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4419-11-8

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4419-11-8 Usage

Chemical Properties

White solid

Uses

2,2'-azobis(2,4-dimethyl)valeronitrile is widely used in PVC suspension polymerization, it is also used as polyacrylonitrile, polyvinyl alcohol polymer composite materials such as plexiglass efficient initiator, also used as rubber, plastic foam.

General Description

An odorless white solid. May burst into flames upon exposure to fire or high heat. Dust may form an explosive mixture in air.

Air & Water Reactions

Dust may form an explosive mixture in air. Insoluble in water.

Reactivity Profile

Self-decomposition or self-ignition may be triggered by heat, chemical reaction, friction or impact. Self-accelerating decomposition may occur if the specific control temperature is not maintained. 2,2'-Azobis(2,4-dimethyl)valeronitrile is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 4419-11-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,1 and 9 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4419-11:
(6*4)+(5*4)+(4*1)+(3*9)+(2*1)+(1*1)=78
78 % 10 = 8
So 4419-11-8 is a valid CAS Registry Number.

4419-11-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2'-(Diazene-1,2-diyl)bis(2,4-dimethylpentanenitrile)

1.2 Other means of identification

Product number -
Other names 2,2'-Azobis(2,4-dimethyl)valeronitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4419-11-8 SDS

4419-11-8Synthetic route

2,4,2',4'-tetramethyl-2,2'-hydrazo-di-valeronitrile
35017-47-1

2,4,2',4'-tetramethyl-2,2'-hydrazo-di-valeronitrile

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
With potassium hydroxide; potassium hexacyanoferrate(III); pyrographite In benzene at 30℃; for 6h;100%
With oxygen; tetra-N-butylammonium tribromide; sodium nitrite In 1,4-dioxane; water at 40℃; under 760.051 Torr; for 4h; Sealed tube;65%
With ammonium cerium (IV) nitrate; oxygen; acetic acid In 1,4-dioxane; water at 40℃; under 760.051 Torr; for 4h; Sealed tube;56 %Chromat.
higher-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

higher-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
With hydrogenchloride; bromine higher-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
With hydrogenchloride; chlorine higher-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
lower-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

lower-melting N.N'-bis-<1.3-dimethyl-1-cyano-butyl>-hydrazine

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Conditions
ConditionsYield
lower-melting form of 1,3,1',3'-tetramethyl-1,1'-dicyano-azobutane;
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

para-thiocresol
106-45-6

para-thiocresol

2,4-dimethyl-2-(p-tolylthio)pentanenitrile

2,4-dimethyl-2-(p-tolylthio)pentanenitrile

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 80℃; for 12h; Schlenk technique;97%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

bis(thiobenzoyl) disulfide
5873-93-8

bis(thiobenzoyl) disulfide

2-cyano-4-methylpent-2-yl dithiobenzoate
851729-55-0

2-cyano-4-methylpent-2-yl dithiobenzoate

Conditions
ConditionsYield
In ethyl acetate Heating;95%
N-chlorophthalimide
3481-09-2

N-chlorophthalimide

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C22H28ClN3O2

C22H28ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 20h; Inert atmosphere; Schlenk technique;95%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C18H28ClN3O2

C18H28ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;94%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C7H8ClNO2

C7H8ClNO2

C21H32ClN3O2

C21H32ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;83%
triphenylmethyl dithioisonicotinate

triphenylmethyl dithioisonicotinate

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-cyano-4-methylpentan-2-yl dithioisonicotinate

2-cyano-4-methylpentan-2-yl dithioisonicotinate

Conditions
ConditionsYield
In ethyl acetate for 16h; Reflux;78%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

1-chloropiperidine-2,6-dione
82621-82-7

1-chloropiperidine-2,6-dione

C19H30ClN3O2

C19H30ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;75%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C8H10ClNO2

C8H10ClNO2

C22H34ClN3O2

C22H34ClN3O2

Conditions
ConditionsYield
In o-xylene at 90℃; for 10h; Inert atmosphere; Schlenk technique;71%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-(2’-hydroxyphenyl)imidazo[1,2-a]pyridine

2-(2’-hydroxyphenyl)imidazo[1,2-a]pyridine

2-((2-(2-hydroxyphenyl)imidazo[1,2-a]pyridin-3-yl)thio)-2,4-dimethylpentanenitrile

2-((2-(2-hydroxyphenyl)imidazo[1,2-a]pyridin-3-yl)thio)-2,4-dimethylpentanenitrile

Conditions
ConditionsYield
With sulfur; iodine In acetonitrile at 100℃; for 12h;63%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

N-(2-methylbenzoyl)-8-aminoquinoline
1182669-71-1

N-(2-methylbenzoyl)-8-aminoquinoline

C24H25N3O

C24H25N3O

Conditions
ConditionsYield
With nickel(II) sulphate; dipotassium peroxodisulfate; copper diacetate; Trimethylacetic acid In dimethyl sulfoxide; acetonitrile at 150℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;55%
bis(3,5-bis(trifluoromethyl)thiobenzoyl) disulfide
851729-37-8

bis(3,5-bis(trifluoromethyl)thiobenzoyl) disulfide

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-cyano-4-methylpent-2-yl 3,5-bis(trifluoromethyl)dithiobenzoate
851729-57-2

2-cyano-4-methylpent-2-yl 3,5-bis(trifluoromethyl)dithiobenzoate

Conditions
ConditionsYield
In ethyl acetate Heating;52%
bis(4-cyanothiobenzoyl) disulfide
851729-35-6

bis(4-cyanothiobenzoyl) disulfide

2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-cyano-4-methylpent-2-yl 4-cyanodithiobenzoate
851729-56-1

2-cyano-4-methylpent-2-yl 4-cyanodithiobenzoate

Conditions
ConditionsYield
In ethyl acetate Heating;48%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

4-chloro-N-(quinolin-8-yl)benzamide
33757-54-9

4-chloro-N-(quinolin-8-yl)benzamide

C23H22ClN3O

C23H22ClN3O

Conditions
ConditionsYield
With nickel(II) sulphate; dipotassium peroxodisulfate; copper diacetate; Trimethylacetic acid In dimethyl sulfoxide; acetonitrile at 150℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction;48%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

diisopropyl 1-[(E)-3-cyano-1-(4-methoxyphenyl)-3,5-dimethylhex-1-en-1-yl]-1,2-hydrazinedicarboxylate

diisopropyl 1-[(E)-3-cyano-1-(4-methoxyphenyl)-3,5-dimethylhex-1-en-1-yl]-1,2-hydrazinedicarboxylate

Conditions
ConditionsYield
With copper(I) bromide In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere; stereoselective reaction;47%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

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

2-phenylimidazo[1,2-a]pyridine

2,4-dimethyl-2-((2-phenylimidazo[1,2-a]pyridin-3-yl)thio)pentanenitrile

2,4-dimethyl-2-((2-phenylimidazo[1,2-a]pyridin-3-yl)thio)pentanenitrile

Conditions
ConditionsYield
With sulfur; iodine In acetonitrile at 100℃; for 12h;40%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C25H24CuN7(1+)*ClO4(1-)
1602924-87-7

C25H24CuN7(1+)*ClO4(1-)

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

C36H42N8O2

C36H42N8O2

C36H42N8O2

C36H42N8O2

Conditions
ConditionsYield
In acetonitrile at 90℃; for 12h; Schlenk technique; Inert atmosphere; Overall yield = 77 percent;A 39%
B 38%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

A

meso-2,3-Diisobutyl-2,3-dimethylbernsteinsaeuredinitril
85688-85-3

meso-2,3-Diisobutyl-2,3-dimethylbernsteinsaeuredinitril

DL-2,3-Diisobutyl-2,3-dimethylbernsteinsaeuredinitril
80822-82-8, 85688-85-3

DL-2,3-Diisobutyl-2,3-dimethylbernsteinsaeuredinitril

Conditions
ConditionsYield
In tetrachloromethane for 24h; Heating;A 36%
B 33%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

bis(4-methoxyphenyl thiocarbonyl)disulfide
20710-49-0

bis(4-methoxyphenyl thiocarbonyl)disulfide

2-cyano-4-methylpent-2-yl 4-methoxydithiobenzoate
851729-58-3

2-cyano-4-methylpent-2-yl 4-methoxydithiobenzoate

Conditions
ConditionsYield
In ethyl acetate Heating;22.8%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

(1,3-dimethylimidazol-2-ylidene)borane
1211417-77-4

(1,3-dimethylimidazol-2-ylidene)borane

(1-(2-cyano-4-methylpentan-2-yl)-2-(1,3-dimethoxy-1,3-dioxopropan-2-ylidene)hydrazinyl)(1,3-dimethyl-1H-imidazol-3-ium-2-yl)dihydroborate

(1-(2-cyano-4-methylpentan-2-yl)-2-(1,3-dimethoxy-1,3-dioxopropan-2-ylidene)hydrazinyl)(1,3-dimethyl-1H-imidazol-3-ium-2-yl)dihydroborate

Conditions
ConditionsYield
With (1-(2-cyanopropan-2-yl)-2-(1,3-dimethoxy-1,3-dioxopropan-2-ylidene)hydrazinyl)(1,3-dimethyl-1H-imidazol-3-ium-2-yl)dihydroborate at 120℃; for 2h; Inert atmosphere;18%
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Tocopherol
59-02-9

Tocopherol

A

8a-hydroperoxy α-tocopherone
1133295-25-6

8a-hydroperoxy α-tocopherone

B

4a,5-epoxy-8a-hydroperoxy-α-tocopherone
186429-17-4

4a,5-epoxy-8a-hydroperoxy-α-tocopherone

C

<8a(S),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-09-7

<8a(S),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

D

<8a(S),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121186-95-6

<8a(S),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

E

<8a(R),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-11-1

<8a(R),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

F

<8a(R),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-10-0

<8a(R),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

Conditions
ConditionsYield
With oxygen In acetonitrile at 50℃; for 1h; Product distribution; Mechanism; var. time, in the presence of H2O;A 3%
B n/a
C n/a
D n/a
E n/a
F n/a
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

1,3,5-tribromo-2-nitroso-benzene
45860-18-2

1,3,5-tribromo-2-nitroso-benzene

C13H14Br3N2O
142599-92-6

C13H14Br3N2O

Conditions
ConditionsYield
In benzene 1.) 60 deg C, 3 min, 2.) to 25 deg C, 2 min;
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

Tocopherol
59-02-9

Tocopherol

A

<8a(S),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-09-7

<8a(S),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

B

<8a(S),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121186-95-6

<8a(S),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

C

<8a(R),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-11-1

<8a(R),2'(S)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

D

<8a(R),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone
121250-10-0

<8a(R),2'(R)>-8a-<(2,4-dimethyl-1-nitrilopent-2-yl)dioxy>tocopherone

Conditions
ConditionsYield
With oxygen In acetonitrile at 50℃; for 1h; Further byproducts given;
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

C14H25N4

C14H25N4

Conditions
ConditionsYield
With hydroquinone In methanol at 20℃; Mechanism; Irradiation; var. solvents, var. sensitizers; also with 2,2-azobis(propane-2-carboxamidine) dihydrochloride;
With hydroquinone In methanol at 20℃; Irradiation;
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-cyano-4-methylpentan-2-yl radical

2-cyano-4-methylpentan-2-yl radical

Conditions
ConditionsYield
With potassium phosphate; potassium chloride In acetonitrile at 22℃; Rate constant;
2,2'-azobis-(2,4-dimethylvaleronitrile)
4419-11-8

2,2'-azobis-(2,4-dimethylvaleronitrile)

2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone
1244-78-6

2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone

A

methyl 2, 4-dimethoxybenzoate
2150-41-6

methyl 2, 4-dimethoxybenzoate

B

methyl 4,6-dimethoxysalicylate
51116-92-8

methyl 4,6-dimethoxysalicylate

C

methyl 4,6-dimethoxy-2-(3,4-dimethoxybenzoyloxy)-salicylate
25982-03-0

methyl 4,6-dimethoxy-2-(3,4-dimethoxybenzoyloxy)-salicylate

Conditions
ConditionsYield
In benzene at 37℃; Product distribution; Decomposition; radical-capturing;

4419-11-8Relevant articles and documents

METHOD FOR PRODUCING AZO COMPOUNDS

-

Paragraph 0046, (2018/04/14)

PROBLEM TO BE SOLVED: To provide a method that can produce azo compounds at good yields by making oxygen or an oxygen-containing gas act on hydrazo compounds when oxidatively dehydrogenating them. SOLUTION: Azo compounds are produced by making oxygen or an oxygen-containing gas act on hydrazo compounds in the presence of nitrite compounds, bromine compounds and a solvent. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Method for producing 2-(3-pyrazolyl-oxymethylene) nitrobenzenes

-

, (2008/06/13)

PCT No. PCT/EP98/04490 Sec. 371 Date Jan. 27, 2000 Sec. 102(e) Date Jan. 27, 2000 PCT Filed Jul. 20, 1998 PCT Pub. No. WO99/06373 PCT Pub. Date Feb. 11, 19992-(3-Pyrazolyloxymethylene)nitrobenzene [sic] derivatives of the formula I where the substituents and indices have the meanings given in the description, are prepared by bromination of an o-nitrotoluene of the formula II and subsequent reaction with a 3-hydroxypyrazole of the formula IV

Ocular lens material

-

, (2008/06/13)

An ocular lens material made of a copolymer consisting essentially of (A) a polysiloxane macromonomer having polymerizable groups bonded by one or more urethane bonds to the siloxane main chain and (B) an alkyl (meth)acrylamide, wherein the weight ratio of the polysiloxane macromonomer to the alkyl (meth)acrylamide ranges from 10:90 to 90:10.

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