Conditions | Yield |
---|---|
In dichloromethane at 0℃; for 0.0833333h; | 95% |
Conditions | Yield |
---|---|
With PEG400 for 5h; Heating; | 94% |
With hydrogenchloride; water; copper dichloride |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In toluene at 60℃; for 6h; | 93.5% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In toluene at 60℃; for 6h; | 91.3% |
Conditions | Yield |
---|---|
With potassium carbonate; dibenzo-18-crown-6 In benzene for 7h; Heating; | 85% |
With potassium hydroxide |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride; hydroxylamine hydrochloride In N,N-dimethyl-formamide at 100℃; for 10h; | 79% |
Conditions | Yield |
---|---|
With ethyl cyanoformate; triethylamine In acetonitrile Ambient temperature; | 75% |
A
pyrrole
B
(Z)-2-butenenitrile
C
crotononitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
at 650℃; under 0.2 Torr; Product distribution; Irradiation; | A 74% B 7% C 8% D 0.7% |
but-3-enenitrile
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina In N,N-dimethyl-formamide at 85℃; for 10h; | 74% |
Conditions | Yield |
---|---|
With aluminum oxide at 315℃; |
Conditions | Yield |
---|---|
With chromium(III) oxide at 580 - 615℃; |
Conditions | Yield |
---|---|
at 110℃; |
Conditions | Yield |
---|---|
With phosphorus pentoxide |
Conditions | Yield |
---|---|
With chloroform; phosphorus pentoxide | |
With phosphorus pentoxide |
Conditions | Yield |
---|---|
at 15℃; |
3-cyanopropanoyl chloride
but-3-enenitrile
Conditions | Yield |
---|---|
With quinoline | |
With pyridine |
Conditions | Yield |
---|---|
With silver nitrate Zerlegen des Niederschlages mit Schwefelwasserstoff; |
Conditions | Yield |
---|---|
With ammonium bromide; water; copper(I) bromide | |
With ammonium chloride; water; copper(l) chloride | |
With ammonium bromide; water; copper(I) bromide | |
With ammonium chloride; water; copper(l) chloride |
Conditions | Yield |
---|---|
With water durch 1 Monat langes Stehen; | |
With water at 110℃; im Bombenrohr; | |
With aluminum oxide In chlorobenzene at 50℃; for 8h; Irradiation; ultrasound; | 55 % Chromat. |
Conditions | Yield |
---|---|
With copper(l) cyanide |
potassium cyanide
3-chloroprop-1-ene
A
2-methylbutanedioic acid
B
but-3-enenitrile
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With water | |
With zinc | |
With copper; paraffin oil |
Conditions | Yield |
---|---|
at 660℃; beim Leiten durch ein Pyrex-Rohr; |
1-butylene
ethanedinitrile
A
propene
B
ethane
C
acrylonitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
Irradiation; 13.56-MHz radio-frequency disharge; Further byproducts given; | A 23 % Chromat. B 26 % Chromat. C 8 % Chromat. D 12 % Chromat. |
but-2-enenitrile
A
methane
B
hydrogen cyanide
C
acrylonitrile
D
but-3-enenitrile
E
acetonitrile
F
acetylene
Conditions | Yield |
---|---|
at 926.9 - 1226.9℃; under 13680 - 15200 Torr; Product distribution; Kinetics; in argon in a single-pulse shock tube; |
(Z)-2-Butene
ethanedinitrile
A
(Z)-2-butenenitrile
B
crotononitrile
C
but-3-enenitrile
D
methacrylonitrile
Conditions | Yield |
---|---|
Irradiation; 13.56-MHz radio-frequency disharge; Yield given. Further byproducts given. Yields of byproduct given; |
(Z)-2-Butene
ethanedinitrile
A
(Z)-2-butenenitrile
B
crotononitrile
C
2-methyl-2-butene nitrile
D
ethane
E
but-3-enenitrile
F
methacrylonitrile
Conditions | Yield |
---|---|
Product distribution; Mechanism; Irradiation; power, flow rates dependence; |
propene
cyanogen iodide
A
(Z)-2-butenenitrile
B
crotononitrile
C
acrylonitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
under 120 Torr; for 0.166667h; Product distribution; Irradiation; other alkenes; |
Conditions | Yield |
---|---|
In dichloromethane at 0℃; for 0.0833333h; | 95% |
Conditions | Yield |
---|---|
With PEG400 for 5h; Heating; | 94% |
With hydrogenchloride; water; copper dichloride |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In toluene at 60℃; for 6h; | 93.5% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In toluene at 60℃; for 6h; | 91.3% |
Conditions | Yield |
---|---|
With potassium carbonate; dibenzo-18-crown-6 In benzene for 7h; Heating; | 85% |
With potassium hydroxide |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride; hydroxylamine hydrochloride In N,N-dimethyl-formamide at 100℃; for 10h; | 79% |
Conditions | Yield |
---|---|
With ethyl cyanoformate; triethylamine In acetonitrile Ambient temperature; | 75% |
A
pyrrole
B
(Z)-2-butenenitrile
C
crotononitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
at 650℃; under 0.2 Torr; Product distribution; Irradiation; | A 74% B 7% C 8% D 0.7% |
but-3-enenitrile
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina In N,N-dimethyl-formamide at 85℃; for 10h; | 74% |
Conditions | Yield |
---|---|
With aluminum oxide at 315℃; |
Conditions | Yield |
---|---|
With chromium(III) oxide at 580 - 615℃; |
Conditions | Yield |
---|---|
at 110℃; |
Conditions | Yield |
---|---|
With phosphorus pentoxide |
Conditions | Yield |
---|---|
With chloroform; phosphorus pentoxide | |
With phosphorus pentoxide |
Conditions | Yield |
---|---|
at 15℃; |
3-cyanopropanoyl chloride
but-3-enenitrile
Conditions | Yield |
---|---|
With quinoline | |
With pyridine |
Conditions | Yield |
---|---|
With silver nitrate Zerlegen des Niederschlages mit Schwefelwasserstoff; |
Conditions | Yield |
---|---|
With ammonium bromide; water; copper(I) bromide | |
With ammonium chloride; water; copper(l) chloride | |
With ammonium bromide; water; copper(I) bromide | |
With ammonium chloride; water; copper(l) chloride |
Conditions | Yield |
---|---|
With water durch 1 Monat langes Stehen; | |
With water at 110℃; im Bombenrohr; | |
With aluminum oxide In chlorobenzene at 50℃; for 8h; Irradiation; ultrasound; | 55 % Chromat. |
Conditions | Yield |
---|---|
With copper(l) cyanide |
potassium cyanide
3-chloroprop-1-ene
A
2-methylbutanedioic acid
B
but-3-enenitrile
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With water | |
With zinc | |
With copper; paraffin oil |
Conditions | Yield |
---|---|
at 660℃; beim Leiten durch ein Pyrex-Rohr; |
1-butylene
ethanedinitrile
A
propene
B
ethane
C
acrylonitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
Irradiation; 13.56-MHz radio-frequency disharge; Further byproducts given; | A 23 % Chromat. B 26 % Chromat. C 8 % Chromat. D 12 % Chromat. |
but-2-enenitrile
A
methane
B
hydrogen cyanide
C
acrylonitrile
D
but-3-enenitrile
E
acetonitrile
F
acetylene
Conditions | Yield |
---|---|
at 926.9 - 1226.9℃; under 13680 - 15200 Torr; Product distribution; Kinetics; in argon in a single-pulse shock tube; |
(Z)-2-Butene
ethanedinitrile
A
(Z)-2-butenenitrile
B
crotononitrile
C
but-3-enenitrile
D
methacrylonitrile
Conditions | Yield |
---|---|
Irradiation; 13.56-MHz radio-frequency disharge; Yield given. Further byproducts given. Yields of byproduct given; |
(Z)-2-Butene
ethanedinitrile
A
(Z)-2-butenenitrile
B
crotononitrile
C
2-methyl-2-butene nitrile
D
ethane
E
but-3-enenitrile
F
methacrylonitrile
Conditions | Yield |
---|---|
Product distribution; Mechanism; Irradiation; power, flow rates dependence; |
propene
cyanogen iodide
A
(Z)-2-butenenitrile
B
crotononitrile
C
acrylonitrile
D
but-3-enenitrile
Conditions | Yield |
---|---|
under 120 Torr; for 0.166667h; Product distribution; Irradiation; other alkenes; |
IUPAC Name: 3-Butenenitrile
The MF of 3-Butenenitrile (109-75-1) is C4H5N.
The MW of 3-Butenenitrile (109-75-1) is 67.09.
Synonyms of 3-Butenenitrile (109-75-1): Allyl cyanide ; 3-Butenenitrile ; Vinylacetonitrile ; But-3-enenitrile
Product Categories: Small molecule
Form: clear colourless to yellow liquid
Index of Refraction: 1.401
EINECS: 203-701-1
Density: 0.807 g/ml
Flash Point: 23.9 °C
Boiling Point: 119 °C
Melting Point: -87 °C
Merck: 14,290
BRN: 605352
3-Butenenitrile (109-75-1) is used in organic Synthesis.
1. | skn-rbt 10 mg/24H open MLD | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
2. | orl-rat LD50:115 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470. | ||
3. | scu-rat LD50:150 mg/kg | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,18. | ||
4. | skn-rbt LD50:1410 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
5. | ihl-gpg LC50:2500 mg/m3/4H | GISAAA Gigiena i Sanitariya. 34 (4)(1969),36. |
Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.
A poison by ingestion and subcutaneous routes. Moderately toxic by inhalation and skin contact. Experimental reproductive effects. A skin irritant. See also NITRILES. Dangerous; emits highly toxic fumes of NOx and CN− when heated to decomposition or on contact with acids or acid fumes. To fight fire, use alcohol foam, mist.
Safety information of 3-Butenenitrile (109-75-1):
Hazard Codes T
Risk Statements
10 Flammable
21 Harmful in contact with skin
23/25 Toxic by inhalation and if swallowed
36/38 Irritating to eyes and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39 Wear suitable protective clothing, gloves and eye/face protection
45 In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR UN 1992 3/PG 3
WGK Germany 3
RTECS EM8050000
F 10
HazardClass 3
PackingGroup III
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