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Di-tert-butyl peroxide (DTBP) is an organic compound consisting of a peroxide group bonded to two tert-butyl groups.
Di-tert-butyl peroxide (DTBP) is one of the most stable organic peroxides, due to the tert-butyl groups being bulky.
Di-tert-butyl peroxide (DTBP) is a colorless liquid.
CAS number: 110-05-4
MF: C8H18O2
MW: 146.23
EINECS: 203-733-6
Synonyms: ;Di-tert-butyl peroxide;tert-Butyl peroxide;Di-t-butyl peroxide;Cadox;Peroxide, bis(1,1-dimethylethyl);tert-Butylperoxide;Bis(tert-butyl) peroxide;(Tributyl)peroxide;di-t butyl peroxide;NSC 673;CCRIS 4613;HSDB 1326;Di-tertiary-butyl peroxide;EINECS 203-733-6;UNII-M7ZJ88F4R1;BIS(1,1-DIMETHYLETHYL)PEROXIDE;DTXSID2024955;Peroxide, tert-butyl-;NSC-673;(tert-C4H9O);Peroxide, bis-tert-butyl-;DTXCID704955;EC 203-733-6;BIS(1,1-DIMETHYLETHYL)PEROXIDE [HSDB];t-butyl peroxide bis(1,1-di-methylethyl)peroxide;DI-TERT-BUTYL PEROXIDE, (TECHNICALLY PURE);DI-TERT-BUTYL PEROXIDE, [TECHNICALLY PURE];Dibutyl peroxide (tertiary);tbutyl peroxide;Ditbutyl peroxide;ditertbutylperoxid;TBHP compound;tertbutyl peroxide;Bis(tbutyl)peroxide;Ditertbutyl peroxyde;PEROXIMON DB;Bis(tertbutyl) peroxide;DitertButyl hydroperoxide;B 50ELQ;Bis(1,1dimethylethyl)peroxide;Peroxide, bis(1,1dimethylethyl);UN3107;lsxwfxongksemy-uhfffaoysa-n;110-05-4;t-Butyl peroxide;Trigonox B;Cadox TBP;2-(tert-Butylperoxy)-2-methylpropane;Kayabutyl D;Perbutyl D;Interox DTB;Di-tert-butylperoxid;Peroxyde de butyle tertiaire;Di-tert-butyl peroxyde;Di-tert-Butyl hydroperoxide;di-tert-butylperoxide;Perossido di butile terziario;2-tert-butylperoxy-2-methylpropane;Bis(1,1-dimethylethyl) peroxide;M7ZJ88F4R1;Bis(t-butyl)peroxide;2,2'-dioxybis(2-methylpropane);T-butyl-peroxide;CAS-110-05-4;Di-tert-butylperoxid [German];di(t-butyl) peroxide;Di-tert-butyl peroxyde [Dutch];Peroxyde de butyle tertiaire [French];Perossido di butile terziario [Italian];t-butylperoxide;tBuOOtBu;Di-t-butylperoxide;di-tertbutylperoxide;ditert.butylperoxide;2-tert-butylperoxy-2-methyl-propane;MFCD00008803;di-tertbutyl peroxide;ditert-butyl peroxide;di-tert.butyl peroxide;di-tertiarybutylperoxide;ditertiary butylperoxide;ditertiarybutyl peroxide;di(tert.-butyl)peroxide;di(tert.butyl) peroxide;di-tert.-butyl peroxide;di-tertiary butylperoxide;ditertiary butyl peroxide;di-tertiary butyl peroxide;DTBP [MI];SCHEMBL14861;NSC673;CHEMBL1558599;(CH3)3CO-OC(CH3)3;2-tert-butyldioxy-2-methylpropane;Tox21_201461;Tox21_300099;AKOS015902599;2-(tert-Butylperoxy)-2-methylpropane #;NCGC00091801-01;NCGC00091801-02;NCGC00091801-03;NCGC00254065-01;NCGC00259012-01;tert-Butyl peroxide (Luperox DI), 97%;Luperox(R) DI, tert-Butyl peroxide, 98%;D3411;NS00006093;A802134;Q413043;WLN: 1X1 & 1 & OOX1 & 1 & 1;F0001-0215
Di-tert-butyl peroxide (DTBP) is a very stable organic peroxide, that is often used a radical initiator, as it performs homolysis at temperatures above 100°C.
Di-tert-butyl peroxide (DTBP) is a clear, water-white liquid.
Di-tert-butyl peroxide (DTBP) has a specific gravity of 0.79, which is lighter than water, and it will float on the surface.
Di-tert-butyl peroxide (DTBP) is nonpolar and insoluble in water.
Di-tert-butyl peroxide (DTBP) is a strong oxidizer and may ignite organic materials or explode if shocked or in contact with reducing agents.
In addition to being an oxidizer, Di-tert-butyl peroxide (DTBP) is highly flammable.
It has a boiling point of 231°F (110°C) and a flash point of 65°F (18°C).
The NFPA 704 designation is health 3, flammability 2, and reactivity 4.
The prefix “oxy” for oxidizer is placed in the white section at the bottom of the 704 diamond.
Reactions
The peroxide bond undergoes homolysis at temperatures above 100 °C.
For this reason Di-tert-butyl peroxide (DTBP) is commonly used as a radical initiator in organic synthesis and polymer chemistry.
The decomposition reaction proceeds via the generation of methyl radicals.
(CH3)3COOC(CH3)3 → 2 (CH3)3CO•
(CH3)3CO• → (CH3)2CO + CH•32 CH•3 → C2H6
Di-tert-butyl peroxide (DTBP) can in principle be used in engines where oxygen is limited, since the molecule supplies both the oxidizer and the fuel.
Di-tert-butyl peroxide (DTBP) Chemical Properties
Melting point:-30 °C
Boiling point: 109-110 °C(lit.)
density: 0.796 g/mL at 25 °C(lit.)
vapor pressure: 40 mm Hg ( 20 °C)
refractive index: n20/D 1.3891(lit.)
Fp: 34 °F
storage temp.: Store at +15°C to +25°C.
solubility: 0.063g/l
form: Liquid
color: Clear
Odor: distinctive odor
Water Solubility: immiscible
Merck: 14,3461
BRN: 1735581
Stability: May decompose explosively if heated, subjected to shock, or treated with reducing agents. Highly flammable. Refrigerate.
InChIKey: LSXWFXONGKSEMY-UHFFFAOYSA-N
LogP: 3.2 at 22℃
CAS DataBase Reference: 110-05-4(CAS DataBase Reference)
NIST Chemistry Reference: Di-tert-butyl peroxide (DTBP) (110-05-4)
EPA Substance Registry System: Di-tert-butyl peroxide (DTBP)(110-05-4)
Di-tert-butyl peroxide (DTBP) consists of a peroxide group bonded to two tert-butyl groups.
Since the tert-butyl groups are bulky, Di-tert-butyl peroxide (DTBP) is one of the most stable organic peroxides.
Applications
Di-tert-butyl peroxide (DTBP) can be used for the market segments: polymer production, polymer crosslinking and acrylics production with their different applications/functions.
The decomposition reaction proceeds via the generation of methyl radicals.
The peroxide bond undergoes homolysis at temperatures above 100 °C.
Hence Di-tert-butyl peroxide (DTBP) is commonly used as a radical initiator in organic synthesis and polymer chemistry.
Di-tert-butyl peroxide (DTBP) can in principle be used in engines where oxygen is limited, since the molecule supplies both the oxidizer and the fuel.
Di-tert-butyl peroxide (DTBP) has been used as a radical initiator to induce free radical polymerization.
Di-tert-butyl peroxide (DTBP) has also been used as a cetane enhancer in a study to determine the phase behavior of carboxylate-based extended surfactant reverse micellar microemulsions with ethanol and vegetable oil/diesel blends.
Di-tert-butyl peroxide (DTBP) used as a crosslinking agent for unsaturated polyesters and silicone rubbers, also as a polymerization initiator
Widely used as a crosslinking agent for unsaturated polyester and silicone rubber, a polymerization initiator for monomers, a polypropylene modifier, a rubber vulcanizing agent, etc.
Reactivity Profile
The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides.
Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides.
Di-tert-butyl peroxide (DTBP) is unlikely that this derivative would be particularly unstable compared to other peroxides in it's class, Bretherick 1979v.
