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

Name
2,2'-Azodi(2-methylbutyronitrile)
EINECS 236-740-8
CAS No. 13472-08-7
Article Data13
CAS DataBase
Density 0.94 g/cm³
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
Hazard Symbols F,Xn
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;
PSA 72.30000
LogP 2.82316

Synthetic route

: 171915-82-5
2,2'-dimethyl-2,2'-hydrazo-di-butyronitrile

: 13472-08-7
azobis(2-cyanobutane)

Conditions

Conditions	Yield
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

Conditions	Yield
With calcium hypochlorite

: 16248-72-9
α-(N-Dichloramino)-s-valeronitril

: 13472-08-7
azobis(2-cyanobutane)

Conditions

Conditions	Yield
With sodium hydroxide In methanol

α.α'-hydrazo--dinitrile: α.α'-hydrazo--dinitrile

: 13472-08-7
azobis(2-cyanobutane)

Conditions

Conditions	Yield
With bromine

: 13472-08-7
azobis(2-cyanobutane)

: 65-85-0
benzoic acid

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	92%

: 13472-08-7
azobis(2-cyanobutane)

: C8H10ClNO2

: C18H26ClN3O2

Conditions

Conditions	Yield
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

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

: 13472-08-7
azobis(2-cyanobutane)

: 3032-92-6
4-cyanophenylacetylene

: 4-(cyanoethynyl)benzonitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	88%

: 13472-08-7
azobis(2-cyanobutane)

: 178878-92-7
triphenylmethyl diethoxyphosphoryldithioformate

: 2-cyanobut-2-yl diethoxyphosphoryldithioformate

Conditions

Conditions	Yield
In ethyl acetate for 15h; Heating;	87%

: 7223-50-9
N-propargylphthalimide

: 13472-08-7
azobis(2-cyanobutane)

: 4-(1,3-dioxoisoindolin-2-yl)but-2-ynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	86%

: 3481-09-2
N-chlorophthalimide

: 13472-08-7
azobis(2-cyanobutane)

: C18H20ClN3O2

Conditions

Conditions	Yield
In o-xylene at 90℃; for 6h; Inert atmosphere; Schlenk technique;	86%

: 13472-08-7
azobis(2-cyanobutane)

: 5873-93-8
bis(thiobenzoyl) disulfide

: 220182-83-2
1-cyano-1-methylpropyl dithiobenzoate

Conditions

Conditions	Yield
In ethyl acetate at 70℃; for 24h;	82%

: 13472-08-7
azobis(2-cyanobutane)

: 1600519-40-1
N-(2-methylallyl)-N-phenylmethacrylamide

: 6-ethyl-3a,6,7a-trimethyl-2-phenylhexahydro-1H-isoindole-1,5(4H)-dione

Conditions

Conditions	Yield
With air In water at 85℃; for 12h; Schlenk technique;	82%
In water at 85℃; for 12h; Schlenk technique; Sealed tube; Green chemistry;	82%

: 13472-08-7
azobis(2-cyanobutane)

: C14H17NO2

: 6-ethyl-2-(4-methoxyphenyl)-6,7a-dimethylhexahydro-1H-isoindole-1,5(4H)-dione

Conditions

Conditions	Yield
With air In water at 85℃; for 12h; Schlenk technique;	81%
In water at 85℃; for 12h; Schlenk technique; Sealed tube; Green chemistry;	81%

: 13472-08-7
azobis(2-cyanobutane)

: 705-31-7
4-trifluoromethylphenylacetylene

: 1201634-58-3
3-[4-(trifluoromethyl)phenyl]-2-propynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	78%

: 13472-08-7
azobis(2-cyanobutane)

: 13610-02-1
1-phenoxy-2-propyne

: 110409-54-6
4-phenoxybut-2-ynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	78%

: 766-98-3
1-ethynyl-4-fluorobenzene

: 13472-08-7
azobis(2-cyanobutane)

: 575433-43-1
3-(4-fluorophenyl)-2-propynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	77%

: 873-73-4
4-n-chlorophenylacetylene

: 13472-08-7
azobis(2-cyanobutane)

: 49748-63-2
3-(4-chlorophenyl)-2-propynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	75%

: 13735-81-4
1-styrenyloxytrimethylsilane

: 13472-08-7
azobis(2-cyanobutane)

: 2-ethyl-2-methyl-4-oxo-4-phenylbutanenitrile

Conditions

Conditions	Yield
With copper(II) ethyl acetoacetate; silver carbonate In tetrahydrofuran at 100℃; for 12h; Glovebox; Schlenk technique; Inert atmosphere;	74%

: 766-96-1
4-bromo-1-ethynylbenzene

: 13472-08-7
azobis(2-cyanobutane)

: 3-(4-bromophenyl)-2-propynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Reagent/catalyst; Solvent; Schlenk technique;	73%

: 16520-62-0
4-Phenyl-1-butyne

: 13472-08-7
azobis(2-cyanobutane)

: 861370-36-7
5-phenylpent-2-ynenitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	72%

: 13472-08-7
azobis(2-cyanobutane)

: 2446-83-5
di-isopropyl azodicarboxylate

: 768-60-5
4-methoxyphenylacetylen

: diisopropyl 1-[(E)-3-cyano-1-(4-methoxyphenyl)-3-methylpent-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;	72%

...Expand

: 13472-08-7
azobis(2-cyanobutane)

: 145784-90-3
N-allyl-N-phenyl-2-methacrylamide

: 6-ethyl-6,7a-dimethyl-2-phenylhexahydro-1H-isoindole-1,5(4H)-dione

Conditions

Conditions	Yield
With air In water at 85℃; for 12h; Schlenk technique;	72%
In water at 85℃; for 12h; Schlenk technique; Sealed tube; Green chemistry;	72%

: 13472-08-7
azobis(2-cyanobutane)

: 1633007-86-9
N-methyl-N-(2-(phenylethynyl)phenyl)-methacrylamide

: 8-ethyl-5,6a,8-trimethyl-10-phenyl-7,8-dihydrophenanthridine-6,9(5H,6aH)-dione

Conditions

Conditions	Yield
With tetrabutylammonium acetate; copper(ll) bromide In water; acetonitrile at 65 - 85℃; for 24h; Schlenk technique; Inert atmosphere;	71%

: 13472-08-7
azobis(2-cyanobutane)

: 1504-58-1
3-Phenyl-2-propyn-1-ol

: N-(2-cyanobutan-2-yl)-2-ethyl-2-methyl-3-phenylpenta-3,4-dienamide

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate In dichloromethane at 100℃; for 12h; Glovebox;	71%

: 13472-08-7
azobis(2-cyanobutane)

: 6750-04-5
propargyl benzoate

: 3-vyanoprop-2-ynyl benzoate

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	70%

: 13472-08-7
azobis(2-cyanobutane)

: 89-95-2
2-methyl-benzyl alcohol

: C13H16N2

Conditions

Conditions	Yield
With Ni/C3N4 In acetonitrile at 140℃; for 16h; Autoclave; Inert atmosphere;	70%

: 13472-08-7
azobis(2-cyanobutane)

: 4105-21-9
2-phenylimidazo[1,2-a]pyridine

: 2-methyl-2-((2-phenylimidazo[1,2-a]pyridin-3-yl)thio)butanenitrile

Conditions

Conditions	Yield
With sulfur; iodine In acetonitrile at 100℃; for 12h;	70%

: 13472-08-7
azobis(2-cyanobutane)

: 48171-42-2
diprop-2-ynyl Phthalate

: bis(3-cyanoprop-2-ynyl) phthalate

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	68%

: 13472-08-7
azobis(2-cyanobutane)

: 536-74-3
phenylacetylene

: 935-02-4
2-cyano-1-phenylacetylene

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate In acetonitrile at 80℃; for 12h; Schlenk technique;	67%

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,

Product Name

2,2'-Azodi(2-methylbutyronitrile)

Synthetic route

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

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

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