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Trityloxybenzene, also known as triphenylmethyl phenyl ether, is an organic compound with the chemical formula C19H16O. It is a colorless, crystalline solid that is insoluble in water but soluble in organic solvents. trityloxybenzene is formed by the reaction of trityl chloride (triphenylmethyl chloride) with phenol in the presence of a base, such as pyridine. Trityloxybenzene is a stable compound and is used as a protecting group in organic synthesis, particularly in the protection of phenolic hydroxyl groups. It can be removed under mild acidic conditions, making it a valuable tool in the synthesis of complex organic molecules.

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  • 5447-80-3 Structure
  • Basic information

    1. Product Name: trityloxybenzene
    2. Synonyms:
    3. CAS NO:5447-80-3
    4. Molecular Formula: C25H20O
    5. Molecular Weight: 336.433
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5447-80-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: trityloxybenzene(CAS DataBase Reference)
    10. NIST Chemistry Reference: trityloxybenzene(5447-80-3)
    11. EPA Substance Registry System: trityloxybenzene(5447-80-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5447-80-3(Hazardous Substances Data)

5447-80-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5447-80-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,4 and 7 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5447-80:
(6*5)+(5*4)+(4*4)+(3*7)+(2*8)+(1*0)=103
103 % 10 = 3
So 5447-80-3 is a valid CAS Registry Number.

5447-80-3Relevant articles and documents

Indium-mediated cleavage of the trityl group from protected alcohols and diols

Behloul, Cherif,Chouti, Aicha,Guijarro, David,Foubelo, Francisco,Nájera, Carmen,Yus, Miguel

, p. 7937 - 7941 (2016/11/19)

The reaction of primary, secondary, allylic and benzylic trityl ethers with indium powder in MeOH/NH4Cl led to reductive cleavage of the trityl-oxygen bond, affording the corresponding alcohols in good to excellent yield under very mild reaction conditions. The detritylation process could successfully be extended to mono and detritylated diols. This methodology represents a new and efficient detritylation procedure under mild reaction conditions.

Chemiluminescence during thermolysis of the (Ph3COOCPh3)n-Ph3C. peroxide containing captured triphenylmethyl radical

Bulgakov,Kuleshov,Sharapova,Sadykov,Khursan

, p. 1194 - 1197 (2007/10/03)

Chemiluminescence (CL) in the thermolysis of (Ph3COOCPh3)n-Ph3C. containing the triphenylmethyl radical captured during the synthesis of Gomberg's peroxide was found. Two CL emitters were identified: the triplet state of benzophenone (3Ph2CO*) and Ph3C.*. Ph3C.* is formed due to the energy transfer from the excited 3Ph2CO* generated in the disproportion of thermolysis intermediates, Ph3CO. radicals. This Ph3C.* luminescence is the first example of CL activation by an organic radical. Chemiluminescence during the thermolysis of Ph3COOCPh3 containing no Ph3C. is resulted from the emission of one emitter, 3Ph2CO*. The solid-phase CL was found during the oxidation of Ph3C. with dioxygen after the destruction of the crystalline lattice as a result of the thermolysis of the (Ph3COOCPh3)n-Ph3C. peroxide.

Photoinduced Electron Transfer Oxygenation of Triphenylcarbenium Ion

Futamura, Shigeru,Kamiya, Yoshio

, p. 1703 - 1706 (2007/10/02)

Photooxidation of triphenylcarbenium ion in the presence of an electron donor affords bis(triphenylmethyl) peroxide via one electron transfer from the electron donor to the excited singlet state of triphenylcarbenium ion.

EASY PREPARATION OF TRIPHENYLMETHYL CARBOXYLATES.

Hashimoto,Hayashi,Noyori

, p. 1431 - 1432 (2007/10/02)

A new method for triphenylmethylation of carboxylic acids and phenol is disclosed.

Regioselective N- or O-Tritylation of 2(1H)-Pyridone - (Triphenylmethyl)pyridones as Tritylation Agents

Effenberger, Franz,Brodt, Werner,Zinczuk, Juan

, p. 3011 - 3026 (2007/10/02)

Tritylation of 2(1H)-pyridone (1) with triphenylmethyl chloride (4) in acetonitrile leads exclusively to N-trityl-2(1H)-pyridone (3a) via the lithium salt 1', whereas 2-pyridyl trityl ether (3b) is the only product from the reaction with the sodium salt 1

TRIMETHYLSILYL TRIFLATE IN ORGANIC SYNTHESIS

Noyori, R.,Murata, S.,Suzuki, M.

, p. 3899 - 3910 (2007/10/02)

Trimethylsilyl triflate is a powerful silylating agent for organic compounds and acts as a catalyst which accelerates a variety of nucleophilic reactions in aprotic media.The reactions proceed via one-center, electrophilic coordination of the silyl group to hetero functional groups and exhibit unique selectivities.

A FACILE PROCEDURE FOR O-TRITYLATION

Murata, S.,Noyori, R.

, p. 2107 - 2108 (2007/10/02)

The title operation is achieved via readily accessible organosilicon compounds.

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