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Succinonitrile

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Name

Succinonitrile

EINECS 203-783-9
CAS No. 110-61-2 Density 0.984 g/cm3
PSA 47.58000 LogP 0.81376
Solubility Slightly soluble in water Melting Point 50-54 °C(lit.)
Formula C4H4N2 Boiling Point 268.5 °C at 760 mmHg
Molecular Weight 80.0892 Flash Point 141.1 °C
Transport Information N/A Appearance almost white to brown crystalline solid
Safety 26-36/37-45-36/37/39-22 Risk Codes 22-36/37/38-36/38-20/21/22
Molecular Structure Molecular Structure of 110-61-2 (1,4-Butanedinitrile) Hazard Symbols HarmfulXn
Synonyms

Deprelin;Dician;Dinile;Disuxyl;Ethane, 1,2-dicyano-;Ethylene cyanide;Ethylene dicyanide;Evanex;NSC 4852;Succinic acid dinitrile;Succinic acidnitrile;Succinic dinitrile;Succinil;Succinodinitrile;Suxil;sym-Dicyanoethane;Succinonitrile(8CI);1,2-Dicyanoethane;1,2-Ethanedicarbonitrile;1,4-Butanedinitrile;

Article Data 79

Succinonitrile Synthetic route

7677-24-9

trimethylsilyl cyanide

110-61-2

butanedinitrile

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; acetonitrile at 20℃; for 20h; Michael Addition; Inert atmosphere;98%
542-76-7

3-Chloropropionitrile

75-86-5

2-hydroxy-2-methylpropanenitrile

110-61-2

butanedinitrile

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-methylpropanenitrile With lithium hydroxide monohydrate In tetrahydrofuran at 50℃; for 1h;
Stage #2: 3-Chloropropionitrile In tetrahydrofuran
98%

WH2(η-cyclopentadienyl)2

764-42-1

1,2-Dicyanoethylene

A

110-61-2

butanedinitrile

B

(C5H5)2W(CNCHCHCN)

Conditions
ConditionsYield
In toluene Irradiation (UV/VIS); (Ar); addn. of fumaronitrile to soln. of W-compd. in toluene portionwise, irradn. (500 W Hg-lamp, >550 nm, 62 h), pptn.; decantation of supernatant, washing (toluene), drying in vac.; elem. anal., detn. of isomeric ratio of CNCH=CHCN ligand fumaronitrile/maleonitrile 3:2 by (1)H-NMR spectroscopy;A 92%
B 38%
33695-47-5

(phenylselenenyl)acetonitrile

A

110-61-2

butanedinitrile

B

1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
at 600℃; under 20 Torr; for 0.0333333h;A 87%
B 90%
764-42-1

butenedinitrile

110-61-2

butanedinitrile

Conditions
ConditionsYield
With hydrogen sulfide90%
With hydrogen at 20℃; under 750.075 Torr; for 0.0833333h; Inert atmosphere; Neat (no solvent);96 %Chromat.
107-13-1

acrylonitrile

75-86-5

2-hydroxy-2-methylpropanenitrile

110-61-2

butanedinitrile

Conditions
ConditionsYield
With Cp*2Sm(THF)2 In toluene for 15h; Product distribution; Ambient temperature; other reagent;89%
With sodium hydroxide

potassium cyanide

107-06-2

1,2-dichloro-ethane

72537-17-8

2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

A

110-61-2

butanedinitrile

B

80194-70-3

3-chloro-2-cyano-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With dmap In water at 75 - 78℃; for 12h; Reagent/catalyst; Temperature;A 81.8%
B 86.7%
68897-45-0

N,N,N',N',N'',N''-Hexamethylguanidiniumcyanid

106-93-4

ethylene dibromide

A

110-61-2

butanedinitrile

B

6926-43-8

1,1,2,2,3,3-Hexamethylguanidiniumbromid

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;A 85%
B n/a
110-14-5

butanediamide

110-61-2

butanedinitrile

Conditions
ConditionsYield
With lead acetate In dichloromethane for 12h; Reflux;85%
With sieve-supported lead catalyst at 200℃; under 2250.23 Torr; for 0.3h;
3515-93-3

4-oxobutanenitrile

110-61-2

butanedinitrile

Conditions
ConditionsYield
With HCl·DMPU; hydroxylamine hydrochloride In acetonitrile at 60℃;84%

Succinonitrile Chemical Properties

Molecular Formula: C4H4N2
Molar mass: 80.088 g/mol
Density: 0.984 g/cm3
Flash Point: 141.1 °C
Index of Refraction: 1.415
Melting point: 50-54 °C(lit.)
storage temp: 2-8°C
Water solubility: slightly soluble
Boiling Point: 268.5 °C at 760 mmHg
Vapour Pressure: 0.00767 mmHg at 25°C
Solubility: methanol: 0.1 g/mL, clear,colorless
Appearance: almost white to brown crystalline solid
Structure of Succinonitrile (CAS NO.110-61-2):
                                     
Product Categories of Succinonitrile (CAS NO.110-61-2): Dinitriles & Trinitriles
Synonyms of Succinonitrile (CAS NO.110-61-2): 1,2-Dicyanoethane 1,4-Butanedinitrile ; Butanedinitrile ; Deprelin ; Disuxyl ; Ethane, 1,2-dicyano- ; Ethylene cyanide ; Succinic acid dinitrile ; Succinic acid nitrile ; Succinodinitrile ; Succinonitrile ; Sukcinonitril ; s-Dicyanoethane .

Succinonitrile Production

Succinonitrile(110-61-2) is produced by the addition of hydrogen cyanide to acrylonitrile.
CH2=CHCN + HCN → NCCH2CH2CN

Succinonitrile Toxicity Data With Reference

dog LDLo subcutaneous 150mg/kg (150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
GASTROINTESTINAL: NAUSEA OR VOMITING
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 3, Pg. 77, 1897.
frog LDLo subcutaneous 1gm/kg (1000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 3, Pg. 77, 1897.
mouse LD50 intraperitoneal 63110ug/kg (63.11mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION Biochemical Pharmacology. Vol. 27, Pg. 1135, 1978.
mouse LD50 oral 129mg/kg (129mg/kg)   Archives of Toxicology. Vol. 57, Pg. 88, 1985.
pigeon LDLo subcutaneous 2200mg/kg (2200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
GASTROINTESTINAL: NAUSEA OR VOMITING
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 3, Pg. 77, 1897.
rabbit LDLo subcutaneous 36mg/kg (36mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE Archives Internationales de Pharmacodynamie et de Therapie. Vol. 3, Pg. 77, 1897.
rat LCLo inhalation 730mg/m3/4H (730mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
National Technical Information Service. Vol. OTS0570875,
rat LD50 oral 450mg/kg (450mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4879, 1982.

Succinonitrile Consensus Reports

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

Succinonitrile Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-36/38-20/21/22
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R36/38:Irritating to eyes and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37-45-36/37/39-22
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S22:Do not breathe dust.
RIDADR: 3276
WGK Germany: 3
RTECS: WN3850000
HazardClass: 6.1
PackingGroup: III
HS Code: 29051900
HS Code: 29269095
Poison by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Combustible when exposed to heat or flame. Decomposes exothermically above 195°C. Can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition, or on contact with acid or acid fumes, it emits highly toxic fumes of NOx and CN. See also NITRILES.

Succinonitrile Standards and Recommendations

ACGIH TLV: CL 5 mg(CN)/m3 (skin)
NIOSH REL: (Nitriles) TWA 20 mg/m3

Succinonitrile Specification

 Succinonitrile (CAS NO.110-61-2) is hazardous,so the first aid measures and others should be known .Such as:
Skin: Get medical aid. Should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing and shoes.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon. 
Inhalation: 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.
Ingestion: Wash mouth out with water,and get medical aid immediately.
Notes to Physician: Treat supportively and symptomatically.
Chemical Stability: Stable under normal pressures and temperatures.   
Incompatibilities with Other Materials: Strong reducing agents, strong bases, strong acids,strong oxidizing agents.
Conditions to Avoid: Incompatible materials,moisture.
Hazardous Decomposition Products: Nitrogen,oxides of phosphorus, hydrogen iodide, oxides of nitrogen, carbon dioxide, carbon monoxide.
 

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