Day: November 21, 2022

Berhal, Farouk published the artcile(R)-3,5-diCF₃-SYNPHOS and (R)-p-CF₃-SYNPHOS, Electron-Poor Diphosphines for Efficient Room Temperature Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Organic Letters (2011), 13(11), 2806-2809, database is CAplus and MEDLINE.

Two new atropisomeric electron-poor chiral diphosphine ligand analogs of SYNPHOS were prepared, and their electronic properties described. These two ligands afforded high performance for the Rh-catalyzed asym. 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds at room temperature

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Zhu, Zuolin published the artcileOrganometallic Catalysis: Formation of 1,3-Dioxolanes and Their Analogs Catalyzed by Methylrhenium Trioxide (MTO), Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Organometallics (1997), 16(16), 3658-3663, database is CAplus.

Methylrhenium trioxide (MTO) catalyzes several cycloaddition reactions. 1,3-Dioxolanes were obtained in good yields from the reactions of epoxides with aldehydes or ketones; the geometric configuration of the epoxide substituents remains unchanged in the product, which was shown to be the consequence of two configuration inversions in sequence. The independently known bis(alkoxy)rhenium complex formed from MTO and the epoxide is an intermediate that could be detected at a low level during the reaction; indeed, its formation limits the rate of the overall reaction. Related cycloaddition reactions are the formation of ketene acetals from diphenylketene and epoxides and of oxazolidines from aromatic imines and epoxides, both MTO-catalyzed.

Organometallics published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C10H9NO, Name: 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Mastagli, Pierre published the artcileCatalytic transketalizations in the presence of metallic oxides, Product Details of C6H12O2, the publication is Compt. Rend. (1963), 257(3), 690-2, database is CAplus.

Me₂C(OEt)₂ (I) (0.2 mol), 0.5 mol ROH (R = alkyl), and 10% catalyst was refluxed 2 h., filtered, and fractionated to give Me₂C(OR)₂ (II). I and heptanol gave II (R = C₇H₁₅) (catalyst and % yield given): MoO₃, 17; Amberlite IR 120, 12; Co₂O₃Co₃O₄ mixture, 10; WO₃, 1. Using MoO₃ catalyst, the following II were prepared (R, b.p./mm., n_D/temperature, % yield given): Bu, 130°, 1.414/18°, 19; C₅H₁₁, 112°/15, 1.4188/17°, 46; C₇H₁₅, 160°/10, 1.4319/17°, 17; C₈H₁₇, 185°/13, 1.4347/19° 15; sec-C₈H₁₇ 165°/10, 1.4358/20°, 5; C₁₂H₂₅, 240°/12 (m. 35°), -, 10. Traces of byproduct MeC(:CH₂)OR were usually formed, but with C₁₂H₂₅OH, appreciable amounts of MeC(:CH₂)OC₁₂H₂₅, b₁₂ 195°, n¹⁵_D 1.4469, formed, which was reduced by Raney Ni and H to iso-PrOC₁₂H₂₅, b₁₀ 138°, n²⁰_D 1.4290. Good yields of ketals (structure not given), without formation of byproducts, were obtained from diols and I with MoO₃ catalyst (diol, product formula, b.p., n_D/temperature, % yield given): MeCH(OH)CH₂OH, C₆H₁₂O₂, b. 99°, 1.4038/16.5°, 43; (HOCH₂)₂CH₂, C₆H₁₂O₂, b. 124°, 1.4196/19°, 65; MeCH(OH)CH₂CH₂OH, C₇H₁₄O₂, b. 131°, 1.4190/19.7°, 76; (HOCH₂CH₂)₂, C₇H₁₄O₂, b. 136°, 1.4277/18°, 38; HOCH₂CMePrCH₂OH, C₁₀H₂₀O₂, b₁₀ 71°, 1.4320/20°, 70.

Compt. Rend. published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Product Details of C6H12O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Shao, Linjun published the artcilePolyacrylonitrile fiber mat supported solid acid catalyst for acetalization, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Monatshefte fuer Chemie (2012), 143(8), 1199-1203, database is CAplus.

A novel polyacrylonitrile hybrid fiber mat supported solid acid catalyst was prepared by electrospinning, and its catalytic activities were carefully investigated through acetalization reactions. The results showed that this hybrid fiber mat exhibits high activity for the reactions, with average yields over 95%. Besides having catalytic activities similar to the solid acid, the heterogeneous solid acid/polyacrylonitrile mat can be reused in six runs without significant loss of catalytic activities. The large size of the hybrid fiber mat greatly facilitates recovery of the catalyst from the reaction mixture The high and stable catalytic activities of the hybrid fiber mat hold great potential for green chem. processes and preparation of membrane reactors in the future.

Monatshefte fuer Chemie published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C65H82N2O18S2, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Ma, Hong-Xin published the artcileControllable assembly, characterization and catalytic properties of a new Strandberg-type organophosphotungstate, SDS of cas: 177-10-6, the publication is Dalton Transactions (2016), 45(4), 1631-1637, database is CAplus and MEDLINE.

Using phenylphosphonic acid, simple tungstate and Cu(II) compounds as starting materials, an organic-inorganic hybrid Strandberg-type organophosphotungstate, {[(Cu(H₂O)(μ-bipy))₂(C₆H₅PO₃)₂W₅O₁₅]}_n (bipy = 4,4′-bipyridyl) (1), was assembled successfully under hydrothermal conditions and characterized by physicochem. and spectroscopic methods. Compound 1 represents the 1st example of a transition metal complex modified organophosphotungstate cluster. In the crystal structure of 1, the polymeric 1-dimensional {Cu-bipy}_n chains are interconnected by [(C₆H₅PO₃)₂W₅O₁₅]^4- (abbreviated as {(C₆H₅P)₂W₅}) units into a 3-dimensional framework. A hollow Keggin isopolytungstate [H₂W₁₂O₄₀]^6- ({W₁₂})-Cu(II) coordination polymer, {[Cu(bipy)₂((μ-bipy)Cu(bipy))₂(H₂W₁₂O₄₀)]·12H₂O}_n (2), was obtained at different molar ratios of the starting materials and pH. The two Cu(II) coordination polymers exhibit good acid-catalytic activity for the synthesis of cyclohexanone ethylene ketal. Their fluorescence properties were studied.

Dalton Transactions published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, SDS of cas: 177-10-6.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Flores, Rosa M. published the artcileEvaluation of multistep derivatization methods for identification and quantification of oxygenated species in organic aerosol, Product Details of C6H12O2, the publication is Journal of Chromatography A (2015), 1-11, database is CAplus and MEDLINE.

Two, 3-step methods to derivatize mono- and multi-functional species with carbonyl (C=O), carboxylic acid (-COOH), and alc. (-OH) moieties were compared and optimized. In Method 1, C=O, -COOH, and -OH moieties were converted to methyloximes (R-C=N-OCH₃) with O-methylhydroxylamine hydrochloride (MHA); to Me esters (O=C-R-OCH₃) with (trimethylsilyl)diazomethane in methanol (TMSD/MeOH); and to trimethylsilyl ethers [R-OSi(CH₃)₃] with N,O-bis(trimethylsilyl)-trifluoroacetamide (BSTFA) containing 1% trimethylchlorosilane, resp. Steps 1 and 3 of methods were identical; however, in Step 2 of Method 2, -COOH moieties were derivatized with 10% (volume/volume) BF₃ in MeOH or n-butanol (n-BuOH). The BF₃/MeOH and BF₃/n-BuOH were ineffective at converting species with >2-OH moieties. Average standard deviations for derivatization of 36 model compounds by the 3-step methods using TMSD/MeOH and BF₃/MeOH were 7.4 and 14.8%, resp. Average derivatization efficiencies for Methods 1 and 2 were 88.0 and 114%, resp. Despite the lower average derivatization efficiency of Method 1, distinct advantages included a greater certainty of derivatization yield for the entire suite of mono- and multi-functional species and fewer processing steps for sequential derivatization. Detection limits for Method 1 using multi-dimensional gas chromatog./time of flight mass spectrometry (GC × GC-ToF-MS) were 0.3-54 pg/m³. Approx. 100 oxygenated organic species were identified and quantified in aerosols filtered from 39 m³ air in an urban location. Levels of species were 0.013-17 ng/m³ and were nearly all above Method 1 limits of detection.

Journal of Chromatography A published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Product Details of C6H12O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Liu, Zongrui published the artcileSynthesis of vanillin 1,2-propylene glycol acetal catalyzed by H₃PMo₆W₆O₄₀·nH₂O, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Journal of Chemistry and Chemical Engineering (2010), 4(2), 22-26, database is CAplus.

Vanillin 1,2-propylene glycol acetal was synthesized from vanillin and 1,2-propylene glycol using H₃PMo₆W₆O₄₀·nH₂O as catalyst. The factors influencing the synthesis were discussed and the better reaction conditions were found as follows: The amount of vanillin was 3.8 g, the molar ratio of vanillin was 1,2-propylene glycol 1.0 to 2.4, the amount of catalyst was 1.6% in proportion to the total reacting materials, the volume of cyclohexane as the water-carrying agent 4 mL, the refluxing time was 2 h at 88-96 °C and thus the product yield reached over 87%. The results show that the catalyst’s activity is high and the reaction time is short.

Journal of Chemistry and Chemical Engineering published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Wang, Jun-Fei published the artcileSynthesis of Ring A-Modified Baicalein Derivatives, Application of 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, the publication is Helvetica Chimica Acta (2011), 94(12), 2221-2230, database is CAplus.

Baicalein (5,6,7-trihydroxyflavone), an important active constituent of the traditional Chinese herb Scutellaria baicalensis, exhibited antitumor activity and inhibitory activity against P-gp 170. The syntheses of 25 baicalein derivatives are described here. These compounds were systematically modified with O-alkylation and O-acylation at HO-C(5), HO-C(6), and HO-C(7), singly or in combination, on the ring A of baicalein in order to evaluate the effects of such modifications on their inhibitory activities against multidrug-resistant tumor cell lines and P-gp 170 (no data). Highly selective and efficient alkylations at HO-C(7) of peracetylated baicalein were the key to the distinction between HO-C(6) and HO-C(7) of baicalein.

Helvetica Chimica Acta published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C13H11NO, Application of 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Leggetter, B. E. published the artcileThe relative ease of reductive cleavage of 1,3-dioxolanes and 1,3-dioxanes in ether solution by LiAlH₄-AlCl₃, Synthetic Route of 1193-11-9, the publication is Canadian Journal of Chemistry (1964), 42(9), 2113-18, database is CAplus.

In ether solution, 1,3-dioxolanes are hydrogenolyzed faster by LiAlH₄-AlCl₃ than are the corresponding 1,3-dioxanes. This difference is attributed to the relative ease of oxocarbonium ion formation in the rate-determining step of the reaction. The results obtained have been utilized to explain the selective cleavage of the five- and six-membered acetal structures found in the polyacetals of hexitols.

Canadian Journal of Chemistry published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Synthetic Route of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Curto, John M. published the artcileAsymmetric Synthesis of α-Allyl-α-Aryl α-Amino Acids by Tandem Alkylation/π-Allylation of α-Iminoesters, Synthetic Route of 503538-69-0, the publication is Organic Letters (2014), 16(7), 1948-1951, database is CAplus and MEDLINE.

The first asym. synthesis of α-allyl-α-aryl α-amino acids by means of a three-component coupling of α-iminoesters, Grignard reagents, and cinnamyl acetate is reported. Notably, the enolate from the tandem process provides a much higher level of reactivity and selectivity than the same enolate generated via direct deprotonation, presumably due to differences in the solvation/aggregation state. A novel method for removal of a homoallylic amine protecting group delivers the free amine congeners. The α-allyl group offers a means to generate further valuable α-amino acid structures as exemplified by ring closing metathesis to generate a higher ring homolog of α-aryl-proline.

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Synthetic Route of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem