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2,2'-Azodi(2-methylbutyronitrile)
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Name

2,2'-Azodi(2-methylbutyronitrile)

 EINECS 236-740-8
CAS No. 13472-08-7 Density 0.94 g/cm3
PSA 72.30000 LogP 2.82316
Solubility 392mg/L at 20℃ Melting Point 49-52 °C
Formula C10H16N4 Boiling Point 273 °C at 760 mmHg
Molecular Weight 192.264 Flash Point 118.9 °C
Transport Information UN 3236 4.1 Appearance solid
Safety 47-36/37/39-24/25-16 Risk Codes 11-22
Molecular Structure Molecular Structure of 13472-08-7 (2,2'-Azodi(2-methylbutyronitrile)) Hazard Symbols FlammableF,HarmfulXn
Synonyms

Butanenitrile,2,2'-azobis[2-methyl- (9CI);Butyronitrile, 2,2'-azobis[2-methyl- (6CI,8CI);2,2'-Azobis[a-methylbutyronitrile];2,2'-Dimethyl-2,2'-azodibutyronitrile;AMBN;Azocatalyst M;Azostarter V 59;Perkadox AMBN;Perkadox AMBN-gr;V 59;Vazo 67;Wako V 59;

Article Data 13

2,2'-Azodi(2-methylbutyronitrile) Synthetic route

171915-82-5

2,2'-dimethyl-2,2'-hydrazo-di-butyronitrile

13472-08-7

azobis(2-cyanobutane)

Conditions
ConditionsYield
With trichloroisocyanuric acid In acetonitrile at 20℃;95%
With oxone; potassium bromide In water at 20℃;64%
With ammonium cerium (IV) nitrate; oxygen; acetic acid In 1,4-dioxane; water at 50℃; under 760.051 Torr; for 4h; Sealed tube;64 %Chromat.
With chlorine; sodium bromide In water at 5℃; for 2h; Large scale;134 kg
4475-95-0

2-amino-2-methylbutanenitrile

13472-08-7

azobis(2-cyanobutane)

Conditions
ConditionsYield
With calcium hypochlorite
16248-72-9

α-(N-Dichloramino)-s-valeronitril

13472-08-7

azobis(2-cyanobutane)

Conditions
ConditionsYield
With sodium hydroxide In methanol
α.α'-hydrazo--dinitrile

α.α'-hydrazo--dinitrile

13472-08-7

azobis(2-cyanobutane)

Conditions
ConditionsYield
With bromine
13472-08-7

azobis(2-cyanobutane)

65-85-0

benzoic acid

N-(2-cyanobutan-2-yl)-N-(2-methylbutanoyl)benzamide

Conditions
ConditionsYield
In cyclohexane at 80℃; for 12h; Inert atmosphere; Schlenk technique;97%
13472-08-7

azobis(2-cyanobutane)

116460-49-2, 102990-13-6

1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol

N-(2-cyanobutan-2-yl)-2-ethyl-5-(4-methoxyphenyl)-2-methyl-3-phenylpent-4-ynamide

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4-nitrophenylboronic acid In Dimethyl ether at 100℃; for 12h; Glovebox;95%
13472-08-7

azobis(2-cyanobutane)

82621-82-7

1-chloropiperidine-2,6-dione

C15H22ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;95%
13472-08-7

azobis(2-cyanobutane)

14918-21-9

5-hexynonitrile

1174272-05-9

hept-2-ynedinitrile

Conditions
ConditionsYield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;92%
13472-08-7

azobis(2-cyanobutane)

C8H10ClNO2

C18H26ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;92%
128-09-6

N-chloro-succinimide

13472-08-7

azobis(2-cyanobutane)

C14H20ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;91%

2,2'-Azodi(2-methylbutyronitrile) Standards and Recommendations

PURITY: 99.0% min
VOLATILES: 1.0% max

2,2'-Azodi(2-methylbutyronitrile) Specification

2,2'-Azodi(2-methylbutyronitrile), with the CAS NO.13472-08-7, can also be called AMBN; 2,2'-azobis[2-methylbutanenitrile]; 2,2'-AZOBIS(2-METHYLBUTYRONITRILE). It belongs to the Product Categories of Industrial/Fine Chemicals; Organics; pharmacetical. 2,2'-Azobis(2-methylbutyronitrile) is used as an initiator of free radical reactions for the production of polymer (polyacrylonitrile, polyvinyl chloride, polyvinyl alcohol and synthetic fibers) and as a blowing agent for plastics and elastomers.

Physical properties about 2,2'-Azobis(2-methylbutyronitrile) are: (1)ACD/LogP: 2.678; (2)ACD/LogD (pH 5.5): 2.68; (3)ACD/LogD (pH 7.4): 2.68; (4)ACD/BCF (pH 5.5): 63.88 ; (5)ACD/BCF (pH 7.4): 63.88; (6)ACD/KOC (pH 5.5): 682.16; (7)ACD/KOC (pH 7.4): 682.16; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.49 ; (11)Molar Refractivity: 58.893 cm3; (12)Molar Volume: 203.807 cm3; (13)Polarizability: 23.347 10-24cm3; (14)Surface Tension: 34.5130004882813 dyne/cm; (15)Density: 0.943 g/cm3; (16)Flash Point: 118.915 °C; (17)Enthalpy of Vaporization: 51.133 kJ/mol; (18)Boiling Point: 273.015 °C at 760 mmHg; (19)Vapour Pressure: 0.00600000005215406 mmHg at 25°C

You can still convert the following datas into molecular structure:
(1)InChI=1S/C10H16N4/c1-5-9(3,7-11)13-14-10(4,6-2)8-12/h5-6H2,1-4H3;
(2)InChIKey=AVTLBBWTUPQRAY-UHFFFAOYSA-N;
(3)SmilesN#C[C@@](CC)(C)\N=N/[C@@](C#N)(CC)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 982mg/kg (982mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 National Technical Information Service. Vol. OTS0540633,

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