| Identification | More | [Name]
Ethoxymethylenemalononitrile | [CAS]
123-06-8 | [Synonyms]
2-(ETHOXYMETHYLENE)MALONONITRILE
2-(ETHOXYMETHYLIDENE)MALONONITRILE
ETHOXYMETHYLENEMALONITRILE
ETHOXYMETHYLENEMALONONITRILE
ETHOXYMETHYLENMALONONITRILE
LABOTEST-BB LT01148236
PROPANEDINITRILE, (ETHOXYMETHYLENE)-
(beta-Ethoxymethylene)malononitrile
(b-Ethoxymethylene)malononitrile
(ethoxymethylene)-malononitril
(ethoxymethylene)-propanedinitril
(Ethoxymethylene)propanedinitrile
1,1-Dicyano-2-ethoxyethene
1-Ethoxy-2,2-dicyanoethene
2-Cyano-3-ethoxyacrylonitrile
2-Ethoxy-1,1-ethenedicarbonitrile
a-Cyano-b-ethoxyacrylonitrile
alpha-Cyano-beta-ethoxyacrylonitrile
Ethoxymethylene-malonic acid dinitrile
Malononitrile, (ethoxymethylene)- | [EINECS(EC#)]
204-597-0 | [Molecular Formula]
C6H6N2O | [MDL Number]
MFCD00001854 | [Molecular Weight]
122.12 | [MOL File]
123-06-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R42/43:May cause sensitization by inhalation and skin contact .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R43:May cause sensitization by skin contact.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
3439 | [WGK Germany ]
3
| [RTECS ]
OO3850000
| [F ]
21 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 | [Toxicity]
mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689, |
| Hazard Information | Back Directory | [Description]
Ethoxymethylenemalononitrile (EMMN) is an orange solid and the melting point of EMMN is 64–66 °C[1].It is an inexpensive reagent. As a functionalized malono-nitrile, it is widely used to synthesize pyrazoles, pyrimidines and a variety of fused heterocyclic systems. | [Chemical Properties]
Off White to Pale Yellow | [Preparation]
Triethyl orthoformate (67.3 mg, 0.454 mol) and malononitrile (20.0 mg,0.302 mol) were andded to acetic anhydride (77.2 gm, 0.75 moles) and the mixture was refluxed for 4-5 h at 110-140°C. The reaction was monitored by GC. After the reaction is complete, it is cooled to room temperature. Concentrated the mixture at 70°C at reduced pressure to yield crude solid product and the pure product (Ethoxymethylenemalononitrile) was obtained through purified either by vacuum distillation.
 | [Synthesis Reference(s)]
Tetrahedron Letters, 10, p. 3279, 1969 DOI: 10.1017/S0009838800024678 | [References]
[1] Faria J, et al. Ethoxymethylenemalononitrile. Synlett , 2013; 24: 0264–0265.
[2] Maurício , et al. Synthesis and antileishmanial evaluation of 1-aryl-4-(4,5-dihydro-1H-imidazol-2-yl)-1H-pyrazole derivatives. Bioorganic & Medicinal Chemistry Letters, 2011; 21: 7451-7454. |
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