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| CAS No.: | 1119-85-3 |
|---|---|
| Name: | 1,4-DICYANO-2-BUTENE |
| Molecular Structure: | |
|
|
|
| Formula: | C6H6 N2 |
| Molecular Weight: | 106.127 |
| Synonyms: | b-Hydromucononitrile (6CI);1,4-Dicyano-2-butene; NSC 11685 |
| EINECS: | 242-519-7 |
| Density: | 0.983 g/cm3 |
| Melting Point: | 77.5 - 78.2ºC |
| Boiling Point: | 289.6 °C at 760 mmHg |
| Flash Point: | 146.2 °C |
| Solubility: | very soluble in water |
| Appearance: | Tan to brown crystals |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | R20/21 |
| Safety: | Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx and CN−. See also NITRILES. |
| PSA: | 47.58000 |
| LogP: | 1.36996 |
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| Conditions | Yield |
|---|---|
| With hydrogenchloride; copper; copper(l) chloride; sodium chloride |
- 13269-52-8
trans-3-Hexene
- 109-75-1
but-3-enenitrile
A
- 4786-20-3
crotononitrile
B
- 74-85-1
ethene
C
- 1119-85-3
1,4-dicyano-2-butene
| Conditions | Yield |
|---|---|
| aluminum oxide; rhenium(VII) oxide on aluminum oxide; tetraethyltin; tetramethylstannane for 24h; Product distribution; Ambient temperature; heterogeneous self-metathesis, co-metathesis; |
| Conditions | Yield |
|---|---|
| With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(IV) chloride In benzene at 60℃; under 0.001 Torr; for 10h; other temperature; metathesis of allyl cyanide; | |
| aluminum oxide; rhenium(VII) oxide on aluminum oxide; tetraethyltin; tetramethylstannane for 24h; Product distribution; Ambient temperature; heterogeneous metathesis; | |
| With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(IV) chloride In benzene at 60℃; under 0.01 Torr; for 10h; Yield given; |
| Conditions | Yield |
|---|---|
| 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(VI) chloride In benzene at 60℃; for 10h; | 83 % Turnov. |
- 107-13-1
acrylonitrile
A
- 1119-85-3
1,4-dicyano-2-butene
B
- 13042-02-9
2-hexenedinitrile
C
- 1572-52-7
2,4-dicyano-1-butene
D
- 68334-52-1
4,7-Bis-<2-cyan-aethyl>-4,7-dicyan-decen-(5)-disaeure-dinitril
| Conditions | Yield |
|---|---|
| With isopropyl diphenylphosphinite; isopropyl alcohol In toluene at 60℃; Rate constant; Equilibrium constant; Thermodynamic data; other phosphinite catalysts; activation parameters (EA, ΔS(act., 298 K); kinetics and mechanism of the phosphinite-catalyzed dimerization of acrylonitrile; |
| Conditions | Yield |
|---|---|
| With ruthenium In dichloromethane for 2h; Heating; Title compound not separated from byproducts; |
- 17084-13-8
potassium hexafluorophosphate
- 58298-10-5
[Re2Cl4(μ-bis(diphenylphosphino)methane)2]
- 1119-85-3
1,4-dicyano-2-butene
- 294213-46-0
Re2Cl3((C6H5)2PCH2P(C6H5)2)2(NCC4H6NC)2(1+)*PF6(1-)=Re2Cl3(P(C6H5)2CH2P(C6H5)2)2(NCC4H6CN)2PF6
| Conditions | Yield |
|---|---|
| In acetone mixt. of Re-complex, KPF6 and ligand in acetone was stirred at room temp. for 2 h under N2; vol. was reduced by vac. evaporator, filtered, filtrate was treated with Et2O, stirred for 30 min, extracted into CH2Cl2, vol. of extract was reduced, Et2O was added; elem. anal.; | 91% |
| Conditions | Yield |
|---|---|
| With formic acid In methanol; water at 100℃; for 12h; Green chemistry; chemoselective reaction; | 88% |
| With hydrogen; (o-OC6H4CH3)3PRuCl(PPh3)2 at 130℃; under 3620.04 Torr; for 20h; | 78 % Chromat. |
| With hydrogen; (o-OC6H4CH3)3PRuCl(PPh3)2 at 130℃; under 3620.04 Torr; for 20h; Product distribution; | 78 % Chromat. |
| Conditions | Yield |
|---|---|
| With triethylamine at 120℃; for 0.0333333h; | 39% |
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Chemistry
MF: C6H6N2
MW: 106.13
EINECS: 214-287-7
Density: 0.983 g/cm3
Flash Point: 146.2 °C
Melting Point: 74-79 °C
Index of Refraction: 1.462
Enthalpy of Vaporization: 52.9 kJ/mol
Boiling Point: 289.6 °C at 760 mmHg
Vapour Pressure: 0.00217 mmHg at 25°C
IUPAC Name: (Z)-hex-3-enedinitrile
Appearance of 3-Hexenedinitrile (CAS NO.1119-85-3): beige to light brown crystalline solid
Synonyms: 3-Hexenedinitrile ; 3-Hexene dioic acid dinitrile ; 1,4-Dicyano-2-butene ; 1,4-Dicyano butene-2 ; Dihydromucononitrile ; Hex-3-enedinitrile ; 2-Butene-1,4-dicarbonitrile ; Trans-1,4-dicyano-2-butene
Following is the molecular structure of 3-Hexenedinitrile (CAS NO.1119-85-3):
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Toxicity Data With Reference
| 1. | ivn-mus LD50:56 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#05212 . |
Consensus Reports
Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.
Safety Profile
Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx and CN−.
Safety Information
Hazard Codes: Xn 
Risk Statements: 20/21-36/37/38-20/21/22
R20/21: Harmful by inhalation and in contact with skin.
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 23-37/39-26
S23: Do not breathe vapour.
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 3439
RTECS: MP6750000