Product Name

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  • Name

    2-Hydroxy-2-methylpropanenitrile

  • EINECS 200-909-4
  • CAS No. 75-86-5
  • Article Data63
  • CAS DataBase
  • Density 0.932
  • Solubility miscible
  • Melting Point -19ºC
  • Formula C4H7NO
  • Boiling Point 82ºC
  • Molecular Weight 85.1057
  • Flash Point 73 ºC
  • Transport Information UN 1541
  • Appearance yellowish liquid
  • Safety
  • Risk Codes R26/27/28;R50
  • Molecular Structure Molecular Structure of 75-86-5 (2-Hydroxy-2-methylpropanenitrile)
  • Hazard Symbols
  • Synonyms Lactonitrile,2-methyl- (6CI,8CI);2-Cyano-2-hydroxypropane;2-Cyano-2-propanol;2-Hydroxy-2-cyanopropane;2-Hydroxy-2-methylpropanenitrile;2-Hydroxy-2-methylpropionitrile;2-Hydroxyisobutyronitrile;2-Methyl-2-hydroxypropionitrile;2-Methyllactonitrile;2-Propanone,cyanohydrin;Acetone cyanohydrin;Dimethyl ketone cyanohydrin;NSC 131093;NSC7080;NSC 977;a-Hydroxyisobutyronitrile;
  • PSA 44.02000
  • LogP 0.28088

Synthetic route

potassium cyanide

potassium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With acetic acid In water at 30℃; Microreactor technology; Continuous flow system;99%
With sodium metabisulfite In water at 20℃; for 0.5h;
Stage #1: acetone With sodium hydrogen sulfite In water at 0℃; for 1h;
Stage #2: potassium cyanide In water for 14h;
hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid; sodium cyanide In water at 10℃; for 1.5h; pH=7.3;95%
With pyridine
With quinoline
2-amino-2-cyanopropane
19355-69-2

2-amino-2-cyanopropane

A

2-cyano-2-nitropropane
18992-13-7

2-cyano-2-nitropropane

B

1-cyano-1-methylethylnitrate
40561-27-1

1-cyano-1-methylethylnitrate

C

tris-(1-cyano-1-methyl-ethyl)-hydroxylamine
58102-56-0

tris-(1-cyano-1-methyl-ethyl)-hydroxylamine

D

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With perchloric acid; sodium nitrite at 25℃; Product distribution; var. α-aminonitriles; other conditions, also radical scavengers;A 47.4%
B 0.4%
C 13.9%
D 37.3%
sodium cyanide
773837-37-9

sodium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With sulfuric acid In water at 20℃;29%
hydrogen cyanide
74-90-8

hydrogen cyanide

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With aluminum oxide at 150 - 300℃; Beim Leiten von Aceton-Dampf im den Gemisch;
With dipotassium hydrogenphosphate; kieselguhr at 60℃; Beim Leiten von Aceton-Dampf im den Gemisch;
potassium cyanide
151-50-8

potassium cyanide

acetone sodium bisulfite
540-92-1

acetone sodium bisulfite

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

2-hydroxy-2-methylpropanenitrile

methanol
67-56-1

methanol

hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
at 20℃; Kinetics; Verlauf der Reaktion; auch in anderen Loesungsmitteln;
at 20℃; Rate constant; und in anderen Loesungsmitteln;
diethyl ether
60-29-7

diethyl ether

hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

sodium cyanide
143-33-9

sodium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

potassium cyanide
151-50-8

potassium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

sodium cyanide
143-33-9

sodium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With sulfur dioxide; water
With sulfuric acid
With ammonium chloride In diethyl ether; water at 0 - 10℃; for 1h;
With sulfuric acid at 10 - 15℃;
potassium cyanide
151-50-8

potassium cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With methanol; sulfuric acid
Stage #1: acetone With sodium hydrogensulfite In water at 0℃; for 2h;
Stage #2: potassium cyanide In water at 20℃;
acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With sodium disulfite man gibt nach dem Erkalten eine gesaettigte waessr.Kaliumcyanidloesung hinzu;
hydrogen cyanide
74-90-8

hydrogen cyanide

water
7732-18-5

water

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
at 20℃; Kinetics; Verlauf der Reaktion;
acetone
67-64-1

acetone

alkali cyanide

alkali cyanide

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With sodium hydrogensulfite
hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

calcium cyanide

calcium cyanide

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

2-hydroxy-2-methylpropanenitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

copper (I)-cyanide

copper (I)-cyanide

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

2-hydroxy-2-methylpropanenitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

K2CO3

K2CO3

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

2-hydroxy-2-methylpropanenitrile

hydrogen cyanide
74-90-8

hydrogen cyanide

acetone
67-64-1

acetone

KOH

KOH

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

2-hydroxy-2-methylpropanenitrile

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

acetone
67-64-1

acetone

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
Stage #1: trimethylsilyl cyanide; acetone With zinc(II) iodide Addition;
Stage #2: With hydrogenchloride Substitution;
(RS)-mandelonitrile
532-28-5, 613-88-7

(RS)-mandelonitrile

acetone
67-64-1

acetone

A

benzaldehyde
100-52-7

benzaldehyde

B

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With Amberlite IRA904 OH(1-) In toluene at 25℃; for 5h; Equilibrium constant;
trifluoro-methanesulfonic acid cyano-dimethyl-methyl ester

trifluoro-methanesulfonic acid cyano-dimethyl-methyl ester

A

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

2-hydroxy-2-methylpropanenitrile

B

methacrylonitrile
126-98-7

methacrylonitrile

Conditions
ConditionsYield
In dimethylsulfoxide-d6; chloroform-d1 at 25℃; Kinetics; Product distribution; Further Variations:; Solvents;A n/a
B 53 % Spectr.
methacrylamide sulphate

methacrylamide sulphate

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
In water
sodium cyanide
773837-37-9

sodium cyanide

lithium acetoacetate
3483-11-2

lithium acetoacetate

A

2-Hydroxy-2-methyl-bernsteinsaeuremonoamid
89417-57-2

2-Hydroxy-2-methyl-bernsteinsaeuremonoamid

B

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

2-hydroxy-2-methylpropanenitrile

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
With hydrogenchloride In water at 0 - 20℃; for 48h; pH=4.5;
cyclohexanone
108-94-1

cyclohexanone

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

2-hydroxy-2-methylpropanenitrile

1-hydroxy-1-cyclohexanecarbonitrile
931-97-5

1-hydroxy-1-cyclohexanecarbonitrile

Conditions
ConditionsYield
With Hevea brasiliensis (S)-hydroxynitrile lyase pH=4.5; aq. buffer; Enzymatic reaction;100%
With titanium(IV) isopropylate; dl-3-(2-hydroxy-1-naphthylidene)-imino-ε-caprolactam (Nap-ACL) In dichloromethane for 3h; Ambient temperature;99%
With ytterbium(III) isopropoxide In tetrahydrofuran for 0.5h; Ambient temperature;94%
phenylacetaldehyde
122-78-1

phenylacetaldehyde

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

2-hydroxy-2-methylpropanenitrile

phenyl acetaldehyde cyanohydrin
50353-47-4

phenyl acetaldehyde cyanohydrin

Conditions
ConditionsYield
With potassium carbonate In ethanol for 2h; Ambient temperature;100%
pentanal
110-62-3

pentanal

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

2-hydroxy-2-methylpropanenitrile

D-2-Hydroxy-hexansaeurenitril
10021-65-5

D-2-Hydroxy-hexansaeurenitril

Conditions
ConditionsYield
With citrate buffer In di-isopropyl ether for 13h; Ambient temperature; mandelonitrile lyase, pH 5.5;100%
oxynitrilase;82%
undecylaldehyde
112-44-7

undecylaldehyde

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

2-hydroxy-2-methylpropanenitrile

(RS)-2-hydroxy-dodecanenitrile
130273-76-6

(RS)-2-hydroxy-dodecanenitrile

Conditions
ConditionsYield
With titanium(IV) isopropylate for 21h; Ambient temperature;100%
With triethylamine for 1.5h; Ambient temperature;99%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

phenyl chloroformate
1885-14-9

phenyl chloroformate

1-cyano-1-methyl-ethylphenylcarbonate
130312-20-8

1-cyano-1-methyl-ethylphenylcarbonate

Conditions
ConditionsYield
With pyridine for 0.5h;100%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

2-cyclohexyl-2-hydroxyacetonitrile
100007-62-3, 107485-34-7, 4354-47-6

2-cyclohexyl-2-hydroxyacetonitrile

Conditions
ConditionsYield
With titanium(IV) isopropylate for 44h; Ambient temperature;100%
With titanium(IV) isopropylate; dl-3-(2-hydroxy-1-naphthylidene)-imino-ε-caprolactam (Nap-ACL) In dichloromethane for 2.5h; Ambient temperature;99%
With ytterbium(III) isopropoxide In tetrahydrofuran for 0.5h; Ambient temperature;86%
3-(4-nitro-phenyl)-6-phenyl-[1,2,4]triazine 4-oxide
66086-70-2

3-(4-nitro-phenyl)-6-phenyl-[1,2,4]triazine 4-oxide

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

2-hydroxy-2-methylpropanenitrile

3-(4-nitro-phenyl)-6-phenyl-[1,2,4]triazine-5-carbonitrile

3-(4-nitro-phenyl)-6-phenyl-[1,2,4]triazine-5-carbonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.333333h; Heating;100%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

3,6-bis-(4-chloro-phenyl)-[1,2,4]triazine 4-oxide

3,6-bis-(4-chloro-phenyl)-[1,2,4]triazine 4-oxide

3,6-bis-(4-chloro-phenyl)-[1,2,4]triazine-5-carbonitrile

3,6-bis-(4-chloro-phenyl)-[1,2,4]triazine-5-carbonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.333333h; Heating;100%
(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

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

2-hydroxy-2-methylpropanenitrile

2-methyl-2-(((1S)-1-phenylethyl)amino)propanenitrile
882182-35-6

2-methyl-2-(((1S)-1-phenylethyl)amino)propanenitrile

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In methanol at 20℃; for 10h;47%
(1-formyl-pentyl)-carbamic acid tert-butyl ester
104062-70-6

(1-formyl-pentyl)-carbamic acid tert-butyl ester

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

2-hydroxy-2-methylpropanenitrile

[1-(cyano-hydroxy-methyl)-pentyl]-carbamic acid tert-butyl ester
180779-12-8

[1-(cyano-hydroxy-methyl)-pentyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 20h;100%
With triethylamine In dichloromethane at 20℃;
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

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

2-hydroxy-2-methylpropanenitrile

2-[(diphenylphosphino)oxy]-2-methylpropionitrile

2-[(diphenylphosphino)oxy]-2-methylpropionitrile

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h;100%
Androstenedione
63-05-8

Androstenedione

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

2-hydroxy-2-methylpropanenitrile

17β-cyano-17α-hydroxy-4-androsten-3-one
77881-13-1

17β-cyano-17α-hydroxy-4-androsten-3-one

Conditions
ConditionsYield
With sodium carbonate In methanol; water at 17 - 40℃; for 29h; pH=8 - 9;100%
With water; sodium carbonate In methanol at 38 - 42℃; for 4h; pH=8 - 9;100%
With methanol; potassium hydroxide at 50℃; for 6h; Autoclave; Large scale;95.9%
(2S)-(7-methyl-4,5,6,7-tetrahydro-2H-indazol-4-yl)propanal
1134620-82-8

(2S)-(7-methyl-4,5,6,7-tetrahydro-2H-indazol-4-yl)propanal

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

2-hydroxy-2-methylpropanenitrile

C12H17N3O

C12H17N3O

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Inert atmosphere;100%

2-hydroxy-2-methylpropanenitrile

2-hydroxy-2-methylpropanenitrile

2-(4-methoxyphenyl)propionitrile
31007-06-4

2-(4-methoxyphenyl)propionitrile

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;100%
1-ethenyl-4-methylbenzene
622-97-9

1-ethenyl-4-methylbenzene

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

2-hydroxy-2-methylpropanenitrile

(+/-)-2-(4'-methylphenyl)-propionitrile
75920-45-5

(+/-)-2-(4'-methylphenyl)-propionitrile

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;100%
para-fluorostyrene
405-99-2

para-fluorostyrene

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

2-hydroxy-2-methylpropanenitrile

4-fluoro-α-methylbenzeneacetonitrile
51965-61-8

4-fluoro-α-methylbenzeneacetonitrile

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;100%
p-acetoxystyrene
2628-16-2

p-acetoxystyrene

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

2-hydroxy-2-methylpropanenitrile

2-(4-acetoxyphenyl)propanenitrile
1132795-53-9

2-(4-acetoxyphenyl)propanenitrile

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 40h; Inert atmosphere; regioselective reaction;100%
p-vinylbiphenyl

p-vinylbiphenyl

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

2-hydroxy-2-methylpropanenitrile

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;100%

Conditions
ConditionsYield
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction;100%

2-hydroxy-2-methylpropanenitrile

2-hydroxy-2-methylpropanenitrile

2-methyl-2-(morpholin-4-yl)propanenitrile
35666-81-0

2-methyl-2-(morpholin-4-yl)propanenitrile

Conditions
ConditionsYield
In acetone at 20℃; for 24h;100%
In acetone at 20℃; for 24h;100%
at 100℃; for 1h;76%
2-(Boc-amino)propionaldehyde
105499-11-4

2-(Boc-amino)propionaldehyde

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

2-hydroxy-2-methylpropanenitrile

C9H16N2O3
103865-01-6

C9H16N2O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 20h;100%
2-(S)-[N-(tert-butoxycarbonyl)amino]-3-methylbutanal
123285-52-9

2-(S)-[N-(tert-butoxycarbonyl)amino]-3-methylbutanal

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

2-hydroxy-2-methylpropanenitrile

C11H20N2O3
163218-15-3

C11H20N2O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 20h;100%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

N-(tert-butoxycarbonyl)-2-aminobutanal
346690-97-9

N-(tert-butoxycarbonyl)-2-aminobutanal

tert-butyl (1-cyano-1-hydroxybutan-2-yl)carbamate
166196-01-6

tert-butyl (1-cyano-1-hydroxybutan-2-yl)carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 20h;100%
tert-butyl (1,1-dideutero-3-oxo-1-(perdeuterocyclobutyl)propan-2-yl)carbamate
1256750-19-2

tert-butyl (1,1-dideutero-3-oxo-1-(perdeuterocyclobutyl)propan-2-yl)carbamate

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

2-hydroxy-2-methylpropanenitrile

tert-butyl (1,1-dideutero-3-cyano-3-hydroxy-1-(perdeuterocyclobutyl)propan-2-yl)carbamate
1256750-20-5

tert-butyl (1,1-dideutero-3-cyano-3-hydroxy-1-(perdeuterocyclobutyl)propan-2-yl)carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 15h;100%
2-(2-cyclopropylidenevinyl)naphthalene

2-(2-cyclopropylidenevinyl)naphthalene

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

2-hydroxy-2-methylpropanenitrile

(E)-1-(2-(naphthalen-2-yl)vinyl)cyclopropanecarbonitrile

(E)-1-(2-(naphthalen-2-yl)vinyl)cyclopropanecarbonitrile

Conditions
ConditionsYield
With triphenyl phosphite; tetrakis(triphenylphosphite)nickel(0) In toluene at 100℃; for 1h;100%
norborn-2-ene
498-66-8

norborn-2-ene

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

2-hydroxy-2-methylpropanenitrile

2-norbornanecarbonitrile
2234-26-6

2-norbornanecarbonitrile

Conditions
ConditionsYield
With nickel(II) acetate tetrahydrate; triphenylphosphine; zinc In N,N-dimethyl-formamide at 90℃; for 15h; Reagent/catalyst; Solvent; Autoclave;100%
With nickel(II) chloride hexahydrate; 1,3-bis-(diphenylphosphino)propane; zinc In N,N-dimethyl-formamide at 90℃; under 3750.38 Torr; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Autoclave; Inert atmosphere;94%
2-(2-cyclopropylidenevinyl)naphthalene

2-(2-cyclopropylidenevinyl)naphthalene

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

2-hydroxy-2-methylpropanenitrile

C16H13N

C16H13N

Conditions
ConditionsYield
With tetrakis(triphenylphosphite)nickel(0); phosphorous acid trimethyl ester In toluene at 100℃; for 1h; stereoselective reaction;100%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

2-amino-2-cyanopropane
19355-69-2

2-amino-2-cyanopropane

azobisisobutyronitrile
34241-39-9

azobisisobutyronitrile

Conditions
ConditionsYield
99.8%
manganese(II) sulfate

manganese(II) sulfate

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

2-hydroxy-2-methylpropanenitrile

2-hydroxyisobutyramide
13027-88-8

2-hydroxyisobutyramide

Conditions
ConditionsYield
With potassium permanganate; manganese dioxide; sulfuric acid In water; acetone99.5%
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%

Acetone cyanohydrin Chemical Properties

2-METHYLLACTONITRILE's Molecular formula: C4H7NO
2-METHYLLACTONITRILE's Molar mass: 85.1
EINECS: 200-909-4
melting point: -19 °C
flash point: 147 °F
boiling point: 82 °C 23 mm Hg
density: 0.932 g/mL at 25 °C
vapor pressure: 0.3 psi ( 20 °C)
refractive index: n20/D 1.399
Water Solubility: miscible
other names: Acetone cyanohydrin

Acetone cyanohydrin Uses

 Acetone cyanohydrin is an intermediate in the manufacture of methyl methacrylate.

Acetone cyanohydrin Production

 Acetone cyanohydrin is manufactured by the direct reaction of hydrogen cyanide with acetone catalyzed by base, generally In a continuous process.
       CH3COCH3 + HCN → CH3C(OH . CN)CH3

Acetone cyanohydrin Toxicity Data With Reference

1.   

orl-rat LD50:19,300 µg/kg

   GISAAA    Gigiena i Sanitariya. 58 (1)(1993),28.
2.   

ihl-rat LCLo:63 ppm/4H

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
3.   

scu-rat LDLo:8500 µg/kg

   BJIMAG    British Journal of Industrial Medicine. 19 (1962),283.
4.   

orl-mus LD50:14 mg/kg

   28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,161.
5.   

ihl-mus LCLo:500 mg/m3/2H

   IGIBA5    Igiena. 11 (1962),27.
6.   

ipr-mus LD50:1 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. AD277-689 .
7.   

orl-rbt LD50:13,500 µg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. PB214-270 .
8.   

skn-rbt LD50:17 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
9.   

unr-rat TDLo:242 mg/kg/26W-I

   GISAAA    Gigiena i Sanitariya. 31 (6)(1966),8.
10.
  

Acetone cyanohydrin Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.

Acetone cyanohydrin Safety Profile

Poison by ingestion, skin contact, inhalation, intraperitoneal, and subcutaneous routes. Readily decomposes to HCN and acetone. Keep cool and do not store for long periods. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, alcohol foam. Vigorous reaction with H2SO4. When heated to decomposition it emits toxic fumes of CN. See also NITRILES, HYDROCYANIC ACID, and ACETONE.

Acetone cyanohydrin Standards and Recommendations

ACGIH TLV: CL 4.7 ppm (skin)
NIOSH REL: (Nitriles) CL 4 mg/m3/15M
DOT Classification:  6.1; Label: Poison

Acetone cyanohydrin Analytical Methods

For occupational chemical analysis use NIOSH: Acetone Cyanohydrin, 2506.

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