone alcohol (CAS NO.123-42-2) :
Diacetone alcohol is used in cellulose ester lacquers, particularly of the brushing type, where it produces brilliant gloss and hard film and where its lack of odor is desirable. Besides Diacetone alcohol is also used in lacquer thinners, dopes, wood stains, wood preservatives and printing pastes; in coating compositions for paper and textiles; in making artificial silk and leather; in imitation gold leaf; in celluloid cements; as a preservative for animal tissue; in metal cleaning compounds; in the manufacture of photographic film; and in hydraulic brake fluids, where it is usually mixed with an equal volume of castor oil.

4-Hydroxy-4-methyl-2-pentanone Production

Preparation of Diacetone alcohol (CAS NO.123-42-2) entails the Ba(OH)₂-catalyzed condensation of two molecules of acetone. It undergoes dehydration to give the α,β-unsaturated ketone, mesityl oxide: Hydrogenation of mesityl oxide gives the industrial solvent, methyl isobutyl ketone .

4-Hydroxy-4-methyl-2-pentanone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
human	TCLo	inhalation	100ppm (100ppm)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: HEADACHE GASTROINTESTINAL: NAUSEA OR VOMITING	Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 21, 1974.
human	TCLo	inhalation	400ppm (400ppm)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 21, 1974.
mouse	LD50	intraperitoneal	933mg/kg (933mg/kg)		Shell Chemical Company. Unpublished Report. Vol. -, Pg. 3, 1961.
mouse	LD50	oral	3950mg/kg (3950mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 669, 1956.
rabbit	LD50	skin	13500mg/kg (13500mg/kg)		Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 21, 1974.
rabbit	LDLo	intramuscular	2792mg/kg (2792mg/kg)	BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 175, 1928.
rabbit	LDLo	intravenous	2792mg/kg (2792mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 175, 1928.
rabbit	LDLo	oral	4653mg/kg (4653mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 175, 1928.
rat	LCLo	inhalation	1000ppm/4H (1000ppm)		National Technical Information Service. Vol. OTS0557741,
rat	LD50	oral	2520mg/kg (2520mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LIVER: OTHER CHANGES	National Technical Information Service. Vol. OTS0557732,
rat	LDLo	intravenous	3024mg/kg (3024mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA	Journal of Pharmacology and Experimental Therapeutics. Vol. 33, Pg. 175, 1928.

4-Hydroxy-4-methyl-2-pentanone Consensus Reports

Reported in EPA TSCA Inventory.

4-Hydroxy-4-methyl-2-pentanone Safety Profile

Safety Information for Diacetone alcohol(123-42-2)
Hazard Codes: Irritant Xi
Risk Statements: 36
36: Irritating to eyes
Safety Statements: 24/25
S24/25: Avoid contact with skin and eyes.
RIDADR: UN 1148 3/PG 3
WGK: Germany 1
RTECS: SA9100000
F: 9
HazardClass: 3
PackingGroup: III
Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. Human systemic effects by inhalation: headache, nausea or vomiting, eye and pulmonary changes. A skin, mucous membrane, and severe eye irritant. Can cause anemia and damage to liver and kidneys. Narcotic in high concentration. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. Explosive in the form of vapor when exposed to heat or flame. To fight fire, use alcohol foam, foam, CO₂, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

4-Hydroxy-4-methyl-2-pentanone Standards and Recommendations

OSHA PEL: TWA 50 ppm
ACGIH TLV: TWA 50 ppm
DFG MAK: 50 ppm (240 mg/m³)
NIOSH REL: (Ketones) TWA 240 mg/m³
DOT Classification: 3; Label: Flammable Liquid

4-Hydroxy-4-methyl-2-pentanone Analytical Methods

For occupational chemical analysis use NIOSH: Alcohols III, 1402.

4-Hydroxy-4-methyl-2-pentanone Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors can travel to a source of ignition and flash back. Will burn if involved in a fire. Containers may explode in the heat of a fire. Combustible liquid.
Extinguishing Media: Use water spray to cool fire-exposed containers. Use dry chemical, carbon dioxide, or alcohol-resistant foam.
Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container.

Product Name

4-Hydroxy-4-methyl-2-pentanone

Synthetic route

4-Hydroxy-4-methyl-2-pentanone Chemical Properties

4-Hydroxy-4-methyl-2-pentanone Uses

4-Hydroxy-4-methyl-2-pentanone Production

4-Hydroxy-4-methyl-2-pentanone Toxicity Data With Reference

4-Hydroxy-4-methyl-2-pentanone Consensus Reports

4-Hydroxy-4-methyl-2-pentanone Safety Profile

4-Hydroxy-4-methyl-2-pentanone Standards and Recommendations

4-Hydroxy-4-methyl-2-pentanone Analytical Methods

4-Hydroxy-4-methyl-2-pentanone Specification

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