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123-06-8

Basic Information
CAS No.: 123-06-8
Name: Ethoxymethylenemalononitrile
Molecular Structure:
Molecular Structure of 123-06-8 (Ethoxymethylenemalononitrile)
Formula: C6H6N2O
Molecular Weight: 122.14
Synonyms: Malononitrile,(ethoxymethylene)- (6CI,7CI,8CI);Propanedinitrile, (ethoxymethylene)- (9CI);(Ethoxymethylene)malonodinitrile;(Ethoxymethylidene)malononitrile;(b-Ethoxymethylene)malononitrile;1,1-Dicyano-2-ethoxyethene;1-Ethoxy-2,2-dicyanoethene;1-Ethoxymethylenemalonitrile;2-Cyano-3-ethoxyacrylonitrile;2-Ethoxy-1,1-ethenedicarbonitrile;NSC 27792;a-Cyano-b-ethoxyacrylonitrile;Propanedinitrile,2-(ethoxymethylene)-;
EINECS: 204-597-0
Density: 1.07 g/cm3
Melting Point: 64-66 °C(lit.)
Boiling Point: 296.1 °C at 760 mmHg
Flash Point: 135.1 °C
Solubility: insoluble in water
Appearance: off white to pale yellow
Hazard Symbols: HarmfulXn,IrritantXi,ToxicT
Risk Codes: 22-42/43-23/24/25-43-20/21/22
Safety: 22-36/37-45-36/37/39-26-36-24/25
Transport Information:
PSA: 56.81000
LogP: 0.95396
Synthetic route
122-51-0

orthoformic acid triethyl ester

109-77-3

malononitrile

123-06-8

Ethoxymethylenemalononitrile

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

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

Toxicity Data With Reference

1.    

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 .

Consensus Reports

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

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NOx and CN. See also NITRILES.
Hazard Codes: HarmfulXn,IrritantXi,ToxicT
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

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.