Product Name

  • Name

    2-Hydroxyisobutyric acid

  • EINECS 209-848-8
  • CAS No. 594-61-6
  • Article Data152
  • CAS DataBase
  • Density 11412
  • Solubility Soluble in water, ether, alcohol, methanol and hot benzene.
  • Melting Point 76-80 °C(lit.)
  • Formula C4H8O3
  • Boiling Point 84 °C 1.5 mm Hg(lit.)
  • Molecular Weight 104.106
  • Flash Point 114 °C/12mm
  • Transport Information
  • Appearance white to off-white needle-like crystals
  • Safety 26-39-25-36
  • Risk Codes 37/38-41-36/37/38
  • Molecular Structure Molecular Structure of 594-61-6 (2-Hydroxyisobutyric acid)
  • Hazard Symbols IrritantXi
  • Synonyms Isobutyricacid, a-hydroxy- (3CI);Lactic acid, 2-methyl-(8CI);2-Hydroxy-2-methylpropanoic acid;2-Hydroxyisobutyricacid;2-Methyllactic acid;Acetonic acid;Hydroxydimethylacetic acid;NSC402158;NSC 4505;a-HIB;a-Hydroxy-a-methylpropanoicacid;a-Hydroxyisobutanoic acid;
  • PSA 57.53000
  • LogP -0.15810

Synthetic route

2-methyl-2-sulphatopropionamide
49562-37-0

2-methyl-2-sulphatopropionamide

2-hydroxyisobutyramide
13027-88-8

2-hydroxyisobutyramide

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With methanesulfonic acid; water at 130℃; under 1875.19 Torr; for 1h; Product distribution / selectivity;99.3%
With nitromethane; water at 120℃; under 1875.19 Torr; for 1h; Product distribution / selectivity;98%
With water; acetic acid at 130℃; under 1875.19 Torr; for 1h; Product distribution / selectivity;98.8%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-methylpropanenitrile With sulfuric acid; water; 1-Nitropropane at 40 - 55℃; for 0.5h;
Stage #2: With water; 1-Nitropropane at 130℃; for 1h; Product distribution / selectivity;
99.2%
Stage #1: 2-hydroxy-2-methylpropanenitrile With nitromethane; sulfuric acid; water at 40 - 55℃; for 0.25 - 0.5h;
Stage #2: With nitromethane; water at 120 - 130℃; for 0.5 - 1h; Product distribution / selectivity;
98%
Stage #1: 2-hydroxy-2-methylpropanenitrile With Nitroethane; sulfuric acid; water at 40 - 55℃; for 0.333333h;
Stage #2: With Nitroethane; water at 120 - 130℃; for 0.75 - 1h; Product distribution / selectivity;
98%
2-isopropylidene-1,3-benzodithiole
54030-60-3

2-isopropylidene-1,3-benzodithiole

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

1,2-benzenedisulfonyl dichloride
6461-76-3

1,2-benzenedisulfonyl dichloride

Conditions
ConditionsYield
With chlorine In water; tert-butyl alcohol at 0 - 5℃; for 2h;A 77%
B 95%
ethyl 2-hydroxy-2,2-dimethylethanoate
80-55-7

ethyl 2-hydroxy-2,2-dimethylethanoate

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃;89%
cyanohydrin

cyanohydrin

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether85%
methanol
67-56-1

methanol

2-methyl-2-sulphatopropionamide
49562-37-0

2-methyl-2-sulphatopropionamide

2-hydroxyisobutyramide
13027-88-8

2-hydroxyisobutyramide

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

methyl 2-hydroxy-2-methylpropionate
2110-78-3

methyl 2-hydroxy-2-methylpropionate

Conditions
ConditionsYield
With water; acetic acid at 115℃; under 1875.19 Torr; for 1h; Product distribution / selectivity;A 19.2%
B 81.5%
chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

1-benzyl-4-methyl-1,2-dihydro-pyrazol-3-one
53409-18-0

1-benzyl-4-methyl-1,2-dihydro-pyrazol-3-one

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

2-methyllactic acid
594-61-6

2-methyllactic acid

C

2-chloro-2-methylpropanoic acid
594-58-1

2-chloro-2-methylpropanoic acid

D

2-(1-benzyl-4-methyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid
68430-08-0

2-(1-benzyl-4-methyl-1H-pyrazol-3-yloxy)-2-methyl-propionic acid

Conditions
ConditionsYield
With sodium hydroxide at 49 - 54℃; Further byproducts given;A 0.07 mol
B 0.15 mol
C n/a
D 77.2%
(8aS)-3,3-dimethyl-1,4-dioxo-3,4,6,7,8,8a-hexahydro-1H-pyrrolo<2,1-c><1,4>oxazine
133585-73-6

(8aS)-3,3-dimethyl-1,4-dioxo-3,4,6,7,8,8a-hexahydro-1H-pyrrolo<2,1-c><1,4>oxazine

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With potassium hydroxide; water for 2h; Heating;63%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

A

propene
187737-37-7

propene

B

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

C

2-methyllactic acid
594-61-6

2-methyllactic acid

D

carbon dioxide
124-38-9

carbon dioxide

E

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

F

acetone
67-64-1

acetone

Conditions
ConditionsYield
With barium hexa-aluminate In water at 250℃; under 15001.5 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere;A n/a
B 50%
C n/a
D n/a
E n/a
F n/a
dimethylacetylene
503-17-3

dimethylacetylene

A

1-oxiranyl-ethanone
4401-11-0

1-oxiranyl-ethanone

B

2,2,5,5-Tetramethyl-1,3-dioxolane-4-one
4560-54-7

2,2,5,5-Tetramethyl-1,3-dioxolane-4-one

C

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone for 20h; Ambient temperature;A n/a
B 3%
C 42%
dimethylacetylene
503-17-3

dimethylacetylene

acetone
67-64-1

acetone

A

1-oxiranyl-ethanone
4401-11-0

1-oxiranyl-ethanone

B

2,2,5,5-Tetramethyl-1,3-dioxolane-4-one
4560-54-7

2,2,5,5-Tetramethyl-1,3-dioxolane-4-one

C

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With 3,3-dimethyldioxirane for 20h; Ambient temperature;A n/a
B 3%
C 42%
With 3,3-dimethyldioxirane for 20h; Product distribution; Mechanism; Ambient temperature;A n/a
B 3%
C 42%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

hex-1-ene-2,5-dicarboxylic acid
5363-70-2

hex-1-ene-2,5-dicarboxylic acid

C

isopropyl alcohol
67-63-0

isopropyl alcohol

D

acetone
67-64-1

acetone

Conditions
ConditionsYield
With water at 230℃; for 1h; sealed tube; Further byproducts given;A 10.4%
B n/a
C n/a
D n/a
tetrachloromethane
56-23-5

tetrachloromethane

α-(α-hydroxy-isobutyryloxy)-isobutyric acid amide
855636-80-5

α-(α-hydroxy-isobutyryloxy)-isobutyric acid amide

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

2-hydroxyisobutyramide
13027-88-8

2-hydroxyisobutyramide

Conditions
ConditionsYield
beim kurzem Kochen;
2-Methyl-1,2-propanediol
558-43-0

2-Methyl-1,2-propanediol

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With nitric acid; vanadia; dinitrogen tetraoxide
With sodium nitrate; nitric acid; dinitrogen tetraoxide
With sodium hydroxide at 250℃;
With potassium hydroxide; water; cadmium(II) oxide
4-methyl-pent-3-en-2-one
141-79-7

4-methyl-pent-3-en-2-one

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With permanganate(VII) ion
1-Nitro-2-methyl-1-propen
1606-30-0

1-Nitro-2-methyl-1-propen

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With hydrogenchloride
3-Hydroxy-3-methyl-2-butanone
115-22-0

3-Hydroxy-3-methyl-2-butanone

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With calcium chloride at 95 - 97℃;
2,5,5-trimethyl-2-phenyl-[1,3]dioxolan-4-one

2,5,5-trimethyl-2-phenyl-[1,3]dioxolan-4-one

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
Hydrolysis;
α,α'-(dinitroso-hydrazo)-di-isobutyric acid

α,α'-(dinitroso-hydrazo)-di-isobutyric acid

A

2-methyllactic acid
594-61-6

2-methyllactic acid

B

α-(hydroxy-nitroso-amino)-isobutyric acid
877927-16-7

α-(hydroxy-nitroso-amino)-isobutyric acid

Conditions
ConditionsYield
With sodium phosphate
With alkali
With sodium borate
methylbutane
78-78-4

methylbutane

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With nitric acid
2-methyl-2,3-butanediol
5396-58-7

2-methyl-2,3-butanediol

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With nitric acid
1-bromo-3-methyl-butane-2,3-diol
134187-50-1

1-bromo-3-methyl-butane-2,3-diol

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With nitric acid
4-bromo-2-methyl-pentane-2,3-diol

4-bromo-2-methyl-pentane-2,3-diol

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With nitric acid
2-bromo-2-methylpropanal
13206-46-7

2-bromo-2-methylpropanal

A

2-Methyl-1,2-propanediol
558-43-0

2-Methyl-1,2-propanediol

B

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With sodium hydroxide
2-bromo-2-methylpropanal
13206-46-7

2-bromo-2-methylpropanal

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With chromic acid
1-chloro-5-methyl-hexa-2,4-diene
101456-00-2

1-chloro-5-methyl-hexa-2,4-diene

A

Tetramethyl-[1,2,4,5]tetroxan
1073-91-2

Tetramethyl-[1,2,4,5]tetroxan

B

formic acid
64-18-6

formic acid

C

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
bei der Ozonolyse;
1-chloro-5-methyl-hexa-2,4-diene
101456-00-2

1-chloro-5-methyl-hexa-2,4-diene

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With potassium permanganate; water
Ozonolyse;
With potassium permanganate; acetone
2-chloro-2-methylpropanoic acid
594-58-1

2-chloro-2-methylpropanoic acid

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With water at 180℃;
2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With water
With barium dihydroxide
With sodium hydroxide
With sodium carbonate
3,4-Dibromo-2,5-dimethylhexa-2,4-diene
88919-69-1

3,4-Dibromo-2,5-dimethylhexa-2,4-diene

2-methyllactic acid
594-61-6

2-methyllactic acid

Conditions
ConditionsYield
With potassium permanganate; potassium carbonate
2-methyllactic acid
594-61-6

2-methyllactic acid

4-bromodeacetyl colchicine

4-bromodeacetyl colchicine

4-bromo-N-(2-hydroxy-2-methylpropionyl)deacetyl colchicine

4-bromo-N-(2-hydroxy-2-methylpropionyl)deacetyl colchicine

Conditions
ConditionsYield
Stage #1: 2-methyllactic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 4-bromodeacetyl colchicine In N,N-dimethyl-formamide at 20℃;
100%
octanol
111-87-5

octanol

2-methyllactic acid
594-61-6

2-methyllactic acid

octyl 2-hydroxy-2-methylpropanoate
100386-17-2

octyl 2-hydroxy-2-methylpropanoate

Conditions
ConditionsYield
With boric acid In toluene for 21h; Heating;99%
With boric acid In toluene for 21h; Heating;99%
2-methyllactic acid
594-61-6

2-methyllactic acid

phenethylamine
64-04-0

phenethylamine

N-benzyl-2-hydroxy-2-methylpropanamide
100369-89-9

N-benzyl-2-hydroxy-2-methylpropanamide

Conditions
ConditionsYield
With [2-[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenyl]boronic acid In toluene for 14h; Reagent/catalyst; Time; Solvent; Reflux; Molecular sieve;99%
With dihydroxy-methyl-borane; water In toluene for 17h; Molecular sieve; Reflux;86%
2-methyllactic acid
594-61-6

2-methyllactic acid

6-chloro-1-isopropyl-3-(piperazin-1-yl)-1H-pyrazolo[4,3-c]pyridine

6-chloro-1-isopropyl-3-(piperazin-1-yl)-1H-pyrazolo[4,3-c]pyridine

1-(4-(6-chloro-1-isopropyl-1H-pyrazolo[4,3-c]pyridin-3-yl)piperazin-1-yl)-2-hydroxy-2-methylpropan-1-one

1-(4-(6-chloro-1-isopropyl-1H-pyrazolo[4,3-c]pyridin-3-yl)piperazin-1-yl)-2-hydroxy-2-methylpropan-1-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 16h;99%
2-methyllactic acid
594-61-6

2-methyllactic acid

3,3,6,6-Tetramethyl-1,4-dioxane-2,5-dione
6713-72-0

3,3,6,6-Tetramethyl-1,4-dioxane-2,5-dione

Conditions
ConditionsYield
at 182℃; under 300.03 Torr; for 10.0667h;98.27%
With methanesulfonic acid In cyclohexane for 60h; Reflux;67%
With toluene-4-sulfonic acid In toluene for 60h; Heating;65%
α-morpholine methyltriethoxysilane
21743-27-1

α-morpholine methyltriethoxysilane

2-methyllactic acid
594-61-6

2-methyllactic acid

3,3,8,8-tetramethyl-5-(morpholin-4-iomethyl)-2,7-dioxo-1,4,6,9-tetraoxa-5-silaspiro[4,4]nonan-5-uide

3,3,8,8-tetramethyl-5-(morpholin-4-iomethyl)-2,7-dioxo-1,4,6,9-tetraoxa-5-silaspiro[4,4]nonan-5-uide

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20℃;98%
In acetone at 20℃;82.5%
2-methyllactic acid
594-61-6

2-methyllactic acid

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

3-hydroxypropyl 2-hydroxy-2-methylpropanoate

3-hydroxypropyl 2-hydroxy-2-methylpropanoate

Conditions
ConditionsYield
With propane-1,3-diyl dinitrite In tetrahydrofuran at 100℃; under 12929 Torr; for 0.5h; Temperature;98%
triethoxy<1-(3-piperidinopropyl)>silane
22491-67-4

triethoxy<1-(3-piperidinopropyl)>silane

2-methyllactic acid
594-61-6

2-methyllactic acid

C14H24NO6Si(1-)*H(1+)

C14H24NO6Si(1-)*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20℃;97.8%
2-methyllactic acid
594-61-6

2-methyllactic acid

N,N-dimethylaminomethyltriethoxysilane
54729-82-7

N,N-dimethylaminomethyltriethoxysilane

1-(N,N-dimethylaminiomethyl)spirobi[4,4-dimethyl-3-oxo(2,5-dioxa-1-silacyclopentan)]ate

1-(N,N-dimethylaminiomethyl)spirobi[4,4-dimethyl-3-oxo(2,5-dioxa-1-silacyclopentan)]ate

Conditions
ConditionsYield
In diethyl ether at 20℃;96.3%
2-methyllactic acid
594-61-6

2-methyllactic acid

Ν,Ν',Ν''-[boroxin-2,4,6-triyltris[[(1R)-3-methylbutane-1,1-diyl]imino(2-oxoethane-2,1-diyl)]]tris(2,5-dichlorobenzamide)
1201903-03-8

Ν,Ν',Ν''-[boroxin-2,4,6-triyltris[[(1R)-3-methylbutane-1,1-diyl]imino(2-oxoethane-2,1-diyl)]]tris(2,5-dichlorobenzamide)

2,5-dichloro-N-(2-([(1R)-1-(4,4-dimethyl-5-oxo-1,3,2-dioxaborolan-2-yl)-3-methylbutyl]amino)-2-oxoethyl)benzamide
1201902-84-2

2,5-dichloro-N-(2-([(1R)-1-(4,4-dimethyl-5-oxo-1,3,2-dioxaborolan-2-yl)-3-methylbutyl]amino)-2-oxoethyl)benzamide

Conditions
ConditionsYield
In ethyl acetate at 25 - 60℃;96%
2-methyllactic acid
594-61-6

2-methyllactic acid

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

5,5-dimethyl-3-phenyl-2,4-oxazolidinedione
24201-26-1

5,5-dimethyl-3-phenyl-2,4-oxazolidinedione

Conditions
ConditionsYield
With silver trifluoroacetate; triethylamine In acetonitrile for 1h; Cyclization; desulfurization; Heating;95%
2-methyllactic acid
594-61-6

2-methyllactic acid

1,10-phenanthroline hydrate
5144-89-8

1,10-phenanthroline hydrate

zinc(II) carbonate
743369-26-8

zinc(II) carbonate

[Zn(2-methyllactate)(1,10-phenanthroline)2](2-methyllactate)*4H2O

[Zn(2-methyllactate)(1,10-phenanthroline)2](2-methyllactate)*4H2O

Conditions
ConditionsYield
In ethanol mixt. of ZnCO3, α-hydroxycarboxylic acid, and diamine in EtOH refluxed for 4 h, allowed to cool to room temp., stirred for 1 wk; recrystd. from nethanol/isopropanol (1/1), dried under vac.; elem. anal.;95%
2-methyllactic acid
594-61-6

2-methyllactic acid

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine
75755-40-7

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine

2-(2-hydroxy-2-methylpropanamido)-N-phenyl-N,2-dimethylpropanamide
1263796-77-5

2-(2-hydroxy-2-methylpropanamido)-N-phenyl-N,2-dimethylpropanamide

Conditions
ConditionsYield
In acetonitrile at 0 - 20℃;95%
2-methyllactic acid
594-61-6

2-methyllactic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-(benzyloxy)-2-methylpropanoate
347400-73-1

benzyl 2-(benzyloxy)-2-methylpropanoate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide94%
Stage #1: 2-methyllactic acid With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;
47%
Stage #1: 2-methyllactic acid With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h;
47%
2-methyllactic acid
594-61-6

2-methyllactic acid

(S)-3-methyl-4-(2-(4-nitrophenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)morpholinehydrochloride

(S)-3-methyl-4-(2-(4-nitrophenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)morpholinehydrochloride

(S)-2-hydroxy-2-methyl-1-(4-(3-methylmorpholino)-2-(4-nitrophenyl)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)propan-1-one
1207369-03-6

(S)-2-hydroxy-2-methyl-1-(4-(3-methylmorpholino)-2-(4-nitrophenyl)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)propan-1-one

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 18h;94%
2-methyllactic acid
594-61-6

2-methyllactic acid

[N,N'-dimethyl-N,N'-bis(2-oxido-5-bromobenzyl)ethylenediamine]titanium(IV) diisopropoxide

[N,N'-dimethyl-N,N'-bis(2-oxido-5-bromobenzyl)ethylenediamine]titanium(IV) diisopropoxide

[N,N'-dimethyl-N,N'-bis(2-oxido-5-bromobenzyl)ethylenediamine](2-methyl-2-oxidopropanoato)titanium(IV)

[N,N'-dimethyl-N,N'-bis(2-oxido-5-bromobenzyl)ethylenediamine](2-methyl-2-oxidopropanoato)titanium(IV)

Conditions
ConditionsYield
In chloroform a soln. of ligand added dropwise to a soln. of Ti complex, stirred for 15 min; evapd. (vac.), suspended in hexanes, filtered, vac.-dried overnight; elem. anal.;94%
2-methyllactic acid
594-61-6

2-methyllactic acid

benzylamine
100-46-9

benzylamine

2-hydroxy-2-methyl-N-benzylpropanamide
103853-77-6

2-hydroxy-2-methyl-N-benzylpropanamide

Conditions
ConditionsYield
With mesocellular siliceous foam-supported boronic acid catalyst In o-xylene at 155℃; for 5h; Sealed tube;94%
With dihydroxy-methyl-borane; water In toluene for 12h; Molecular sieve; Reflux;93%
With [m-(1,4-diazabicyclo[2.2.2]octanekN1:kN4)]hexamethyldialuminum In toluene for 1h; Inert atmosphere; Reflux;60%
2-methyllactic acid
594-61-6

2-methyllactic acid

phenylmethyl 1-piperazinecarboxylate
31166-44-6

phenylmethyl 1-piperazinecarboxylate

Benzyl 4-(2-hydroxy-2-methylpropionyl)piperazine-1-carboxylate
670252-62-7

Benzyl 4-(2-hydroxy-2-methylpropionyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 20℃; for 7h;92.1%
methanol
67-56-1

methanol

2-methyllactic acid
594-61-6

2-methyllactic acid

methyl 2-hydroxy-2-methylpropionate
2110-78-3

methyl 2-hydroxy-2-methylpropionate

Conditions
ConditionsYield
With 4-(dihydroxyboranyl)-1-methylpyridin-1-ium iodide for 15h; Heating;92%
With zinc(II) chloride at 60℃; for 6h; sealed tube;83%
With thionyl chloride81%
2-methyllactic acid
594-61-6

2-methyllactic acid

butan-1-ol
71-36-3

butan-1-ol

α-hydroxy-isobutyric acid butyl ester
816-50-2

α-hydroxy-isobutyric acid butyl ester

Conditions
ConditionsYield
With salicylaldehyde at 100℃; for 36h; Inert atmosphere; chemoselective reaction;92%
With copper(II) sulfate
(S)-valinol
2026-48-4

(S)-valinol

2-methyllactic acid
594-61-6

2-methyllactic acid

(S)-4,5-dihydro-α,α-dimethyl-4-isopropyloxazole-2-ethanol
155631-48-4

(S)-4,5-dihydro-α,α-dimethyl-4-isopropyloxazole-2-ethanol

Conditions
ConditionsYield
In xylene for 30h; Heating;92%
In xylene for 30h; Condensation; Heating;31%
In para-xylene for 28h; Heating;22%
2-methyllactic acid
594-61-6

2-methyllactic acid

3-dimethylamino-2,2-dimethyl-2H-azirine
54856-83-6

3-dimethylamino-2,2-dimethyl-2H-azirine

2-(2-hydroxy-2-methylpropionamido)-N,N,2-trimethylpropionamid
111492-12-7

2-(2-hydroxy-2-methylpropionamido)-N,N,2-trimethylpropionamid

Conditions
ConditionsYield
In acetonitrile for 2h; Ambient temperature;92%
2-methyllactic acid
594-61-6

2-methyllactic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-hydroxy-2-methylpropanoate
19444-23-6

benzyl 2-hydroxy-2-methylpropanoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In dichloromethane at 20℃; for 48h;92%
With N-ethyl-N,N-diisopropylamine In acetonitrile91%
Stage #1: 2-methyllactic acid With sodium hydride In tetrahydrofuran; mineral oil at 5 - 20℃; for 1h;
Stage #2: benzyl bromide With potassium iodide at 100℃; for 3h; Microwave irradiation;
83%
With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate In dichloromethane; water at 20℃; for 60h;70%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile
d(4)-methanol
811-98-3

d(4)-methanol

2-methyllactic acid
594-61-6

2-methyllactic acid

C5H7(2)H3O3

C5H7(2)H3O3

Conditions
ConditionsYield
With 4-(dihydroxyboranyl)-1-methylpyridin-1-ium iodide for 15h; Reflux;92%
2-methyllactic acid
594-61-6

2-methyllactic acid

N-(5-hydroxypentyl)-4-phenylbutanamide

N-(5-hydroxypentyl)-4-phenylbutanamide

5-(4-phenylbutanamido)pentyl 2-hydroxy-2-methylpropanoate

5-(4-phenylbutanamido)pentyl 2-hydroxy-2-methylpropanoate

Conditions
ConditionsYield
With boric acid In toluene for 22h; Heating;91%
2-methyllactic acid
594-61-6

2-methyllactic acid

ethylene glycol
107-21-1

ethylene glycol

2-methyl-2-propenoic acid 2-hydroxyethyl ester
868-77-9

2-methyl-2-propenoic acid 2-hydroxyethyl ester

Conditions
ConditionsYield
calcinated cesium carbonate and titan oxide on silica at 320℃; Gas phase;90.4%
calcinated cesium nitrate on silica In water at 320℃; Gas phase;89.2%
at 320℃; Gas phase;88%
2-methyllactic acid
594-61-6

2-methyllactic acid

N-(2-adamantyl)amine
13074-39-0

N-(2-adamantyl)amine

N-adamantan-2-yl-2-hydroxy-2-methyl-propionamide

N-adamantan-2-yl-2-hydroxy-2-methyl-propionamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In dichloromethane at 20℃; for 2h; Condensation;90%

2-hydroxyisobutyric acid Chemical Properties

The molecular formula of 2-hydroxyisobutyric acid(594-61-6) is C4H8O and its formula weight is  104.1.
2-hydroxyisobutyric acid(594-61-6) has a  melting point of  76-80 °C(lit.). The boiling point is 84 °C1.5 mm Hg(lit.).  Its flash point is  114°C/12mm and the vapor pressure is 0.04 (25°C).
The chemical synonyms of 2-hydroxyisobutyric acid(594-61-6) are RARECHEM AL BO 0199;(CH3)2COHCOOH;2-hydroxy-2-methyl-propanoicaci;alpha-Hydroxyisobutanoic acid;Hydroxydimethylacetic acid;Hydroxyisobutyricacid;Lactic acid, 2-methyl-;Lactic acid, 2-methyl-, L-
The molecular structure of 2-hydroxyisobutyric acid(594-61-6):

2-hydroxyisobutyric acid Uses

Used in organic synthesis.

2-hydroxyisobutyric acid Toxicity Data With Reference

RTECS#: CAS# 594-61-6: None listed
LD50/LC50: RTECS: Not available. 
Carcinogenicity: 2-Hydroxyisobutyric acid - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

2-hydroxyisobutyric acid Safety Profile

Hazard Codes  Xi
Risk Statements  37/38-41-36/37/38
Safety Statements  26-39-25-36
WGK Germany  3
Hazard Note  Irritant
HS Code  29181980

2-hydroxyisobutyric acid Specification

Chemical Stability: Stable under normal temperatures and pressures. 
Conditions to Avoid: Incompatible materials. 
Incompatibilities with Other Materials Incompatible materials, reducing agents, bases. 
Hazardous Decomposition Products Carbon monoxide, carbon dioxide. 
Hazardous Polymerization Has not been reported.
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