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| CAS No.: | 4786-20-3 |
|---|---|
| Name: | Crotononitrile (pract) |
| Article Data: | 106 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H5N |
| Molecular Weight: | 67.0904 |
| Synonyms: | Crotononitrile(6CI,8CI);1-Cyanopropene;1-Propenyl cyanide;2-Butenenitrile;NSC 165574;b-Methylacrylonitrile; |
| EINECS: | 225-335-1 |
| Density: | 0.822 g/cm3 |
| Melting Point: | -51.5ºC |
| Boiling Point: | 120.5 °C at 760 mmHg |
| Flash Point: | 20 °C |
| Appearance: | Clear light yellow liquid |
| Hazard Symbols: |
 F,  Xn
|
| Risk Codes: | 11-22-36/37/38-26-16 |
| Safety: | 16-26-36 |
| Transport Information: | UN 2924 3/PG 2 |
| PSA: | 23.79000 |
| LogP: | 1.08608 |
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| Conditions | Yield |
|---|---|
| With 18-crown-6 ether; tetrakis(triphenylphosphine) palladium(0) In benzene at 80℃; for 50h; Rate constant; Product distribution; | 89% |
| With potassium hydroxide; (Z)-1-propenyl bromide; hydrogen In water at 45℃; for 4h; Yield given; |
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium fluoride; hydroxylamine hydrochloride In N,N-dimethyl-formamide at 100℃; for 9h; | 78% |
| Conditions | Yield |
|---|---|
| at 650℃; under 0.2 Torr; Product distribution; Irradiation; | A 74% B 7% C 8% D 0.7% |
- 590-15-8
trans-2-propenyl bromide
- 544-92-3
copper(I) cyanide
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 150℃; Product distribution; Rate constant; other solvent; | A 25% B 62% |
- 590-13-6
(Z)-1-propenyl bromide
- 544-92-3
copper(I) cyanide
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 150℃; Product distribution; Rate constant; other solvent; | A 27% B 60% |
| Conditions | Yield |
|---|---|
| at 500 - 700℃; under 0.2 Torr; Product distribution; Irradiation; mol. sieve (3 Angstroem); | A 59% B n/a C n/a D 6% |
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
C
- 1204614-44-7
(p-fluorophenyl)iminoacetonitrile
D
- 1195-45-5
para-fluorophenyl isocyanate
| Conditions | Yield |
|---|---|
| at 720℃; under 0.0015 Torr; regioselective reaction; | A n/a B n/a C 33% D n/a |
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
C
- 1204614-43-6
(p-tolyl)iminoacetonitrile
D
- 622-58-2
p-Tolylisocyanate
| Conditions | Yield |
|---|---|
| at 720℃; under 0.0015 Torr; regioselective reaction; | A n/a B n/a C 30% D n/a |
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
C
- 1204614-45-8
(p-chlorophenyl)iminoacetonitrile
D
- 104-12-1
p-chlorphenylisocyanate
| Conditions | Yield |
|---|---|
| at 720℃; under 0.0015 Torr; regioselective reaction; | A n/a B n/a C 30% D n/a |
A
- 1190-76-7
(Z)-2-butenenitrile
B
- 4786-20-3
crotononitrile
C
- 1204614-42-5
(p-methoxyphenyl)iminoacetonitrile
D
- 5416-93-3
4-Methoxyphenyl isocyanate
| Conditions | Yield |
|---|---|
| at 720℃; under 0.0015 Torr; regioselective reaction; | A n/a B n/a C 25% D n/a |
- Total:20 Page 1 of 1 1
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Chemistry
Empirical Formula: C4H5N
Molecular Weight: 67.0892
Structure of Crotononitrile (CAS NO.4786-20-3):
Index of Refraction: 1.417
Density: 0.822 g/cm3
Flash Point: 20 °C
Enthalpy of Vaporization: 35.86 kJ/mol
Boiling Point: 120.5 °C at 760 mmHg
Vapour Pressure: 15.2 mmHg at 25 °C
Storage temp: Flammables area
Appearance: Clear light yellow liquid
Toxicity Data With Reference
| 1. | orl-rat LD50:501 mg/kg | GISAAA Gigiena i Sanitariya. 37 (4)(1972),10. | ||
| 2. | orl-mus LD50:396 mg/kg | GISAAA Gigiena i Sanitariya. 37 (4)(1972),10. | ||
| 3. | ivn-rbt LDLo:60 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 153 (1911),895. | ||
| 4. | orl-gpg LD50:272 mg/kg | GISAAA Gigiena i Sanitariya. 37 (4)(1972),10. | ||
| 5. | scu-gpg LDLo:230 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 153 (1911),895. |
Carcinogenicity of Crotononitrile (CAS NO.4786-20-3) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
A poison by ingestion, intravenous, and subcutaneous routes. When heated to decomposition it emits toxic vapors of NOx and CN−.
Hazard Codes: 
F
Xn
Risk Statements: 11-22-36/37/38-26-16
R11:Highly flammable.
R16:Explosive when mixed with oxidizing substances.
R22:Harmful if swallowed.
R26:Very toxic by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
Specification
Crotononitrile ,its cas register number is 4786-20-3. It also can be called 2-Butenenitrile ; cis-beta-Methylacrylonitrile ; (E)-2-Butenenitrile ; 2-Butenenitrile, (2E)- and (2E)-But-2-enenitrile . It is hazardous,so the first aid measures and others should be known. Such as: When on the skin: first,should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly,Get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, Crotononitrile (CAS NO.4786-20-3) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon dioxide, carbon monoxide.