71885-44-4

Basic information

• Product Name: 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE
• Synonyms: 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE
• CAS NO: 71885-44-4
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.25
• Mol File: 71885-44-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE(71885-44-4)
• EPA Substance Registry System: 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE(71885-44-4)

Safety Data

• Hazardous Substances Data: 71885-44-4(Hazardous Substances Data)

Usage

Description

4,5-Dihydro-4,4-dimethyl-2-O-tolyloxazole is an organic compound that serves as a crucial intermediate in the synthesis of various biologically significant molecules. It is characterized by its unique chemical structure, which includes a five-membered oxazole ring fused to a dihydro-dimethyl group and a tolyl group.

Uses

Used in Pharmaceutical Industry:
4,5-Dihydro-4,4-dimethyl-2-O-tolyloxazole is used as an intermediate in the synthesis of NRPE, a pigment that plays a vital role in the visual cycle of vertebrates. 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE is essential for the development of treatments targeting harmful byproducts generated during the biosynthetic pathway of the visual cycle.
Additionally, this compound may have potential applications in other areas of the pharmaceutical industry, such as the development of novel drugs or drug delivery systems, due to its unique chemical structure and reactivity. Further research and development are necessary to explore these possibilities and fully understand the compound's potential uses in the pharmaceutical field.

Upstream product

• 95217-40-6 N-(1-hydroxy-2-methylpropan-2-yl)-2-methylbenzamide 
• 529-19-1 2-Methylbenzonitrile 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 19312-06-2 4,5-dihydro-4,4-dimethyl-2-phenoxazole 
• 594-27-4 tetramethylstannane 
• 118-90-1 ortho-methylbenzoic acid 
• 933-88-0 ortho-toluoyl chloride 
• 30093-99-3 4,4-dimethyl-2-oxazoline 
• 95-46-5 2-methylphenyl bromide 
• 529-20-4 2-methylphenyl aldehyde 

Downstream Products

• 56446-29-8 2-(2-but-3-enyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 56446-28-7 4,4-dimethyl-2-(2-methylsulfanylmethyl-phenyl)-4,5-dihydro-oxazole 
• 95217-41-7 3-(4-methylphenyl)-3,4-dihydro-1H-isochromen-1-one 
• 2674-44-4 3-phenyl-isochroman-1-one 
• 37568-81-3 3,4-dihydro-3-(4-methoxyphenyl)-1H-2-benzopyran-1-one 
• 133341-95-4 2-(2-Ethyl-6-methyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 82537-18-6 2,2-dimethyl-2-<(3-phenyl-1-isoquinolinyl)amino>ethanol 
• 95217-42-8 3-(o-fluorophenyl)-3,4-dihydroisocoumarin 
• 133341-94-3 4,4-dimethyl-2-(2,6-dimethylphenyl)oxazoline 
• 78482-10-7 Δ-2-4,4-dimethyl-(o-methylselenomethylphenyl)oxazoline 
• 130131-77-0 Bis-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-phenyl]-methanone 
• 177903-15-0 4,4-dimethyl-2-(2'-propylphenyl)-4,5-dihydro-1,3-oxazole 
• 215546-42-2 2-{2-[(Dimethyl-phenyl-silanyl)-methyl]-phenyl}-4,4-dimethyl-4,5-dihydro-oxazole 
• 110128-36-4 2-Benzyloxy-3-methoxy-5,6,13,13a-tetrahydro-isoquino[3,2-a]isoquinolin-8-one 

Relevant articles and documents

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Palladium-catalyzed electrophilic C–H fluorination of arenes using oxazoline as a removable directing group

Dimethyloxazoline was rationally designed to act as a removable ortho-directing group (DG) for the palladium-catalyzed C–H electrophilic fluorination of arenes. Using NFSI as the fluorinating agent, and Pd(II), Ag(I) catalytic system, electrophilic C(sp2–H) ortho-fluorination took place on a variety of aryl substrates to afford the corresponding mono- and di-fluorinated products.

Chiral lithium amide mediated asymmetric synthesis of 3-aryl-3,4- dihydroisocoumarins

An asymmetric synthesis of 3-aryl-3,4-dihydroisocoumarins using the reaction of laterally lithiated 4,4-dimethyl-2-(o-tolyl)oxazoline with aromatic aldehydes, in the presence of an external chiral ligand, gave products with enantiomeric excess (ee) in the range of 60-70%. ARKAT USA, Inc.