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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.

71885-44-4

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71885-44-4 Usage

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, 4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE 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.

Check Digit Verification of cas no

The CAS Registry Mumber 71885-44-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,8,8 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 71885-44:
(7*7)+(6*1)+(5*8)+(4*8)+(3*5)+(2*4)+(1*4)=154
154 % 10 = 4
So 71885-44-4 is a valid CAS Registry Number.

71885-44-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4-dimethyl-2-(2-methylphenyl)-5H-1,3-oxazole

1.2 Other means of identification

Product number -
Other names 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:71885-44-4 SDS

71885-44-4Relevant academic research and scientific papers

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

G?bel, Dominik,Clamor, Nils,Lork, Enno,Nachtsheim, Boris J.

supporting information, p. 5373 - 5377 (2019/06/07)

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.

Secondary Phosphine Oxide Preligands for Palladium-Catalyzed C–H (Hetero)Arylations: Efficient Access to Pybox Ligands

Ghorai, Debasish,Müller, Valentin,Keil, Helena,Stalke, Dietmar,Zanoni, Giuseppe,Tkachenko, Boryslav A.,Schreiner, Peter R.,Ackermann, Lutz

supporting information, p. 3137 - 3141 (2017/09/06)

C–H arylations of oxazolines were accomplished with a well-defined palladium catalyst derived from a secondary bisdiamantyl phosphine oxide. The single-component secondary phosphine oxide (SPO)-palladium complex enabled C–H activations with aryl bromides

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

Gutierrez, David A.,Lee, Wan-Chen Cindy,Shen, Yuning,Li, Jie Jack

, p. 5372 - 5376 (2016/11/11)

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.

C-H bond arylations and benzylations on oxazol(in)es with a palladium catalyst of a secondary phosphine oxide

Ackermann, Lutz,Barfuesser, Sebastian,Kornhaass, Christoph,Kapdi, Anant R.

supporting information; experimental part, p. 3082 - 3085 (2011/08/07)

An air-stable, well-defined palladium complex derived from secondary phosphine oxide (SPO) (1-Ad)2P(O)H enabled efficient C-H bond functionalizations with ample scope, which set the stage for direct arylations and benzylations of (benz)oxazoles, as well as unprecedented palladium-catalyzed C-H bond arylations on nonaromatic oxazolines.

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

Sharma, Arvind Kumar,Maheshwary, Yogita,Singh, Paramjit,Singh, Kamal Nain

experimental part, p. 54 - 62 (2010/10/19)

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.

Palladium-catalyzed alkylation of aryl C-H bonds with sp3 organotin reagents using benzoquinone as a crucial promoter

Chen, Xiao,Li, Jiao-Jie,Hao, Xue-Shi,Goodhue, Charles E.,Yu, Jin-Quan

, p. 78 - 79 (2007/10/03)

The combination of directed C-H activation, batch-wise addition of tetraalkyltin reagents, and rate enhancement by benzoquinone and microwave irradiation provides a promising strategy for the direct coupling of C-H bonds with organometallic reagents. A variety of tetraalkyltins were coupled to C-H bonds to give the alkylated products in good yields by using 5 mol % Pd(OAc)2 as the catalyst. Benzoquinone was shown to be essential for the C-H activation when substrates containing non-π-conjugated chelating groups are used. Monitoring the formation and reductive elimination of the Pd(Ar)(Me)L2 complex also revealed that benzoquinone promotes the reductive elimination step. Microwave irradiation enhances the reaction rate drastically. The versatility of this protocol was demonstrated by using substrates containing either oxazoline or pyridine as directing groups. Copyright

A facile one stage synthesis of oxazolines under microwave irradiation

Clarke, David S.,Wood, Robin

, p. 1335 - 1340 (2007/10/03)

A rapid, high yielding procedure for the synthesis of 2-substituted oxazolines has been achieved under microwave irradiation from alkyl and aryl nitriles and β-amino alcohols using a mild Lewis acid catalyst.

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