Category: 2944-47-0

Jardon, Phillip W. published the artcileMolecular orbital calculations and carbon-13 NMR studies to explain a regiospecific demethylation of 3-alkyl-1,2-dimethoxybenzenes, Name: 2-Isopropylanisole, the publication is Journal of Organic Chemistry (1984), 49(12), 2130-5, database is CAplus.

PRDDO-MO calculations show that the low-energy conformation of the carbon of a methoxy group having two ortho neighbors on a benzene ring is located out of the plane of the aromatic ring, whereas a methoxy group with only one ortho neighbor executes restricted rotation in the plane of the ring. The carbon portion of the methoxy group is turned away from the neighboring substituent. These calculations also show that the at. charge on the oxygen atom in the former case exceeds that in the latter. The carbon of a methoxy group with two ortho neighbors yields ¹³C NMR T₁ relaxation times longer than those with only one ortho neighbor, also suggesting that the methoxy group with two ortho neighbors is crowded out of the plane of the aromatic ring. ¹³C NMR chem. shifts of these ortho-substituted methoxybenzenes did not correlate well with shifts predicted from published additive parameters; this again suggests an unusual methoxy group orientation and distribution of electrons. The forced rotation of a methoxy group out of the plane of the benzene ring diminishes the release of electrons from the methoxy group to the benzene ring. The resulting higher at. charge on the oxygen and the orientation of the oxygen orbitals facilitate complexation with Lewis acids and methoxy group cleavage.

Journal of Organic Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Name: 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sukowski, Verena published the artcileS,O-Ligand Promoted meta-C-H Arylation of Anisole Derivatives via Palladium/Norbornene Catalysis, SDS of cas: 2944-47-0, the publication is Angewandte Chemie, International Edition (2022), 61(31), e202201750, database is CAplus and MEDLINE.

Here, a new catalytic system based on palladium/norbornene and an S,O-ligand for the meta-C-H arylation of aryl ethers that significantly outperforms previously reported systems has been developed. The unique ability of this system to employ alkoxyarene substrates bearing electron donating and withdrawing substituents is demonstrated. Addnl., ortho-substituted aryl ethers are well tolerated, overcoming the “ortho constraint”, which is the necessity to have a meta-substituent on the alkoxyarene to achieve high reaction efficiency, by enlisting novel norbornene mediators. Remarkably, for the first time the monoarylation of alkoxyarenes is achieved efficiently enabling the subsequent introduction of a second, different aryl coupling partner to rapidly furnish unsym. terphenyls. Further insight into the reaction mechanism was achieved by isolation and characterization of some Pd-complexes-before and after meta C-H activation-prior to evaluation of their resp. catalytic activities.

Angewandte Chemie, International Edition published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C9H20Cl2Si, SDS of cas: 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yokoyama, Naokata published the artcileSynthesis and Structure-Activity Relationships of Oxamic Acid and Acetic Acid Derivatives Related to L-Thyronine, Quality Control of 2944-47-0, the publication is Journal of Medicinal Chemistry (1995), 38(4), 695-707, database is CAplus and MEDLINE.

Aryloxamic acids I (R = NHCOCO₂H, R¹ = Br, Me) and II, (arylamino)acetic acids I (R = NHCHRCO₂H, R¹ = Cl, Me, iodo, R² = Gly-OH, Ala-OH, Phe-OH), arylpropionic acids I (R = CH₂CH₂CO₂H, R¹ = Br, Me), arylthioacetic acids I (R = SCH₂CO₂H, R¹ = Br, Me), and (aryloxy)acetic acid I (R = OCH₂CO₂H, R¹ = Br), related to L-triiodothyronine (L-T₃) were prepared and tested in vitro for binding to the rat liver nuclear L-T₃ receptor and the rat membrane L-T₃ receptor. The structure-activity relationships for the prepared compounds are described, with several I and II showing excellent potency to the nuclear receptor and significantly lower binding affinity to the membrane receptor (IC₅₀ > 5 μM). Some of these compounds, especially in the oxamic acid series I (R = NHCOCO₂H) and II, showed an unprecedented potency for methyl-substituted derivatives such as I (R = NHCOCO₂H, R¹ = Me) and (±)-II. I (R = NHCOCO₂H, R¹ = Me) and (±)-II showed good lipid lowering effects in rats with ED₅₀ = 20 and 5 μg/kg po, resp., and a lack of cardiac side effects in rats at doses as high as 10 and 25 mg/kg po, resp.

Journal of Medicinal Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C6H12O2, Quality Control of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Arai, Kenta published the artcileIntermolecular chemo- and regioselective aromatic C-H amination of alkoxyarenes promoted by rhodium nitrenoids, Formula: C10H14O, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(18), 2264-2267, database is CAplus and MEDLINE.

Intermol. aromatic C(sp²)-H amination promoted by neutral rhodium nitrenoids has been developed. The reactions proceeded with various oxygen-substituted arenes ROR¹ (R = Me, Et, Bn, etc.; R¹ = Ph, 2-fluorophenyl, 2-benzylphenyl, etc.) (1.5 equivalent) in a chemo- and regioselective manner. The aromatic C(sp²)-H amination took place at the para position of the oxygen substituent in the presence of benzylic C(sp³)-H bonds and/or C(sp³)-H bonds α to ethereal oxygen.

Chemical Communications (Cambridge, United Kingdom) published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Formula: C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lv, Shao-Dong published the artcileTotal synthesis of (±)-Scrodentoid A, Name: 2-Isopropylanisole, the publication is Tetrahedron (2019), 75(52), 130774, database is CAplus.

An efficient total synthesis of scrodentoid A (I) was accomplished starting from a Hagemann’s ester and a substituted (2-bromoethyl)benzene. Key reactions in this synthesis include C-alkylation of the Hagemann’s ester, 6-endo-Trig cationic cyclization of an enone and Lewis acid promoted isomerization of a cis-fused ketone.

Tetrahedron published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Name: 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mino, Takashi published the artcilePalladium-catalyzed asymmetric allylic alkylation using (R)-2-(methoxymethyl)pyrrolidine-derived aminophosphine ligands, Application of 2-Isopropylanisole, the publication is Tetrahedron: Asymmetry (2001), 12(17), 2435-2440, database is CAplus.

Palladium-catalyzed asym. allylic alkylation of 1,3-diphenyl-2-propenyl acetate using a di-Me malonate-BSA-LiOAc system has been successfully carried out in the presence of new chiral aminophosphine ligands in good yields with good enantioselectivities (up to 96% e.e.).

Tetrahedron: Asymmetry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application of 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Nakao, Yoshiaki published the artcileCross-Coupling Reactions through the Intramolecular Activation of Alkyl(triorgano)silanes, COA of Formula: C10H14O, the publication is Angewandte Chemie, International Edition (2010), 49(26), 4447-4450, S4447/1-S4447/34, database is CAplus and MEDLINE.

Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenyl-substituted alkylsilanes, e.g., I, with a variety of aryl bromides/chlorides, e.g., 4-chlorobenzonitrile, proceeded in the presence of palladium and copper catalysts to give alkyl-coupled products, e.g., 4-butylbenzonitrile. The use of K₃PO₄ allowed for highly chemoselective alkyl coupling with both primary and secondary alkyl groups.

Angewandte Chemie, International Edition published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, COA of Formula: C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Barbieri, G. published the artcileChemical shift nonequivalence and optical activity in tricarbonyl(arene)chromium compounds, Product Details of C10H14O, the publication is Organic Magnetic Resonance (1971), 3(4), 503-4, database is CAplus.

For ortho-substituted tricarbonyl(iso-propylbenzene)chromium in CDCl3, the NMR spectra showed diastereotopic nonequivalent for the gem-dimethyl groups. For ortho substituents NH2, NMe2, and OMe, splitting of the iso-Pr Me groups was 0.100, 0.111, and 0.119 ppm, resp. When OMe-substituted compound (the most stable) was eluted with methylcyclohexane from an activated lactose column in an N atm, the optical rotation [α]2D0 of the fractions changed progressively from -5° to +6°.

Organic Magnetic Resonance published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Product Details of C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhu, Runqing published the artcilepara-selective hydroxylation of alkyl aryl ethers, Quality Control of 2944-47-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(97), 13190-13193, database is CAplus and MEDLINE.

Para-Selective hydroxylation of alkyl aryl ethers is established, which proceeds with a ruthenium(II) catalyst, hypervalent iodine(III) and trifluoroacetic anhydride via a radical mechanism. This protocol tolerates a wide scope of substrates and provides a facile and efficient method for preparing clin. drugs monobenzone and pramocaine on a gram scale.

Chemical Communications (Cambridge, United Kingdom) published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C15H20O6, Quality Control of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dhami, Kewal S. published the artcileCarbon-13 N.M.R. studies. VIII. 13C spectra of some substituted anisoles, Computed Properties of 2944-47-0, the publication is Canadian Journal of Chemistry (1966), 44(23), 2855-66, database is CAplus.

The 13C N.M.R. spectra of a series of 40 substituted anisoles were obtained to investigate the effects of substitution on the aromatic and methoxyl carbon shieldings. This work extends our studies on the variations of chem. shifts of C nuclei in side chains of aryl derivatives The question of steric hindrance to conjugative interaction of a methoxyl group with an aromatic ring is considered on the basis of the present results. Evidence of a steric effect in compounds in which both ortho positions are substituted is presented. 18 references.

Canadian Journal of Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Computed Properties of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem