Di-tert-butyl peroxide CAS 110-05-4
Introduction：Basic information about Di-tert-butyl peroxide CAS 110-05-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Di-tert-butyl peroxide Basic information
| Product Name: | Di-tert-butyl peroxide |
| Synonyms: | (tert-C4H9O)2;(tributyl)peroxide;2-(tert-Butylperoxy)-2-methylpropane;Aztec di-t-butyl peroxoide;bis(1,1-dimethylethyl)-peroxid;bis(t-butyl)peroxide;Bis(tert-butyl) peroxide;bis(tert-butyl)peroxide |
| CAS: | 110-05-4 |
| MF: | C8H18O2 |
| MW: | 146.23 |
| EINECS: | 203-733-6 |
| Product Categories: | Organics;Organic Peroxide;Oxidation;Synthetic Organic Chemistry |
| Mol File: | 110-05-4.mol |
Di-tert-butyl peroxide 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 | n |
| 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. |
| InChI | 1S/C8H18O2/c1-7(2,3)9-10-8(4,5)6/h1-6H3 |
| InChIKey | LSXWFXONGKSEMY-UHFFFAOYSA-N |
| SMILES | CC(C)(C)OOC(C)(C)C |
| LogP | 3.2 at 22℃ |
| CAS DataBase Reference | 110-05-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Di-tert-butyl peroxide(110-05-4) |
| EPA Substance Registry System | Di-tert-butyl peroxide (110-05-4) |
Safety Information
| Hazard Codes | O,F,Xn |
| Risk Statements | 7-11-68-52/53-2017/7/11 |
| Safety Statements | 14-16-3/7-36/37/39-14A-61-23 |
| RIDADR | UN 3107 5.2 |
| WGK Germany | 1 |
| RTECS | ER2450000 |
| Autoignition Temperature | 182 °C |
| TSCA | TSCA listed |
| HS Code | 2909 60 00 |
| HazardClass | 5.2 |
| PackingGroup | II |
| Storage Class | 5.2 - Organic peroxides and self-reacting hazardous materials |
| Hazard Classifications | Aquatic Chronic 3 Flam. Liq. 2 Muta. 2 Org. Perox. E |
| Hazardous Substances Data | 110-05-4(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: > 25000 mg/kg |
| Description | Di-tert-butyl peroxide is a clear, water-white liquid. It has a specific gravity of 0.79, which is lighter than water, and it will float on the surface. It is nonpolar and insoluble in water. Di-tert-butyl peroxide 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 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. |
| Chemical Properties | Di-tert-butyl peroxide (DTBP) consists of a peroxide group bonded to two tert-butyl groups. Since the tert-butyl groups are bulky, it is one of the most stable organic peroxides. |
| Uses | Di-tert-butyl peroxide has been used as a radical initiator to induce free radical polymerization. It 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. |
| Uses | 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 is commonly used as a radical initiator in organic synthesis and polymer chemistry. DTBP can in principle be used in engines where oxygen is limited, since the molecule supplies both the oxidizer and the fuel. |
| Synthesis Reference(s) | Tetrahedron, 36, p. 2409, 1980 DOI: 10.1016/0040-4020(80)80219-5 |
| General Description | Di-tert-butyl peroxide is a clear colorless liquid. (NTP, 1992) |
| 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 is unlikely that this derivative would be particularly unstable compared to other peroxides in it's class, Bretherick 1979v. |
| Health Hazard | DTBP is slightly toxic by inhalation andin general exhibits low to very low toxicityby other routes. However, toxic effectsare observed only at very high concentrations.Rats exposed to 4103-ppm vapor developedhead and neck tremor after 10 minutesof exposure (Floyd and Stockinger 1958).Other symptoms were weakness, hyperactivity,and labored breathing. However, theanimals recovered fully in 1 hour. LD50 value, intraperitoneal rats): 3210 mg/kg DTBP is nonirritating to the skin and mildon the eyes. It is reported to cause lungand blood tumors in mice (NIOSH 1986).However, its carcinogenicity is not yet fullyestablished. |
| Fire Hazard | Highly flammable and reactive; flash point18°C (64.4°F); vapor pressure 19.5 torr at20°C (68°F); vapor density 5.03. Its decompositionproducts are ethane and acetone,which enhance the fire hazard. Use a waterspray to fight fire and to keep the containerscool. DTBP forms an explosive mixture withair. The explosive range is not reported. Itsdecomposition products may explode aboveits boiling point, 111°C (231.8°F). However,as it is thermally stable and shock insensitive,its explosion hazard is much lower. It may,however, react with explosive violence whenin contact with easily oxidizable substances. |
| Flammability and Explosibility | Flammable |
| reaction suitability | reagent type: oxidant |
| Carcinogenicity | A single exposure (route unspecified,but probably subcutaneous (SC)) of 14.6 mg(～365 mg/kg) produced unconvincing evidence for carcinogenicityowing to the lack of controls in 50 mice observed formore than 80 weeks. Of 35 survivors, 7 (20%) had malignantblood tumors (lymphomas) and 1 had a benign lung tumor(pulmonary adenoma) (93, 7a). Owing to its poor design,this study should be judged inadequate to determinecarcinogenicity. |
| storage | Store in a cool and well-ventilated areaisolated from easily oxidizable materials.Protect against physical damage. Shippingcontainers are amber glass and polyethylenebottles or steel drums not exceeding 100-lbcapacity. |
| Purification Methods | Wash the peroxide with aqueous AgNO3 to remove olefinic impurities, water and dry (MgSO4). Free it from tert-butyl hydroperoxide by passage through an alumina column [Jackson et al. J Am Chem Soc 107 208 1985], and if necessary two high vacuum distillations from room temperature to a liquid-air trap [Offenbach & Tobolsky J Am Chem Soc 79 278 1957]. [Beilstein 1 IV 1619.] The necessary protection from EXPLOSION should be used. |
| Waste Disposal | Di-tert-butyl peroxide is disposed on the ground in a remotearea and ignited with a long torch. 10%NaOH may be used to wash empty containers. |
Di-tert-butyl peroxide Preparation Products And Raw materials
| Raw materials | Hydrogen peroxide-->tert-Butanol-->tert-Butyl hydroperoxide |
| Preparation Products | (4-METHOXY-PYRIDIN-2-YL)-METHANOL-->4-METHOXYPICOLINALDEHYDE-->CH3-->4-Fluoro-2-methylbenzoic acid-->[1-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER-->4-trans-propenylveratrole-->N-(TERT-BUTOXYCARBONYL)-3-BROMOANILINE-->TERT-BUTYL 4-CYANOPHENYLCARBAMATE-->METHYL 2-NITROBENZOATE-->1-Methylcaffeine-->4-bromo-2,6-dimethylbenzoic acid-->4-Methyl-benzoic acid tert-butyl ester-->4-FLUOROTHIOANISOLE-->3-Bromothioanisole-->2-Methylthiopyridine-->2,3-EPOXY-2-METHYLBUTANE-->4-Bromophenyl methyl sulfone |
