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2-Hydroxy-2-methylpropanenitrile, also known as tert-butyl hydroxynitrile or tert-butyloxyacetonitrile, is an organic compound with the chemical formula C4H7NO. It is a colorless liquid with a molecular weight of 85.11 g/mol. 2-Hydroxy-2-methylpropanenitrile is characterized by its hydroxyl group (-OH) and nitrile group (-CN) attached to a tertiary carbon atom, which is part of a three-carbon chain with a methyl group (-CH3) attached to the central carbon. 2-Hydroxy-2-methylpropanenitrile is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also known for its reactivity in organic synthesis, particularly in the formation of cyanohydrins and as a precursor to other valuable chemical entities.

75-86-5 Suppliers

This product is a nationally controlled contraband or patented product, and the Lookchem platform doesn't provide relevant sales information.
  • 75-86-5 Structure
  • Basic information

    1. Product Name: ACETONE CYANOHYDRIN
    2. 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;
    3. CAS NO:75-86-5
    4. Molecular Formula: C4H7NO
    5. Molecular Weight: 85.10448
    6. EINECS: 200-909-4
    7. Product Categories: N/A
    8. Mol File: 75-86-5.mol
  • Chemical Properties

    1. Melting Point: -19℃
    2. Boiling Point: 82ºC
    3. Flash Point: 73 ºC
    4. Appearance: yellowish liquid
    5. Density: 0.932
    6. Vapor Pressure: 0.566mmHg at 25°C
    7. Refractive Index: 1.427
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 11.45±0.29(Predicted)
    11. Water Solubility: miscible
    12. CAS DataBase Reference: ACETONE CYANOHYDRIN(CAS DataBase Reference)
    13. NIST Chemistry Reference: ACETONE CYANOHYDRIN(75-86-5)
    14. EPA Substance Registry System: ACETONE CYANOHYDRIN(75-86-5)
  • Safety Data

    1. Hazard Codes:  T+:Very toxic;
    2. Statements: R26/27/28:; R50:;
    3. Safety Statements: S27:; S45:; S60:; S61:; S7/9:;
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 75-86-5(Hazardous Substances Data)

75-86-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 75-86-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 75-86:
(4*7)+(3*5)+(2*8)+(1*6)=65
65 % 10 = 5
So 75-86-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3

75-86-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-hydroxy-2-methylpropanenitrile

1.2 Other means of identification

Product number -
Other names Acetoncianidrina

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75-86-5 SDS

75-86-5Synthetic 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%

75-86-5Relevant articles and documents

A safe production method for acetone cyanohydrin

Heugebaert, Thomas S.A.,Roman, Bart I.,De Blieck, Ann,Stevens, Christian V.

, p. 4189 - 4191 (2010)

An easily amenable method is presented to produce acetone cyanohydrin on mole scale (output 39 g/h), using a continuous flow system to overcome the high risks associated with the large-scale use of hydrogen cyanide.

DEUTERATED COMPOUNDS FOR TREATING HEMATOLOGIC MALIGNANCIES, AND COMPOSITIONS AND METHODS THEREOF

-

Paragraph 00113; 00114, (2017/05/10)

The invention provides novel chemical compounds useful for treating various hematologic malignancies, or a related disease or disorder thereof, and pharmaceutical composition and methods of preparation and use thereof.

Anchimeric-Assisted Spontaneous Hydrolysis of Cyanohydrins Under Ambient Conditions: Implications for Cyanide-Initiated Selective Transformations

Yerabolu, Jayasudhan Reddy,Liotta, Charles L,Krishnamurthy, Ramanarayanan

supporting information, p. 8756 - 8765 (2017/06/30)

Nitrile/cyanide hydrolysis is of importance from the perspective of organic chemistry, especially, prebiotic chemistry. Herein we report that cyanohydrins, generated by the reaction of cyanide with β-keto acids and γ-keto-alcohols, spontaneously hydrolyze

Common origins of RNA, protein and lipid precursors in a cyanosulfidic protometabolism

Patel, Bhavesh H.,Percivalle, Claudia,Ritson, Dougal J.,Duffy, Colm D.,Sutherland, John D.

, p. 301 - 307 (2015/04/14)

A minimal cell can be thought of as comprising informational, compartment-forming and metabolic subsystems. To imagine the abiotic assembly of such an overall system, however, places great demands on hypothetical prebiotic chemistry. The perceived differences and incompatibilities between these subsystems have led to the widely held assumption that one or other subsystem must have preceded the others. Here we experimentally investigate the validity of this assumption by examining the assembly of various biomolecular building blocks from prebiotically plausible intermediates and one-carbon feedstock molecules. We show that precursors of ribonucleotides, amino acids and lipids can all be derived by the reductive homologation of hydrogen cyanide and some of its derivatives, and thus that all the cellular subsystems could have arisen simultaneously through common chemistry. The key reaction steps are driven by ultraviolet light, use hydrogen sulfide as the reductant and can be accelerated by Cu(I)-Cu(II) photoredox cycling.

Metal bridging for directing and accelerating electron transfer as exemplified by harnessing the reactivity of AIBN

Xie, Yinjun,Guo, Shengmei,Wu, Longmin,Xia, Chungu,Huang, Hanmin

supporting information, p. 5900 - 5904 (2015/05/13)

A new strategy for tuning the electron transfer between radicals and enolates has been developed. This method elicits the innate reactivity of AIBN with a copper catalyst and enables a cascade reaction with cinnamic acids. Electron paramagnetic resonance studies and control experiments indicate that the redox-active copper species not only activates the radical by coordination, but also serves as a bridge to bring the radical and nucleophile within close proximity to facilitate electron transfer. By exploiting possible combinations of redox-active metals and radical entities with suitable coordinating functional groups, this strategy should contribute to the development of a broad range of radical-based reactions.

Method for producing acetone cyanohydrin and the subsequent products thereof by specific cooling

-

Page/Page column 24-25, (2013/02/27)

The present invention relates in general terms to a process for preparing acetone cyanohydrin, comprising as steps: A. contacting acetone and hydrocyanic acid in a reactor to give a reaction mixture, the reaction mixture being circulated, to obtain acetone cyanohydrin;B. cooling at least some of the reaction mixture by flowing it through a cooling region of a cooler, the cooler including one cooling element or at least two cooling elements;C. discharging at least a portion of the acetone cyanohydrin obtained from the reactor, the volume of the cooling region of the cooler based on the total internal volume of the cooler being greater than the volume of the cooling element or of the at least two cooling elements of the cooler, to a process for preparing an alkyl methacrylate, to a process for preparing a methacrylic acid, to an apparatus for preparing alkyl methacrylates, to a process for preparing polymers based at least partly on alkyl methacrylates, to the use of the alkyl methacrylates obtainable from the process according to the invention in chemical products, and to chemical products based on the alkyl methacrylates obtainable by the processes according to the invention.

Synthesis and evaluation of anti-inflammatory and antitussive activity of hydantion derivatives

Lu, Haibin,Kong, Dejuan,Wu, Bin,Wang, Shihan,Wang, Yongsheng

experimental part, p. 638 - 642 (2012/08/28)

1-Methylhydantion is a compound, which was isolated from Oviductus Ranae for the first time. In our study, we found that it showed good antitussive and anti-inflammatory activity. It is also the first report which illustrates the antitussive activity of hydantion derivative. A series of hydantion derivatives were synthesized and evaluated for their anti-inflammatory and antitussive activity in vivo. The pharmacological tests showed that compounds 7a, 7c and 7d have good anti-inflammatory and antitussive activity compared to Ibuprofen and codeine. Compound 7a in particular showed two-fold stronger anti-inflammatory activity than Ibuprofen.

METHOD FOR PRODUCING A CARBOXYLIC ACID AMIDE FROM A CARBONYL COMPOUND AND HYDROCYANIC ACID

-

Page/Page column 12, (2012/01/03)

The invention relates to a method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid, comprising the steps of A) reacting a carbonyl compound with hydrocyanic acid to produce a hydroxycarboxylic acid nitrile, B) hydrolysis of the hydroxycarboxylic acid nitrile obtained in step A) in the presence of a catalyst comprising manganese dioxide, wherein a molar excess of carbonyl compound is used in relation to the hydrocyanic acid to react the carbonyl compound with hydrocyanic acid according to step A), and the reaction mixture obtained in step A) is not purified by distillation before the hydrolysis according to step B) is carried out. The invention furthermore relates to a method for producing alkyl(meth)acrylates from polymers, moulding compounds and moulded bodies, wherein a method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid is carried out in accordance with the method described above.

BIOMASS-DERIVED METHYL METHACRYLATE AND CORRESPONDING MANUFACTURING METHOD, USES AND POLYMERS

-

Page/Page column 6-7, (2012/01/13)

The invention relates to methyl methacrylate characterized in that at least one portion of the carbons thereof is biologically sourced and, more specifically, in that it contains between 0.2×10?10 and 1.2×10?10 wt.-% of 14C in relation to total carbon weight according to the ASTM D6866 standard. The preparation method comprises the use of acetone cyanohydrin as a raw material, said acetone cyanohydrin being obtained by condensing cyanohydric acid on acetone, and the methyl methacrylate is prepared using a process involving the addition of methanol. According to the invention, at least one from among the acetone, cyanohydric acid and methanol is obtained by means of a reaction or series of reactions involving the biomass.

NOVEL INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE (PARP)

-

Page/Page column 46, (2009/04/24)

A compound having the structure set forth in Formula (I): wherein the variables Y, R1, R2, R3, R4 and R5 are as defined herein. Compounds described herein are inhibitors of poly(ADP-ribose)polymerase activity. Also described herein are pharmaceutical compositions that include at least one compound described herein and the use of such compounds and pharmaceutical compositions to treat diseases, disorders and conditions that are ameliorated by the inhibition of PARP activity