Product Name

  • Name

    Dilauroyl peroxide

  • EINECS 203-326-3
  • CAS No. 105-74-8
  • Article Data14
  • CAS DataBase
  • Density 0.923 g/cm3
  • Solubility Soluble in oils and organic solvents. Slightly soluble in alcohol. Insoluble in water.
  • Melting Point 53-57 °C(lit.)
  • Formula C24H46O4
  • Boiling Point 467.3 °C at 760 mmHg
  • Molecular Weight 398.627
  • Flash Point 194.9 °C
  • Transport Information UN 3106 5.2
  • Appearance white powder
  • Safety 14-3/7-36/37/39-14A-37/39-36
  • Risk Codes 7
  • Molecular Structure Molecular Structure of 105-74-8 (Dilauroyl peroxide)
  • Hazard Symbols OxidizingO
  • Synonyms Lauroylperoxide (8CI);Alperox C;Alperox F;Bis(1-oxododecyl) peroxide;Didodecanoylperoxide;Dodecanoyl peroxide;LYP 97;LYP 97F;Laurox W 40;Laurox W 40GD4;Laurydol;Lup LP;NSC 670;Peroyl L;
  • PSA 52.60000
  • LogP 7.82960

Synthetic route

n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

dilauryl peroxide
105-74-8

dilauryl peroxide

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In 2-Methylpentane; water at 16 - 18℃; for 0.666667h;99.1%
With tetrahydrofuran; sodium peroxide
With pyridine; diethyl ether; water; dihydrogen peroxide
lauric acid amide
1120-16-7

lauric acid amide

dilauryl peroxide
105-74-8

dilauryl peroxide

Conditions
ConditionsYield
Stage #1: lauric acid amide With benzyl methyl ether; zinc(II) chromate; 3-methylpentane In water at 26℃; for 2h;
Stage #2: With lead(IV) tetraacetate; sodium sulfate In water at 55℃; for 3h; Temperature; Time;
98.6%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

peroxylaurinoic acid
2388-12-7

peroxylaurinoic acid

dilauryl peroxide
105-74-8

dilauryl peroxide

lauric acid
143-07-7

lauric acid

undecanol-5, undecanol-6

undecanol-5, undecanol-6

dilauryl peroxide
105-74-8

dilauryl peroxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2 / Heating
2: H2O2, pyridine / diethyl ether; H2O / 1 h
View Scheme
lauric acid
143-07-7

lauric acid

dilauryl peroxide
105-74-8

dilauryl peroxide

Conditions
ConditionsYield
Stage #1: lauric acid With dmap; dihydrogen peroxide In dichloromethane at -15℃; for 0.166667h; Inert atmosphere;
Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at -15 - 10℃; for 1.5h; Inert atmosphere;
With dmap; dihydrogen peroxide; dicyclohexyl-carbodiimide In dichloromethane at -15℃; for 1.5h;
Stage #1: lauric acid With dmap; dihydrogen peroxide In dichloromethane at -15℃; for 0.166667h;
Stage #2: With dicyclohexyl-carbodiimide In dichloromethane at -15 - -10℃;
isoalantolactone
470-17-7

isoalantolactone

dilauryl peroxide
105-74-8

dilauryl peroxide

C26H43N3O2

C26H43N3O2

Conditions
ConditionsYield
With iron(II) triflate; trimethylsilylazide In 1,2-dimethoxyethane at 35℃; for 2h; Inert atmosphere; Schlenk technique;99%
dilauryl peroxide
105-74-8

dilauryl peroxide

2,4-dibromo-5-fluorotoluene
93765-84-5

2,4-dibromo-5-fluorotoluene

1,5-dichloro-2-fluoro-4-(trichloromethyl)benzene

1,5-dichloro-2-fluoro-4-(trichloromethyl)benzene

Conditions
ConditionsYield
In chlorine97.6%
dilauryl peroxide
105-74-8

dilauryl peroxide

phenylacetylene
536-74-3

phenylacetylene

4-phenyl-1-undecyl-1H-1,2,3-triazole

4-phenyl-1-undecyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With trimethylsilylazide; copper(l) chloride In dichloromethane at 50℃; for 10h; Catalytic behavior; Solvent; Reagent/catalyst; Schlenk technique; regioselective reaction;97%
dilauryl peroxide
105-74-8

dilauryl peroxide

4-tert-Butylstyrene
1746-23-2

4-tert-Butylstyrene

C23H38

C23H38

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate In tetrahydrofuran at 90℃; for 3h; Schlenk technique; Inert atmosphere; diastereoselective reaction;96%
benzimidazole
271-44-3

benzimidazole

dilauryl peroxide
105-74-8

dilauryl peroxide

1-undecyl-1H-indazole

1-undecyl-1H-indazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 18h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique;96%
benzoimidazole
51-17-2

benzoimidazole

dilauryl peroxide
105-74-8

dilauryl peroxide

1-undecyl-1H-benzoimidazole
35681-37-9

1-undecyl-1H-benzoimidazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 12h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;96%
1H-pyrrole[2,3-b]pyridine-4-carbonitrile
344327-11-3

1H-pyrrole[2,3-b]pyridine-4-carbonitrile

dilauryl peroxide
105-74-8

dilauryl peroxide

1-undecyl-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

1-undecyl-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 12h; Inert atmosphere; Schlenk technique;95%
Indole-3-carboxaldehyde
487-89-8

Indole-3-carboxaldehyde

dilauryl peroxide
105-74-8

dilauryl peroxide

1-undecyl-1H-indole-3-carbaldehyde

1-undecyl-1H-indole-3-carbaldehyde

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 12h; Inert atmosphere; Schlenk technique;95%
octadec-1-ene
112-88-9

octadec-1-ene

dilauryl peroxide
105-74-8

dilauryl peroxide

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione
839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

tris(2-hydroxyethyl)isocyanurate tris(3-stearylthiopropionate)

tris(2-hydroxyethyl)isocyanurate tris(3-stearylthiopropionate)

Conditions
ConditionsYield
In water; toluene94.6%
1-ethenyl-4-methylbenzene
622-97-9

1-ethenyl-4-methylbenzene

dilauryl peroxide
105-74-8

dilauryl peroxide

(E)-1-methyl-4-(1-tridecenyl)benzene
14960-82-8

(E)-1-methyl-4-(1-tridecenyl)benzene

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate In tetrahydrofuran at 90℃; for 3h; Schlenk technique; Inert atmosphere; diastereoselective reaction;94%
dilauryl peroxide
105-74-8

dilauryl peroxide

2-phenyl-acrylic acid methyl ester
1865-29-8

2-phenyl-acrylic acid methyl ester

C21H33N3O2

C21H33N3O2

Conditions
ConditionsYield
With iron(II) triflate; trimethylsilylazide In 1,2-dimethoxyethane at 35℃; for 2h; Catalytic behavior; Mechanism; Solvent; Reagent/catalyst; Inert atmosphere; Schlenk technique;94%
bis(2-methyl-2-propyl)tetrasulfide
5943-35-1

bis(2-methyl-2-propyl)tetrasulfide

dilauryl peroxide
105-74-8

dilauryl peroxide

1-(tert-butyl)-2-undecyldisulfane

1-(tert-butyl)-2-undecyldisulfane

Conditions
ConditionsYield
at 80℃; for 12h; Inert atmosphere; Schlenk technique;94%
dilauryl peroxide
105-74-8

dilauryl peroxide

4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide
169590-42-5

4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide

4-(5-(p-tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)-N-undecylbenzenesulfonamide

4-(5-(p-tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)-N-undecylbenzenesulfonamide

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 12h; Inert atmosphere; Schlenk technique;94%
dilauryl peroxide
105-74-8

dilauryl peroxide

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

trichloromethoxybenzoyl chloride
36037-85-1

trichloromethoxybenzoyl chloride

Conditions
ConditionsYield
In chlorine93%
4,5-Dimethylthiazole
3581-91-7

4,5-Dimethylthiazole

dilauryl peroxide
105-74-8

dilauryl peroxide

C16H29NS

C16H29NS

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate In acetonitrile at 80℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry;93%
4-n-chlorophenylacetylene
873-73-4

4-n-chlorophenylacetylene

dilauryl peroxide
105-74-8

dilauryl peroxide

4-(4-chlorophenyl)-1-undecyl-1H-1,2,3-triazole

4-(4-chlorophenyl)-1-undecyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With trimethylsilylazide; copper(l) chloride In dichloromethane at 50℃; for 10h; Schlenk technique; regioselective reaction;92%
dilauryl peroxide
105-74-8

dilauryl peroxide

2-(4′-tert-butylphenyl)-1,2,3,4-tetrahydroisoquinoline
1057279-54-5

2-(4′-tert-butylphenyl)-1,2,3,4-tetrahydroisoquinoline

2-(4-(tert-butyl)phenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-(4-(tert-butyl)phenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube;92%
2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline
78317-83-6

2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

dilauryl peroxide
105-74-8

dilauryl peroxide

2-(4-methoxyphenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-(4-methoxyphenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube;92%
benzyl 2-phenylacrylate
151206-37-0

benzyl 2-phenylacrylate

dilauryl peroxide
105-74-8

dilauryl peroxide

C27H37N3O2

C27H37N3O2

Conditions
ConditionsYield
With iron(II) triflate; trimethylsilylazide In 1,2-dimethoxyethane at 35℃; for 2h; Inert atmosphere; Schlenk technique;92%
dilauryl peroxide
105-74-8

dilauryl peroxide

m-chlorophenylacetylene
766-83-6

m-chlorophenylacetylene

C19H28ClN3

C19H28ClN3

Conditions
ConditionsYield
With trimethylsilylazide; copper(l) chloride In dichloromethane at 50℃; for 10h; Schlenk technique; regioselective reaction;91%
2-phenyl-1,2,3,4-tetrahydroisoquinoline
3340-78-1

2-phenyl-1,2,3,4-tetrahydroisoquinoline

dilauryl peroxide
105-74-8

dilauryl peroxide

2-phenyl-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-phenyl-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Solvent; Inert atmosphere; Sealed tube;91%
N-(p-bromophenyl)tetrahydroisoquinoline

N-(p-bromophenyl)tetrahydroisoquinoline

dilauryl peroxide
105-74-8

dilauryl peroxide

2-(4-bromophenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-(4-bromophenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube;91%
2-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline
3340-37-2

2-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

dilauryl peroxide
105-74-8

dilauryl peroxide

2-(2-methoxyphenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-(2-methoxyphenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In dichloromethane; acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube;91%
2-chloro-1H-benzoimidazole
4857-06-1

2-chloro-1H-benzoimidazole

dilauryl peroxide
105-74-8

dilauryl peroxide

2-chloro-1-undecyl-1H-benzo[d]imidazole

2-chloro-1-undecyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(I) bromide In 1,4-dioxane at 60℃; for 12h; Inert atmosphere; Schlenk technique;91%
dilauryl peroxide
105-74-8

dilauryl peroxide

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4-trichloromethylbenzoyl chloride
14815-86-2

4-trichloromethylbenzoyl chloride

Conditions
ConditionsYield
In chlorine90%
6-methoxy-1,3-benzothiazole
2942-13-4

6-methoxy-1,3-benzothiazole

dilauryl peroxide
105-74-8

dilauryl peroxide

C19H29NOS

C19H29NOS

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate In acetonitrile at 80℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry;90%
dilauryl peroxide
105-74-8

dilauryl peroxide

methyl 3-(1,1'-biphenyl-2-yl)-2-propenate
1186623-49-3

methyl 3-(1,1'-biphenyl-2-yl)-2-propenate

acetonitrile
75-05-8

acetonitrile

C29H41NO3

C29H41NO3

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; sulfuric acid; water at 80℃; for 5h;90%
dilauryl peroxide
105-74-8

dilauryl peroxide

2-(4-fluorophenyl)-1,2,3,4-tetrahydroisoquinoline
78317-79-0

2-(4-fluorophenyl)-1,2,3,4-tetrahydroisoquinoline

2-(4-fluorophenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

2-(4-fluorophenyl)-1-undecyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube;90%

Dilauroyl peroxide Chemical Properties


IUPAC Name: Dodecanoyl dodecaneperoxoate
Canonical SMILES: CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC
InChI: InChI=1S/C24H46O4/c1-3-5-7-9-11-13-15-17-19-21-23(25)27-28-24(26)22-20-18-16-14-12-10-8-6-4-2/h3-22H2,1-2H3
Empirical Formula: C24H46O4
Molecular Weight: 398.6196
EINECS: 203-326-3
Classification Code: Skin / Eye Irritant; Tumor data
Melting Point: 53-57 °C(lit.)
storage temp.: Refrigerator (+4 °C)
Index of Refraction: 1.453
Molar Refractivity: 116.78 cm3
Molar Volume: 431.6 cm3
Surface Tension: 33.2 dyne/cm
Density: 0.923 g/cm3
Flash Point: 194.9 °C
Enthalpy of Vaporization: 72.93 kJ/mol
Boiling Point: 467.3 °C at 760 mmHg
Vapour Pressure of Lauroyl peroxide (CAS NO.105-74-8): 6.56E-09 mmHg at 25 °C

Dilauroyl peroxide Uses

  Lauroyl peroxide (CAS NO.105-74-8) is used as initiator used for high-pressure polyethylene and food used in bleaching agent.

Dilauroyl peroxide Toxicity Data With Reference

1.    

eye-rbt 500 mg/24H MLD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,53.

Dilauroyl peroxide Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 36 , 1985,p. 315.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Dilauroyl peroxide Safety Profile

Questionable carcinogen with experimental tumorigenic data. A powerful oxidizing agent. It is a corrosive irritant to the eyes and mucous membranes and can cause burns. A dangerous fire hazard. When heated to decomposition it emits acrid smoke and fumes.
Hazard Codes: OxidizingO
Risk Statements: 7
R7: May cause fire
Safety Statements: 14-3/7-36/37/39
S14: Keep away from ... (incompatible materials to be indicated by the manufacturer)
S3/7: Keep container tightly closed in a cool place
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 3106 5.2
WGK Germany: 1
RTECS: OF2625000
HazardClass: 5.2
PackingGroup: II

Dilauroyl peroxide Standards and Recommendations

DFG MAK: Mild skin effects

Dilauroyl peroxide Specification

  Lauroyl peroxide (CAS NO.105-74-8), its Synonyms are Dilauroyl peroxide ; Dilauryl peroxide ; Dodecanoyl peroxide ; Dyp-97F ; Laurydol ; Peroxide, bis(1-oxododecyl)- ; Peroxide, didodecanoyl ; Peroxyde de lauroyle . It is white solid with a faint soapy odor.

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