tert-butyl benzenecarboperoxoate

• ChemBase ID: 110388
• Molecular Formular: C11H14O3
• Molecular Mass: 194.22706
• Monoisotopic Mass: 194.09429431
• SMILES: CC(C)(C)OOC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OOC(C)(C)C
• InChI: InChI=1S/C11H14O3/c1-11(2,3)14-13-10(12)9-7-5-4-6-8-9/h4-8H,1-3H3
• InChIKey: GJBRNHKUVLOCEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl benzenecarboperoxoate
• IUPAC Traditional name: benzoyl T-butyl peroxide
• Synonyms: tert-Butyl perbenzoate; tert-Butyl peroxybenzoate; Luperox® P, tert-Butyl peroxybenzoate; tert-Butyl peroxybenzoate; tert-BUTYL PERBENZOATE; tert-butyl benzenecarboperoxoate; 过氧化叔丁基苯甲酸酯; 过氧化苯甲酸叔丁酯; 过氧化苯甲酸叔丁酯 (Luperox® P); 过氧化苯甲酸叔丁酯

Database IDs

• CAS Number: 614-45-9
• EC Number: 210-382-2
• MDL Number: MFCD00008802
• Beilstein Number: 1342734
• PubChem SID: 162096435; 24849787; 24886809
• PubChem CID: 11966

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1817853
• LogD (pH = 7.4): 3.1817853
• Log P: 3.1817853
• Molar Refractivity: 53.2391 cm^3
• Polarizability: 20.96212 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 6-8°C
• Boiling Point: 75-76 °C/0.2 mmHg(lit.); 75-76°C/0.2mm
• Flash Point: 199.4 °F; 93 °C; 93°C(199°F)
• Density: 1.021 g/mL at 25 °C(lit.); 1.042
• Refractive Index: 1.4990; n20/D 1.499(lit.); n20/D 1.50
• Vapor Pressure: 3.36 mmHg ( 50 °C)
• Vapor Density: 6.7 (vs air)
• Hydrophobicity(logP): 2.559

Safety Information

• RTECS: SD9450000
• European Hazard Symbols: Explosive (E); Nature polluting (N); Oxidising (O); X; Irritant (Xi); Harmful (Xn)
• UN Number: 3103; UN3103
• German water hazard class: 2
• Hazard Class: 5.2
• Packing Group: II
• Risk Statements: 2-7-22-36/38; 2-7-38-43-50; 7-38; R:22-36/37/38
• Safety Statements: 3/7-14-26-36/37; 7-17-26-35-36/37/39-39-47-61; 7-17-36/37/39-47; S:25-26-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS01; GHS02; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H200-H242-H302-H315-H319-H227; H241-H242-H315-H317-H400; H242-H315-H317-H400
• GHS Precautionary statements: P210-P305+P351+P338-P373-P401A-P410-P501A; P220-P273-P280-P410-P411 + P235-P420; P220-P273-P280-P410-P420
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3103 5.2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (RT); 95%; 98%
• Grade: technical
• Impurities: ~2% tert-butyl benzoate
• Linear Formula: C6H5COOOC(CH3)3

DETAILS

MP Biomedicals - 05214815

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 159042

Application
Polymerization and cross-linking catalyst.
Packaging
5, 100, 500 g in poly bottle
Legal Information
Product of Arkema Inc.
Luperox is a registered trademark of Arkema Inc.

Sigma Aldrich - 77200

Other Notes
Sales restrictions may apply

REFERENCES

• For free-radical allylic benzoyloxylation of cyclohexene, promoted by CuBr, and references for preparation of benzoyloxy derivatives of other classes of compound including hydrocarbons, esters, ethers, sulfides, amides, etc., see: Org. Synth. Coll., 5, 70 (1973). The reaction with alkenes is also efficiently promoted by a complex of Cu(OTf)₂ with DBN or DBU: Tetrahedron Lett., 37, 8435 (1996). For a review of acyloxylation at carbon, see: Synthesis, 1 (1972).
• In the presence of CuBr, effects dehydrogenation of oxazolines and thioazolines to the aromatized systems: J. Org. Chem., 61, 8207 (1996).
• Promotes Pd-catalyzed oxidative coupling of electron-rich aromatics with electron-deficient alkenes: Tetrahedron, 40, 2699 (1984).
• Promotes the free-radical addition of bisulfite to vinyltrimethylsilane, in an improved preparation of 2-(TMS)ethanesulfonyl chloride: Org. Synth., 75, 161 (1997).