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Name Ethoxymethylenemalononitrile
EINECS204-597-0
CAS No. 123-06-8
Density1.07 g/cm³
PSA56.81000
LogP0.95396
Solubilityinsoluble in water
Melting Point64-66 °C(lit.)
FormulaC₆H₆N₂O
Boiling Point296.1 °C at 760 mmHg
Molecular Weight122.126
Flash Point135.1 °C
Transport InformationN/A
Appearanceoff white to pale yellow
Safety22-36/37-45-36/37/39-26-36-24/25
Risk Codes22-42/43-23/24/25-43-20/21/22
Molecular Structure
Hazard SymbolsXn,Xi,T
SynonymsXn,Xi,T
Article Data46

Ethoxymethylenemalononitrile Synthetic route

: 122-51-0
orthoformic acid triethyl ester

: 109-77-3
malononitrile

: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
With acetic anhydride at 110 - 140℃; Reflux;	98%
With acetic anhydride at 110 - 140℃;	98%
With acetic anhydride at 110 - 140℃;	98%

: 109-77-3
malononitrile

: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
With orthoformic acid triethyl ester at 140℃;
With orthoformic acid triethyl ester at 140℃;

: 79343-66-1, 79343-67-2
spiro<(2,2-dicyano-3-ethoxy)cyclobutan-1,3'-(1'-acetyl)-2'-oxoindoline>, trans

: 109-92-2
ethyl vinyl ether

A: 79343-70-7
2-ethoxy-9-acetyl-2,3-dihydropyran<2,3-b>indole

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
at 100℃; for 40h; sealed tube;	A 63% B 50%

: 14059-86-0
1-(2',3',4',5'-Tetra-O-acetyl-β-D-galactopyranosyl)urea

: 122-51-0
orthoformic acid triethyl ester

: 109-77-3
malononitrile

A: 91303-01-4
1-(2',3',4',5'-Tetra-O-acetyl-β-D-galactopyranosyl)ureidomethylenemalononitrile

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
at 70℃; for 12h;	A 52% B n/a

: 14241-65-7
1-(2',3',4',5'-Tetra-O-acetyl-β-D-mannopyranosyl)urea

: 122-51-0
orthoformic acid triethyl ester

: 109-77-3
malononitrile

A: 91303-00-3
1-(2',3',4',5'-Tetra-O-acetyl-β-D-mannopyranosyl)ureidomethylenemalononitrile

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
at 60℃; for 2h;	A 28% B n/a

: 79343-66-1, 79343-67-2
(1SR,3SR)-spiro<(2,2-dicyano-3-ethoxy)cyclobutan-1,3'-(1'-acetyl)-2'-oxoindoline>

: 109-92-2
ethyl vinyl ether

A: 79343-70-7
2-ethoxy-9-acetyl-2,3-dihydropyran<2,3-b>indole

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
at 100℃; for 40h; sealed tube;
sealed tube;

: 75-03-6
ethyl iodide

silver-compound of hydroxymethylene-malonic acid dinitrile: silver-compound of hydroxymethylene-malonic acid dinitrile

: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
With benzene

: 14241-65-7
1-(2',3',4',5'-Tetra-O-acetyl-β-D-mannopyranosyl)urea

: 122-51-0
orthoformic acid triethyl ester

: 109-77-3
malononitrile

A: 2-Oxo-4-imino-5-cyano-1-(2',3',4',5'-tetra-O-acetyl-β-D-mannopyranosyl)-1,2,3,4-tetrahydropyrimidine

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
With triethylamine 1) 60 deg C, 2 h; 2) ethanol, reflux, 15 min.;; Yield given. Multistep reaction;

: 122-51-0
orthoformic acid triethyl ester

: 109-77-3
malononitrile

: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
With acetic anhydride at 110 - 140℃; Reflux;	98%
With acetic anhydride at 110 - 140℃;	98%
With acetic anhydride at 110 - 140℃;	98%

: 79343-66-1, 79343-67-2
spiro<(2,2-dicyano-3-ethoxy)cyclobutan-1,3'-(1'-acetyl)-2'-oxoindoline>, trans

: 109-92-2
ethyl vinyl ether

A: 79343-70-7
2-ethoxy-9-acetyl-2,3-dihydropyran<2,3-b>indole

B: 123-06-8
Ethoxymethylenemalononitrile

Conditions

Conditions	Yield
at 100℃; for 40h; sealed tube;	A 63% B 50%

Ethoxymethylenemalononitrile Chemical Properties

Structure of Ethoxymethylenemalononitrile (CAS NO.123-06-8):

IUPAC Name: 2-(ethoxymethylidene)propanedinitrile
Empirical Formula: C₆H₆N₂O
Molecular Weight: 122.1246
EINECS: 204-597-0
Index of Refraction: 1.461
Molar Refractivity: 31.31 cm³
Molar Volume: 114.1 cm³
Polarizability: 12.41×10^-24cm³
Surface Tension: 41.9 dyne/cm
Density: 1.07 g/cm³
Flash Point: 135.1 °C
Enthalpy of Vaporization: 53.59 kJ/mol
Melting Point: 64-66 °C(lit.)
Boiling Point: 296.1 °C at 760 mmHg
Vapour Pressure: 0.00146 mmHg at 25°C
Water Solubility: insoluble
Physical Appearance: Off White to Pale Yellow
Product Categories: Pharmaceutical Intermediates;Aliphatic Compound;Miscellaneous;API intermediates;Various Intermediates;Intermediates;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds

Ethoxymethylenemalononitrile Toxicity Data With Reference

ipr-mus LD50:50 mg/kg

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

Ethoxymethylenemalononitrile Consensus Reports

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

Ethoxymethylenemalononitrile Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NO_x and CN⁻. See also NITRILES.
Hazard Codes: Harmful Xn, Irritant Xi, Toxic T
Risk Statements: 22-42/43-23/24/25-43-20/21/22
22: Harmful if swallowed
42/43: May cause sensitization by inhalation and skin contact
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
43: May cause sensitization by skin contact
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 22-36/37-45-36/37/39-26-36-24/25
22: Do not breathe dust
36/37: Wear suitable protective clothing and gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
24/25: Avoid contact with skin and eyes
RIDADR: 3439
WGK Germany: 3
RTECS: OO3850000
F: 21: Sensitive to humidity.
HazardClass: 6.1
PackingGroup: III

Ethoxymethylenemalononitrile Specification

1. First Aid Measures
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Store in a tightly closed container. Store in a cool, dry area away from incompatible substances.
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation. Use only in a chemical fume hood. Wash clothing before reuse. Do not breathe dust.

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Product Name

Ethoxymethylenemalononitrile

Ethoxymethylenemalononitrile Synthetic route

Ethoxymethylenemalononitrile Chemical Properties

Ethoxymethylenemalononitrile Toxicity Data With Reference

Ethoxymethylenemalononitrile Consensus Reports

Ethoxymethylenemalononitrile Safety Profile

Ethoxymethylenemalononitrile Specification

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