3159-98-6

Basic information

• Product Name: 1,4-bis(2-hydroperoxypropan-2-yl)benzene
• Synonyms: 1,4-bis(2-hydroperoxypropan-2-yl)benzene
• CAS NO: 3159-98-6
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27
• EINECS: 608-649-7
• Mol File: 3159-98-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 403.2°Cat760mmHg
• Flash Point: 197.7°C
• Appearance: /
• Density: 1.145g/cm³
• Vapor Pressure: 3.16E-07mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 1,4-bis(2-hydroperoxypropan-2-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(2-hydroperoxypropan-2-yl)benzene(3159-98-6)
• EPA Substance Registry System: 1,4-bis(2-hydroperoxypropan-2-yl)benzene(3159-98-6)

Safety Data

• Hazardous Substances Data: 3159-98-6(Hazardous Substances Data)

Usage

General Description

1,4-bis(2-hydroperoxypropan-2-yl)benzene, also known as Dicumene, is a chemical compound used as a cross-linking agent in the production of rubber and plastics. It is a white crystalline solid with a strong odor and is highly flammable. Dicumene is also used as a polymerization inhibitor in the manufacturing of polystyrene and polyethylene. The chemical is classified as a hazardous substance, and exposure to it can cause irritation to the skin, eyes, and respiratory system. It is important to handle Dicumene with care and in accordance with safety regulations to prevent any potential health risks.

InChI:InChI=1/C12H18O4/c1-11(2,15-13)9-5-7-10(8-6-9)12(3,4)16-14/h5-8,13-14H,1-4H3

Synthetic route

α,α,α',α'-tetramethyl-1,4-benzenedimethanol (2948-46-1) → p-diisopropylbenzene dihydroperoxide (3159-98-6)

Conditions	Yield
With sulfuric acid; dihydrogen peroxide In toluene at 50℃; for 5h;	99%

1,4-bis(1-methylethyl)benzene (100-18-5) → 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide (98-49-7) + p-diisopropylbenzene dihydroperoxide (3159-98-6)

Conditions	Yield
With calcium hydroxide; air; manganese(II) at 112℃;
liquid phase -oxidation;

1,4-bis(1-methylethyl)benzene (100-18-5) → p-diisopropylbenzene dihydroperoxide (3159-98-6)

Conditions	Yield
With sodium hydroxide; 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide; oxygen at 90℃; Reagens 4: Stearinsaeure;
With air at 90℃;
With air; 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide at 110℃;

1,4-bis(1-methylethyl)benzene (100-18-5) + air + manganese catalysts + cobalt catalysts → 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide (98-49-7) + p-diisopropylbenzene dihydroperoxide (3159-98-6)

Conditions	Yield
at 85℃; Kinetics;
at 110℃; Kinetics;

p-diisopropylbenzene dihydroperoxide (3159-98-6) → α,α,α',α'-tetramethyl-1,4-benzenedimethanol (2948-46-1)

Conditions	Yield
With methanol; sodium carbonate
With triethylamine at 110 - 120℃;

p-diisopropylbenzene dihydroperoxide (3159-98-6) → hydroquinone (123-31-9)

Conditions	Yield
With phosphoric acid
With sulfuric acid
With sulfuric acid; acetone

p-diisopropylbenzene dihydroperoxide (3159-98-6) → α,α-dimethyl-p-isopropylbenzyl alcohol (3445-42-9) + α,α,α',α'-tetramethyl-1,4-benzenedimethanol (2948-46-1) + 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide (98-49-7) + hydroxyhydroperoxide of p-diisopropylbenzene (2948-45-0)

Conditions	Yield
barium naphthenate In various solvent(s) at 120℃; Product distribution; Rate constant; other temperature; other catalysts; the catalysts conc.; activity of catal;;	A 2.7 (unit not given) B 97.3 (unit not given) C 0.048 mol D n/a

p-diisopropylbenzene dihydroperoxide (3159-98-6) + water (7732-18-5) + iron(II) (7439-89-6) + acrylonitrile (107-13-1) → radicals

Conditions	Yield
at 25℃; Rate constant; sowie bei 40grad;

Upstream product

• 100-18-5 1,4-bis(1-methylethyl)benzene 
• 2948-46-1 α,α,α',α'-tetramethyl-1,4-benzenedimethanol 

Downstream Products

• 2948-46-1 α,α,α',α'-tetramethyl-1,4-benzenedimethanol 
• 123-31-9 hydroquinone 
• 3445-42-9 α,α-dimethyl-p-isopropylbenzyl alcohol 
• 98-49-7 1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide 
• 2948-45-0 hydroxyhydroperoxide of p-diisopropylbenzene 

Relevant articles and documents

Synthesis of new primary-tertiary alkyl bisperoxides by reaction of tertiary hydroperoxides with bromoalkanes in a PTC system

Syntheses of novel primary-tertiary bisperoxides were carried out under phase transfer catalysis conditions. The bisperoxides were obtained in good yields, the reaction times not exceeding four hours.