Product Name

  • Name

    3-Hydroxypropanenitrile

  • EINECS 203-704-8
  • CAS No. 109-78-4
  • Article Data71
  • CAS DataBase
  • Density 1.04 g/cm3
  • Solubility >=10 g/100 mL at 20 °C in water
  • Melting Point -46 °C
  • Formula C3H5NO
  • Boiling Point 229.6 °C at 760 mmHg
  • Molecular Weight 71.0788
  • Flash Point 92.7 °C
  • Transport Information 2810
  • Appearance Colourless or straw-coloured liquid
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 109-78-4 (3-Hydroxypropanenitrile)
  • Hazard Symbols IrritantXi
  • Synonyms Hydracrylonitrile(8CI);1-Cyano-2-hydroxyethane;2-Cyanoethanol;2-Cyanoethyl alcohol;2-Hydroxycyanoethane;2-Hydroxyethyl cyanide;3-Hydroxypropanenitrile;Ethylene cyanhydrine;Ethylene cyanohydrin;Glycolcyanohydrin;NSC 2598;b-Cyanoethanol;b-Hydroxyethyl cyanide;b-Hydroxypropionitrile;
  • PSA 44.02000
  • LogP -0.10762

Synthetic route

acrylonitrile
107-13-1

acrylonitrile

A

3,3'-thiobis-propanenitrile
111-97-7

3,3'-thiobis-propanenitrile

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sodium sulfide; benzyltri(n-butyl)ammonium chloride In water for 0.166667h;A 98%
B n/a
oxirane
75-21-8

oxirane

hydrogen cyanide
74-90-8

hydrogen cyanide

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With aluminum oxide; boron trifluoride diethyl etherate In propylene glycol at -10 - 10℃; for 28h; Reagent/catalyst; Temperature;97.3%
sodium cyanide
143-33-9

sodium cyanide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With PEG400 for 6h; Heating;93%
acrylonitrile
107-13-1

acrylonitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sodium hydroxide at 50℃; for 0.2h;92%
With sodium hydroxide In water at 50℃; for 4h;65%
With water; copper(II) oxide
3-((tetrahydro-2H-pyran-2-yl)oxy)propanenitrile
90087-76-6, 89923-32-0

3-((tetrahydro-2H-pyran-2-yl)oxy)propanenitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With silica-supported NaHSO4 In methanol at 20℃; for 0.25h;92%
With zinc(II) trifluoromethanesulfonate In methanol at 20℃; for 0.666667h;81%
3-(4-methoxybenzyloxy)propanenitrile

3-(4-methoxybenzyloxy)propanenitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite at 20℃; for 18h; Green chemistry; chemoselective reaction;84%
potassium cyanide
151-50-8

potassium cyanide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sodium iodide In ethanol for 5h; Heating;80%
at 100℃;
With ethanol
3-(1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)propanenitrile
131379-56-1

3-(1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)propanenitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With 2,3-dimethyl-1,4-benzoquinone; tetrabutyl ammonium fluoride; oxygen In tetrahydrofuran for 0.833333h; Ambient temperature;71%
acrylonitrile
107-13-1

acrylonitrile

phenol
108-95-2

phenol

A

3-phenoxypropionitrile
3055-86-5

3-phenoxypropionitrile

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In water at 60℃; for 0.5h; Temperature; Reagent/catalyst; Time; Michael Addition; Microwave irradiation;A 68%
B n/a
aminocyclopropane-1-carboxylic acid
22059-21-8

aminocyclopropane-1-carboxylic acid

A

ethene
74-85-1

ethene

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With lithium hypochlorite In water Ambient temperature;A 9.8%
B 60%
With lithium hypochlorite In water Product distribution; Mechanism; Ambient temperature; other solvent and additives; var. cyclopropanamines;A 9.8%
B 60%
methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With lithium aluminium hydride on silica gel In diethyl ether for 3h; Heating;54%
bromopropionitrile
2417-90-5

bromopropionitrile

A

acetic acid
64-19-7

acetic acid

B

acrylonitrile
107-13-1

acrylonitrile

C

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V;A 40 % Chromat.
B 10 % Chromat.
C 36%
Cyclopropylamine
765-30-0

Cyclopropylamine

A

ethene
74-85-1

ethene

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With lithium hypochlorite In water Ambient temperature;A 15%
B 30 mg
1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
(i) NaN3, H2O, (ii) Pd, 2,5-dimethyl-hex-3-yne-2,5-diol, benzene; Multistep reaction;
methyl 1-aminocyclopropane-1-carboxylate
72784-43-1

methyl 1-aminocyclopropane-1-carboxylate

A

ethene
74-85-1

ethene

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With lithium hypochlorite In water at 5 - 10℃; for 0.333333h;
acrylonitrile
107-13-1

acrylonitrile

A

2-propenamide
79-06-1

2-propenamide

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sodium hydroxide; Pt(Ppy3)4; water at 80℃; for 1h; Product distribution; var. platinum(0) catalysts;
at 70℃; for 8h; Product distribution; The selective hydration with several metal oxide catalysts.;
manganese(IV) oxide at 70℃; for 8h; Yield given;
acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethyl ether
1656-48-0

2-cyanoethyl ether

B

2-propenamide
79-06-1

2-propenamide

C

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
trans- at 80℃; Mechanism; Rate constant; Product distribution; in the absence or in the presence of different quantity of water;
trans- at 25℃; Rate constant; Product distribution; also in the presence of different quantity of acetamide;
sodium hydroxide In water at 80℃; Product distribution;
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 16h;
N-nitro-β-aminopropionitrile
62984-38-7

N-nitro-β-aminopropionitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
With sulfuric acid at 25 - 85℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.), -ΔS(excit.);
furfural
98-01-1

furfural

water
7732-18-5

water

N-benzyl-trimethylammonium hydroxide
100-85-6

N-benzyl-trimethylammonium hydroxide

acrylonitrile
107-13-1

acrylonitrile

A

bis-(2-cyano-3ξ-[2]furyl-allyl)-ether
101291-29-6

bis-(2-cyano-3ξ-[2]furyl-allyl)-ether

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

C

3t-<2>furyl-2-hydroxymethyl-acrylonitrile

3t-<2>furyl-2-hydroxymethyl-acrylonitrile

D

3c-<2>furyl-2-hydroxymethyl-acrylonitrile and 2-<(2-cyano-ethoxy-methyl>-3-<2>furyl-acrylonitrile

3c-<2>furyl-2-hydroxymethyl-acrylonitrile and 2-<(2-cyano-ethoxy-methyl>-3-<2>furyl-acrylonitrile

2-chloro-ethanol
107-07-3

2-chloro-ethanol

alkali cyanide

alkali cyanide

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-bromoethanol
540-51-2

2-bromoethanol

alkali cyanide

alkali cyanide

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

oxirane
75-21-8

oxirane

salts of/the/ hydrocyanic acid

salts of/the/ hydrocyanic acid

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

acrylonitrile
107-13-1

acrylonitrile

aqueous NaOH-solution

aqueous NaOH-solution

A

2-propenamide
79-06-1

2-propenamide

B

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
at 20℃; Kinetics;
at 40℃; Kinetics;
acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethyl ether
1656-48-0

2-cyanoethyl ether

B

2-propenamide
79-06-1

2-propenamide

C

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

D

ethylene cyanohydrine, bis(2-cyanoethyl) ether

ethylene cyanohydrine, bis(2-cyanoethyl) ether

Conditions
ConditionsYield
With water; Ni(b),Cu(35) (X%) at 75℃; for 6h; Product distribution; Thermodynamic data; other time and catalyst composition; ΔE(excit); effect on the rate and product distribution;
oxirane
75-21-8

oxirane

hydrogen cyanide
74-90-8

hydrogen cyanide

water
7732-18-5

water

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Conditions
ConditionsYield
Reaktion von Calciumcyanid;
Reaktion von Calciumcyanid;
oxirane
75-21-8

oxirane

hydrogen cyanide
74-90-8

hydrogen cyanide

sodium cyanide
143-33-9

sodium cyanide

water
7732-18-5

water

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

oxirane
75-21-8

oxirane

hydrogen cyanide
74-90-8

hydrogen cyanide

water
7732-18-5

water

calcium cyanide

calcium cyanide

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-hydroxypropanimidamide hydrochloride
53868-56-7

3-hydroxypropanimidamide hydrochloride

Conditions
ConditionsYield
Stage #1: 3-Hydroxypropionitrile With acetyl chloride In methanol; toluene at 0 - 20℃; for 18h;
Stage #2: With ammonia In methanol at 0 - 20℃; for 18h;
100%
With hydrogenchloride; methanol; diethyl ether Umsetzen des Reaktionsprodukts mit NH3 in Metahnol bei 0grad;
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl-(N,N-diisopropylamino)phosphorofluoridite
162611-40-7, 162611-41-8, 171081-08-6

5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl-(N,N-diisopropylamino)phosphorofluoridite

O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] O-(2-cyanoethyl) phosphorofluoridite
171081-12-2

O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] O-(2-cyanoethyl) phosphorofluoridite

Conditions
ConditionsYield
With 1H-tetrazole In acetonitrile for 0.166667h; Ambient temperature;100%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) N,N-diisopropylfluorophosphoramidite
162611-38-3, 162611-39-4, 171081-09-7

O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) N,N-diisopropylfluorophosphoramidite

Phosphorofluoridous acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
171081-13-3

Phosphorofluoridous acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Conditions
ConditionsYield
With 1H-tetrazole In acetonitrile for 0.166667h; Ambient temperature;100%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

β-cyanoethyl chlorocarbonate
30436-27-2

β-cyanoethyl chlorocarbonate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate; 3-Hydroxypropionitrile In tetrahydrofuran at 0 - 20℃;
Stage #2: With pyridine In tetrahydrofuran at 0 - 20℃;
100%
In pyridine; toluene at 0℃;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-((tert-butyldimethylsilyl)oxy)propanenitrile
89923-33-1

3-((tert-butyldimethylsilyl)oxy)propanenitrile

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 30℃;100%
With 1H-imidazole In tetrahydrofuran at 40℃; for 15h; Condensation;98%
With 1H-imidazole In dichloromethane at 20℃;94%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-triisopropylsilyloxypropionitrile

3-triisopropylsilyloxypropionitrile

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;100%
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

C4H5ClN2O4S

C4H5ClN2O4S

Conditions
ConditionsYield
In dichloromethane for 1h;100%
(1'S)-1-(1'-phenylethyl)-3,4-epoxypyrrolidine
474755-59-4

(1'S)-1-(1'-phenylethyl)-3,4-epoxypyrrolidine

tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

(1'S)-1-(1'-phenylethyl)-3-hydroxy-4-methoxy-pyrrolidine

(1'S)-1-(1'-phenylethyl)-3-hydroxy-4-methoxy-pyrrolidine

Conditions
ConditionsYield
With sodium methylate In methanol; water100%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

D-Ribono-1,4-lactone
5336-08-3

D-Ribono-1,4-lactone

C8H14N2O5
1254077-05-8

C8H14N2O5

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 1h;100%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-hydroxypropanimidamide hydrochloric acid salt

3-hydroxypropanimidamide hydrochloric acid salt

Conditions
ConditionsYield
Stage #1: 3-Hydroxypropionitrile With acetyl chloride In methanol; toluene at 0 - 20℃; for 18h;
Stage #2: With ammonia In tetrahydrofuran; methanol at 0 - 20℃; for 18h;
100%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

1-<3-(N-tert-butoxycarbonylamino)propyl>-4-phenylpiperidine-4-carboxylic acid
219553-44-3

1-<3-(N-tert-butoxycarbonylamino)propyl>-4-phenylpiperidine-4-carboxylic acid

1-N-(tert-butoxycarbonyl)-3-<4-(2-cyanoethoxycarbonyl)-4-phenylpiperidin-1-yl>propylamine
219553-50-1

1-N-(tert-butoxycarbonyl)-3-<4-(2-cyanoethoxycarbonyl)-4-phenylpiperidin-1-yl>propylamine

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 16h; Heating;99%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

2-cyanoethyl 4-phenylbutyrate

2-cyanoethyl 4-phenylbutyrate

Conditions
ConditionsYield
With Iron(III) isopropoxide; zirconium(IV) tetraisopropoxide In n-heptane for 23h;99%
tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene for 24h; Heating;94%
zirconium(IV) oxychloride In n-heptane for 5h; Heating;
3'-deoxy-3'-C-[(hydroxyphosphinyl)methyl]-5'-O-(4-methoxytrityl)-2'-O-methyl-4-N-(N-methylpyrrolidin-2-ylidene)-5-methylcytidine triethylamine salt

3'-deoxy-3'-C-[(hydroxyphosphinyl)methyl]-5'-O-(4-methoxytrityl)-2'-O-methyl-4-N-(N-methylpyrrolidin-2-ylidene)-5-methylcytidine triethylamine salt

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3'-deoxy-3'-C-[[(2-cyanoethoxy)phosphinyl]methyl]-5'-O-(4-methoxytrityl)-2'-O-methyl-4-N-(N-methylpyrrolidin-2-ylidene)-5-methylcytidine

3'-deoxy-3'-C-[[(2-cyanoethoxy)phosphinyl]methyl]-5'-O-(4-methoxytrityl)-2'-O-methyl-4-N-(N-methylpyrrolidin-2-ylidene)-5-methylcytidine

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 65℃;99%
5-methyl-1,2,3-thiadiazolyl-4-carboxylic acid
22097-10-5

5-methyl-1,2,3-thiadiazolyl-4-carboxylic acid

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-cyanoethyl 5-methyl-1,2,3-thiadiazole-4-carboxylate

2-cyanoethyl 5-methyl-1,2,3-thiadiazole-4-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In 1,2-dichloro-ethane at 0 - 20℃; for 3.5h; Inert atmosphere;99%
Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-cyano-ethyl cinnamate
1426540-82-0

2-cyano-ethyl cinnamate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 12h; Inert atmosphere;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-trimethylsilanyloxypropionitrile
42202-44-8

3-trimethylsilanyloxypropionitrile

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 23℃; for 16.3333h;98%
Stage #1: 3-Hydroxypropionitrile With triethylamine at 0℃;
Stage #2: chloro-trimethyl-silane In diethyl ether at 0℃; for 0.583333h;
98.5%
With triethylamine In diethyl ether at 0 - 23℃; for 16h; Inert atmosphere; Schlenk technique;98%
2,2,6-trimethyl-4H-1,3-dioxin-4-one
5394-63-8

2,2,6-trimethyl-4H-1,3-dioxin-4-one

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-cyanoethylacetoacetate
65193-87-5

2-cyanoethylacetoacetate

Conditions
ConditionsYield
In o-xylene at 141℃; for 2h;98.3%
In 5,5-dimethyl-1,3-cyclohexadiene at 140 - 145℃; for 1h;90%
In xylene at 140 - 145℃; for 1h;81.6%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-hydroxypropionamide
2651-43-6

3-hydroxypropionamide

Conditions
ConditionsYield
With manganese(IV) oxide; water In isopropyl alcohol at 100℃; under 5171.62 Torr; for 0.833333h;98%
With CF3O3S(1-)*C36H35ClFeOP3Pt(1+); water; silver trifluoromethanesulfonate In tetrahydrofuran at 40℃; for 12h; Catalytic behavior; Inert atmosphere;92%
With silver tetrafluoroborate; C36H35ClFeOP3Pt(1+)*BF4(1-) In tetrahydrofuran; water at 80℃; for 12h;92%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

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

propan-1-ol-3-amine

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen; silver nitrate In methanol at 45 - 75℃; under 1500.15 Torr; Temperature; High pressure; Inert atmosphere; Autoclave;98%
With hydrogen; nickel In isopropyl alcohol at 60℃; under 3102.9 Torr; 20-24 h;88%
With ammonium hydroxide; hydrogen at 80℃; under 60006 Torr; for 6h; Sealed tube;80%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-chlorophenyl dichlorophosphate
15074-54-1

2-chlorophenyl dichlorophosphate

2-chlorophenyl bis<2-cyanoethyl>phosphate
96404-97-6

2-chlorophenyl bis<2-cyanoethyl>phosphate

Conditions
ConditionsYield
With pyridine In 1,4-dioxane for 4.5h; Ambient temperature;98%
2-(carboxymethyl)-5-nitrobenzoic acid
3898-66-6

2-(carboxymethyl)-5-nitrobenzoic acid

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-(2-cyano-ethoxycarbonylmethyl)-5-nitro-benzoic acid
623172-50-9

2-(2-cyano-ethoxycarbonylmethyl)-5-nitro-benzoic acid

Conditions
ConditionsYield
With sulfuric acid at 70℃; for 0.116667h;98%
1-benzyloxycarbonylpiperidine-4-carboxylic acid
10314-98-4

1-benzyloxycarbonylpiperidine-4-carboxylic acid

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

2-cyanoethyl (1-benzyloxycarbonyl-4-piperidine)carboxylate

2-cyanoethyl (1-benzyloxycarbonyl-4-piperidine)carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 5h; Ambient temperature;97%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-trimethylsilanyloxypropionitrile
42202-44-8

3-trimethylsilanyloxypropionitrile

Conditions
ConditionsYield
With ammonium thiocyanate In dichloromethane at 0℃; for 0.166667h;97%
at 135℃; for 2h;167 g
toluene-4-sulfonic acid at 100℃; for 2.5h;
toluene-4-sulfonic acid at 60 - 80℃; for 2.5 - 4.5h;
BOC-glycine
4530-20-5

BOC-glycine

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Boc-Gly-OCet
119866-74-9

Boc-Gly-OCet

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0℃; for 2h;97%
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide Ambient temperature;88%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)serine methyl ester
475107-22-3

O-(2-thiono-1,3,2-oxathiaphospholanyl)-N-(tert-butoxycarbonyl)serine methyl ester

2-tert-butoxycarbonylamino-3-[(2-cyano-ethoxy)-mercapto-phosphoryloxy]-propionic acid methyl ester
475107-34-7

2-tert-butoxycarbonylamino-3-[(2-cyano-ethoxy)-mercapto-phosphoryloxy]-propionic acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 3h;97%
ethanol
64-17-5

ethanol

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

Ethyl 3-hydroxypropionimidate hydrochloride
20914-88-9

Ethyl 3-hydroxypropionimidate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 20℃; for 3h; Pinner Imino Ether Synthesis; Inert atmosphere;97%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

3-propanonitrile

3-propanonitrile

Conditions
ConditionsYield
dirhodium tetraacetate In chloroform96%
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

N-(2-thiono-1,3,2-oxathiaphospholanyl)valine methyl ester

N-(2-thiono-1,3,2-oxathiaphospholanyl)valine methyl ester

2-[(2-cyano-ethoxy)-mercapto-phosphorylamino]-3-methyl-butyric acid methyl ester

2-[(2-cyano-ethoxy)-mercapto-phosphorylamino]-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 3h;96%

3-Hydroxypropionitrile Chemical Properties

Hydracrylonitrile(109-78-4)'s molecular formula is C3H5NO and its formula weight is 71.08.
The density of hydracrylonitrile(109-78-4) is 1.04 and it has a  melting point of -46°C. The Boiling point is 228°C. The refractive index is about 1.4246-1.4266. Its flash point is 128°C. The water solubility should be  equal to or greater than 10 g/100 mL at 20°C.
Hydracrylonitrile(109-78-4) has the property of being dissolved in water, ethanol, acetone and methyl ethyl ketone(MEK). It is not soluble in benzene, light petroleum, carbon bisulfide and Carbon tetrachloride.
The molecular structure of hydracrylonitrile(109-78-4) :

3-Hydroxypropionitrile Uses

Hydracrylonitrile(109-78-4) is used as a solvent for dissolving cellulose esters and some Inorganic salts. 3-Amino-1-propanol  can be produced from hydracrylonitrile(109-78-4) by hydrogenation, which is used to produce synthetic drug( such as cyclophosphamide and inderal).

3-Hydroxypropionitrile Toxicity Data With Reference

1.   

skn-rbt 10 mg/24H open

   JIHTAB    Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
2.   

skn-rbt 520 mg open MLD

   UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 8/18 ,1967.
3.   

eye-rbt 500 mg

   AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
4.   

orl-rat LD50:3200 mg/kg

   38MKAJ    Pattys Industrial Hygiene and Toxicology. 2C (1982),4875.
5.   

orl-mus LD50:1800 mg/kg

   AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 8 (1953),371.
6.   

ihl-mus LC33:300 mg/m3/2H

   85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,66.
7.   

ipr-mus LD50:500 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
8.   

orl-rbt LDLo:900 mg/kg

   AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 8 (1953),371.
9.   

skn-rbt LD50:5000 mg/kg

   UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide

3-Hydroxypropionitrile Consensus Reports

Reported in EPA TSCA Inventory. Cyanide compounds are on the Community Right-To-Know List.

3-Hydroxypropionitrile Safety Profile

Poison by inhalation. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. A skin and eye irritant. Combustible when exposed to heat or flame. Reacts violently with mineral acids (e.g., chlorosulfonic acid, oleum, sulfuric acid), amines, or inorganic bases (e.g., NaOH). Reacts with water or steam to produce toxic and flammable vapors. To fight fire, use CO2, dry chemical, alcohol foam. When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of CN. See also NITRILES.
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