Conditions | Yield |
---|---|
With triethylamine at 5 - 10℃; Product distribution / selectivity; | 99% |
With triethylamine at 0 - 10℃; pH=2 - 3; | 99.54% |
With sodium acetate; acetic acid; 2-hydroxy-propionitrile |
Conditions | Yield |
---|---|
With sodium hydrogensulfite In water at 0℃; for 2h; | 80% |
With acetic acid In diethyl ether; water | 22% |
2-[(tert-butyldimethylsilyl)oxy]propanenitrile
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With P(MeNCH2CH2)3N In dimethyl sulfoxide at 80℃; for 19h; desilylation; | 80% |
Conditions | Yield |
---|---|
With ytterbium(III) chloride; 2,6-bis[4′-isopropyloxazolin-2′-yl]pyridine In acetonitrile for 2h; Ambient temperature; | 61% |
With hydrogenchloride |
Conditions | Yield |
---|---|
With tetrachloromethane; copper(II) choride dihydrate; chromium(III) acetylacetonate; water at 110℃; for 6h; Sealed tube; | 46% |
With acetic acid; lithium iodide In [D3]acetonitrile at 20℃; for 3h; Irradiation; Inert atmosphere; |
hydrogen cyanide
potassium cyanide
acetaldehyde
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
at 25 - 30℃; |
hydrogen cyanide
acetaldehyde
A
acrylonitrile
B
2-hydroxy-propionitrile
hydrogen cyanide
chloroform
acetaldehyde
Quinine
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
at 25℃; |
Conditions | Yield |
---|---|
With ammonium chloride In diethyl ether | |
With Dowex-H+ In water for 24h; Ambient temperature; |
1,5-dimethylimidazolidine-2,4-dione
A
methylaminopropionitrile
B
α-methylaminodipropionitrile
D
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
methylaminopropionitrile
A
1,5-dimethylimidazolidine-2,4-dione
B
α-methylaminodipropionitrile
D
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With sodium carbonate at 50℃; Product distribution; | |
With sodium hydrogencarbonate at 30℃; Rate constant; Equilibrium constant; k as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
L-threonine
chloroamine-T
A
toluene-4-sulfonamide
B
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With hydrogenchloride; sodium chloride In water at 29.9 - 44.9℃; for 24h; Kinetics; Mechanism; Thermodynamic data; effect of +>, ->, and ; with HClO4 and H2SO4 also; solvent isotope effect; variation of ionic strength and addition of the product, p-toluenesulfonamide; decrease of dielectric constant by methanol; ΔH(excit.), ΔS(excit.), ΔG(excit.); |
Conditions | Yield |
---|---|
With perchloric acid; N-chlorobenzotriazole; chloride In water at 29.9℃; Kinetics; Mechanism; |
Conditions | Yield |
---|---|
With Candida tropicalis at 30℃; for 96h; Quantum yield; Hydrolitic efficiency of other microorganisms; Penicillium notatum, Aspergillus flavas, Pseudomonas fluorescens; |
2,2'-iminodipropionitrile
B
2-hydroxy-propionitrile
C
2-aminopropanenitrile
D
methyl-5 hydantoine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
Conditions | Yield |
---|---|
With hydrogenchloride; chloroamine-T In water at 29.9 - 44.9℃; Thermodynamic data; Rate constant; Ea, log A, -ΔS(excit.), ΔH(excit.), ΔG(excit.); further acid concentration, further acid and alkaline media; |
α-methylaminodipropionitrile
A
1,5-dimethylimidazolidine-2,4-dione
B
methylaminopropionitrile
D
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
potassium cyanide
potassium 1-hydroxyethane-1-sulfonate
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
In water |
A
2,2'-iminodipropionitrile
B
2-hydroxy-propionitrile
C
2-aminopropanenitrile
D
methyl-5 hydantoine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
A
1,5-dimethylimidazolidine-2,4-dione
B
methylaminopropionitrile
C
α-methylaminodipropionitrile
D
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
sodium carbonate
2-aminopropanenitrile
A
2,2'-iminodipropionitrile
B
α-carboxyaminopropionamide
D
2-hydroxy-propionitrile
E
methyl-5 hydantoine
F
alanine amide
Conditions | Yield |
---|---|
With ammonia In water at 50℃; Product distribution; Kinetics; pH=8.9 and 9.5; |
2-aminopropanenitrile
A
2,2'-iminodipropionitrile
C
2-hydroxy-propionitrile
D
methyl-5 hydantoine
Conditions | Yield |
---|---|
With sodium carbonate at 50℃; Product distribution; | |
With sodium hydrogencarbonate at 30℃; Rate constant; Equilibrium constant; k as a function of pH and concentration of carbonate, borate, phosphate and ammonia; |
methyl-5 hydantoine
A
2,2'-iminodipropionitrile
C
2-hydroxy-propionitrile
D
2-aminopropanenitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 30℃; Equilibrium constant; K as a function of pH and the concentration of carbonate, borate, phosphate and ammonia; |
Conditions | Yield |
---|---|
With perchloric acid; sodium bismuthate; hydrogen fluoride In water at 35℃; for 3h; Kinetics; Further Variations:; Temperatures; Oxidation; |
Conditions | Yield |
---|---|
With pyridine; acetic acid; 2-hydroxy-propionitrile |
Conditions | Yield |
---|---|
at 25 - 60℃; Rate constant; | |
at 25 - 60℃; Equilibrium constant; |
Conditions | Yield |
---|---|
at 25 - 30℃; |
Conditions | Yield |
---|---|
at 200 - 225℃; Nickel-Kieselgur-Katalysator; |
Conditions | Yield |
---|---|
With formaldehyd; perchloric acid; bromamine T In water at 29.9℃; Kinetics; Mechanism; Thermodynamic data; E(activ.), ΔG(excit.), ΔH(excit.), ΔS(excit.); other temperatures and solvent, effect of acid concentration, no influence of ionic strength and tosylamine addition; |
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
In diethyl ether; ethanol | 99% |
In diethyl ether; ethanol | 815 g (99%) |
2-hydroxy-propionitrile
p-toluenesulfonyl chloride
1-cyanoethyl p-toluenesulfonate
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane; toluene at 0 - 25℃; | 98.34% |
Conditions | Yield |
---|---|
With sodium hydroxide at 0 - 10℃; | 98.34% |
4-chlorobenzenesulfonyl chloride
2-hydroxy-propionitrile
p-chlorobenzenesulfonic acid 1-cyanoethyl ester
Conditions | Yield |
---|---|
With sodium carbonate at 0 - 25℃; | 97.52% |
methanesulfonyl chloride
2-hydroxy-propionitrile
2-[(methylsulfonyl)oxy]propanenitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 25℃; for 24h; | 96.78% |
With triethylamine In dichloromethane at 0℃; for 0.5h; Mesylation; | 91% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In toluene at 0 - 10℃; for 24h; | 96.01% |
With triethylamine In dichloromethane at 0 - 20℃; for 3.5h; Substitution; | 88% |
2-hydroxy-propionitrile
(+/-)-lactamide
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-propionitrile With Caproamide; acetic acid at 50℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: With palladium (II) nitrate at 50℃; for 0.166667h; Schlenk technique; Inert atmosphere; | 96% |
With CF3O3S(1-)*C36H35ClFeOP3Pt(1+); water; silver trifluoromethanesulfonate In tetrahydrofuran at 40℃; for 12h; Catalytic behavior; Inert atmosphere; | 93% |
With [RuCl2(η3:η3-C10H16){PMe2(OH)}]; water at 20℃; for 72h; Inert atmosphere; Schlenk technique; Sealed tube; | 85% |
Conditions | Yield |
---|---|
In pyridine at 20℃; for 2h; | 96% |
With triethylamine In dichloromethane at 0 - 20℃; | 85% |
2-hydroxy-propionitrile
Conditions | Yield |
---|---|
With hydrogenchloride; thiophosphate sodium salt hydrate In water; water-d2 at 50℃; for 24h; pH=6.5; Sealed tube; | 96% |
2-hydroxy-propionitrile
benzenesulfonyl chloride
1-cyanoethyl benzenesulfonate
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran at 0 - 20℃; for 24h; | 95.2% |
trifluoromethane sulfonyl chloride
2-hydroxy-propionitrile
1-cyanoethyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
With potassium carbonate at 0 - 25℃; for 20h; | 94.13% |
tert-butyldimethylsilyl chloride
2-hydroxy-propionitrile
2-[(tert-butyldimethylsilyl)oxy]propanenitrile
Conditions | Yield |
---|---|
With triethylamine; 2,8,9-Trimethyl-2,5,8,9-tetraaza-1-phospha-bicyclo[3.3.3]undecane 1-oxide In [D3]acetonitrile at 25℃; for 6h; | 94% |
With P(MeNCH2CH2)3N; triethylamine In acetonitrile at 24℃; for 0.2h; | 90% |
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature; | 70% |
2-hydroxy-propionitrile
4-chlorobenzoyl chloride
1-cyanoethyl 4-bromobenzoate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 94% |
Conditions | Yield |
---|---|
With sodium hydroxide In ammonium hydroxide; acetone | 92% |
Conditions | Yield |
---|---|
With boron trifluoride at 0℃; for 18h; Addition; | 91% |
oxalyl dichloride
2-hydroxy-propionitrile
3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one
Conditions | Yield |
---|---|
With triethylamine hydrochloride In chlorobenzene at 90℃; for 3h; | 90% |
With triethylamine hydrochloride In chlorobenzene at 90℃; for 3h; Inert atmosphere; | 90% |
Stage #1: oxalyl dichloride; 2-hydroxy-propionitrile In chlorobenzene at 0℃; Stage #2: With triethylamine hydrochloride In chlorobenzene at 0 - 90℃; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at -5 - 26℃; for 18h; | 90% |
With hydrogenchloride In diethyl ether at 0 - 5℃; for 48h; |
Conditions | Yield |
---|---|
In ethanol for 18h; Reflux; | 90% |
With titanium(IV) isopropylate In toluene at 40℃; for 18h; Inert atmosphere; Glovebox; | 56% |
ethyl vinyl ether
2-hydroxy-propionitrile
2-<(1'-ethoxy)ethoxy> propionitrile
Conditions | Yield |
---|---|
With hydrogenchloride at 80℃; for 3h; | 88% |
With acid |
2-hydroxy-propionitrile
2,N-dihydroxy-propionamidine
Conditions | Yield |
---|---|
With sodium hydroxide; hydroxylamine hydrochloride In ethanol at 20℃; | 87% |
With hydroxylamine hydrochloride; sodium ethanolate | |
With hydroxylamine hydrochloride; water; sodium carbonate |
Conditions | Yield |
---|---|
With hydrogenchloride; water at -10 - -5℃; for 4h; Reflux; | 85.58% |
trifluoromethylsulfonic anhydride
2-hydroxy-propionitrile
1-cyanoethyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; for 0.25h; Inert atmosphere; | 82% |
ammonium carbonate
2-hydroxy-propionitrile
A
α-ureido-propionamide
B
methyl-5 hydantoine
Conditions | Yield |
---|---|
In water at 50℃; for 4h; pH=7.9; | A 20% B 80% |
Conditions | Yield |
---|---|
In diethyl ether for 0.25h; Heating; | 80% |
(5-methyl-pyridin-2-yl)amine
2-hydroxy-propionitrile
2-[(2,6-dimethylimidazo[1,2-a]pyridine-3-yl)amino]propanenitrile
Conditions | Yield |
---|---|
Stage #1: (5-methyl-pyridin-2-yl)amine; 2-hydroxy-propionitrile With silica-gel-supported sulfuric acid at 20℃; Stage #2: With ammonia In water | 80% |
2-hydroxy-propionitrile
diethyl malonate
ethyl 4-amino-2,5-dihydro-5-methyl-2-oxo-3-furancarboxylate
Conditions | Yield |
---|---|
With tin(IV) chloride In ethyl acetate for 48h; Ambient temperature; | 79% |
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