CAS No.109-77-3,Malononitrile Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	109-77-3
Name:	Malononitrile
Article Data:	74

Formula:	C₃H₂N₂
Molecular Weight:	66.0623
Synonyms:	Methylene cyanide;dicyanomethane;Propanedinitrile;Methane, dicyano-;Malononitrile (nominals);Malonodinitrile;Malonsaeuredinitril;Cyanoacetonitrile;Malonic acid dinitrile;Methylenedinitrile;Nitril kyseliny malonove;dicyanmethane;Malononitrile (Malonitrile);Malonic Dinitrile;DWUMETYLOSULFOTLENKU (POLISH);NITRIL KYSELINY MALONOVE (CZECH);RCRA WASTE NUMBER U149;Usaf a-4600;
EINECS:	203-703-2
Density:	1.049 g/cm³
Melting Point:	30-32 °C(lit.)
Boiling Point:	218.499 °C at 760 mmHg
Flash Point:	112.222 °C
Solubility:	13.3 g/100 mL (20 °C) in water
Appearance:	white crystalline powder
Hazard Symbols:	T,N
Risk Codes:	23/24/25-50/53
Safety:	23-27-45-60-61
Transport Information:	UN 2647 6.1/PG 2
PSA:	47.58000
LogP:	0.42366

Synthetic route

: 123506-40-1
6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione

: 2700-22-3
Benzylidenemalononitrile

A: 35221-08-0
1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion

B: 1867-37-4
Benzylmalononitrile

C: 109-77-3
malononitrile

Conditions

Conditions	Yield
In propan-1-ol for 2h; Heating;	A 90% B 97% C 90%

...Expand

: 123506-40-1
6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione

: 709-79-5
2-cyano-3-phenylacrylamide

A: 35221-08-0
1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion

B: 1867-37-4
Benzylmalononitrile

C: 109-77-3
malononitrile

Conditions

Conditions	Yield
In propan-1-ol for 2h; Heating;	A 90% B 97% C 90%

...Expand

: 123506-40-1
6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione

: 2025-40-3
ethyl benzylidenecyanoacetate

A: 35221-08-0
1,7-Dihydro-5,7-dimethyl-3-phenyl-4H-pyrazolo<3,4-d>pyrimidin-4,6(5H)-dion

B: 1867-37-4
Benzylmalononitrile

C: 109-77-3
malononitrile

Conditions

Conditions	Yield
In propan-1-ol for 2h; Heating;	A 90% B 97% C 90%

...Expand

: 773837-37-9
sodium cyanide

: 74-95-3
1,2-dibromomethane

: 109-77-3
malononitrile

Conditions

Conditions	Yield
With sodium iodide In dimethyl sulfoxide at 150℃; for 15h; Temperature; Sealed tube; Inert atmosphere;	95.14%

: potassium cyanide

: 74-95-3
1,2-dibromomethane

: 109-77-3
malononitrile

Conditions

Conditions	Yield
With potassium iodide at 160℃; for 8h; Sealed tube; Inert atmosphere;	95.01%

: 55042-38-1
3-(Chloromethyl)-2-benzoxazolinethione

: 151-50-8
potassium cyanide

A: 71528-27-3
3-<(2-Benzoxazolyl)thiomethyl>-2(3H)-benzoxazolethione

B: 109-77-3
malononitrile

Conditions

Conditions	Yield
In acetone for 24h; Product distribution; Mechanism; Heating;	A 95% B n/a

...Expand

: 107-91-5
cyanoacetic acid amide

: 109-77-3
malononitrile

Conditions

Conditions	Yield
With pyridine; phosgene In 1,2-dichloro-ethane at 75℃; for 15h; Solvent; Temperature; Reagent/catalyst;	94%
With phosgene; trichlorophosphate at 70 - 73℃; for 5 - 7h; Temperature;	93.59%
With pyridine; trichlorophosphate In water	76%

: 75-44-5
phosgene

: 107-91-5
cyanoacetic acid amide

: 109-77-3
malononitrile

Conditions

Conditions	Yield
With pyridine In 1,2-dichloro-ethane at 75℃; for 15h; Reagent/catalyst; Solvent; Temperature;	94%

: 41526-42-5
3-chloromethyl-3H-benzothiazole-2-thione

: 151-50-8
potassium cyanide

A: 77860-11-8
3-<(2-Benzothiazolyl)thiomethyl>-2(3H)-benzothiazolethione

B: 109-77-3
malononitrile

Conditions

Conditions	Yield
In acetone for 24h; Product distribution; Mechanism; Heating;	A 92% B n/a

...Expand

: potassium cyanide

: 75-09-2
dichloromethane

: 109-77-3
malononitrile

Conditions

Conditions	Yield
With potassium iodide at 155℃; for 12h; Sealed tube; Inert atmosphere;	91.04%

Raw Materials

107-91-5

57-12-5

Downstream Products

75-73-0

762-04-9

619-72-7

Total:132 Page 1 of 4 1 2 3 4 Next>>

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Chemistry

Malononitrile(109-77-3) is a nitrile and it is also called propanedinitrile with formula CH₂(CN)₂. Malononitrile(109-77-3)'s Pka in water is 11, which is relatively acidic. malononitrile(109-77-3) is used as a suitable starting material for the Gewald reaction, in related chemistry. In Gewald reaction, a 2-aminothiophenethe is produced by nitrile condenses with a ketone or aldehyde in the presence of elemental sulfur and a base.

Product Name:Malononitrile
CAS No:109-77-3
Synonyms:AKOS BBS-00004370;METHYLENE DICYANIDE;METHYLENE CYANIDE;MALONODINITRILE;MALONITRILE;MALONONITRILE;MALONIC ACID DINITRILE;MDN
Molecular Formula:C₃H₂N₂
Formula Weight:66.06
Density:1.049 g/mL at 25 °C(lit.)
Melting Point:30-32 °C(lit.)
Boiling Point:220 °C(lit.)
Refractive Index:1.4150
Flash Point:234 °F
Molecular Structure:

Uses

1. Malononitrile is used in the Knoevenagel condensation, such as CS gas' preparation.

2. malononitrile is used as a suitable starting material for the Gewald reaction in related chemistry. In Gewald reaction, the nitrile condenses with a ketone or aldehyde in the presence of elemental sulfur and a base to produce a 2-aminothiophene.

Toxicity Data With Reference

1.	eye-rbt 5 mg/24H SEV	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,899.
2.	orl-rat LD50:60,800 μg/kg	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,158.
3.	skn-rat LD50:350 mg/kg	MEPAAX Medycyna Pracy. Industrial Medicine. 27 (1976),1.
4.	LD50:20,550 μg/kg	MEPAAX Medycyna Pracy. Industrial Medicine. 27 (1976),1.
5.	scu-rat LD50:31,500 μg/kg	. 27 (1976),1.
	orl-mus LD50:19 mg/kg	KHZDAN Khigiena i Zdraveopazvane. 9 (1966),50.
7.	scu-rat LDLo:7 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 3 (1897),77.
8.	ipr-mus LD50:13 mg/kg	NATUAS Nature. 228 (1970),1315.
	LDLo:8 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 3 (1897),77.
10.	ivn-mus

Consensus Reports

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

Safety Profile

Poison by ingestion, skin contact, subcutaneous, intravenous, and intraperitoneal routes. A severe eye irritant. Combustible when exposed to heat or flame. Polymerizes violently when heated to 130°C or on contact with strong base. May spontaneously explode when stored at 70–80°C. To fight fire, use water, fog, spray, foam. When heated to decomposition it emits toxic fumes of NO_x and CN⁻.

Hazard Codes T,N
Risk Statements 23/24/25-50/53
Safety Statements 23-27-45-60-61
RIDADR UN 2647 6.1/PG 2
WGK Germany 3
RTECS OO3150000
F 8
HazardClass 6.1
PackingGroup II

Standards and Recommendations

NIOSH REL: (Nitriles) TWA 8 mg/m³
DOT Classification: 6.1; Label: Poison