scholarly journals Isomerization of 1-exo-4,5,67,8,8-Heptachloro-2,3-endo-epoxy-3a,4,7,7a-methanoindane with Base

1971 ◽  
Vol 49 (21) ◽  
pp. 3569-3571 ◽  
Author(s):  
W. P. Cochrane ◽  
M. A. Forbes
Keyword(s):  
Reductive Dechlorination ◽  
Title Compound ◽  
Sodium Methoxide ◽  
Structure Elucidation ◽  
Secondary Alcohol ◽  
Major Product ◽  
Excess Sodium

Treatment of the title compound, 2, with excess sodium methoxide produced an unsaturated secondary alcohol, 3. Structure elucidation was achieved by MnO2 oxidation followed by CrCl2 reductive dechlorination to give as the major product 2-oxa-4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-4,7-methanoindane.

Syntheses of the alkali metal borodeuterides

1967 ◽  
Vol 45 (21) ◽  
pp. 2583-2588 ◽  
Author(s):  
J. G. Atkinson ◽  
D. W. MacDonald ◽  
R. S. Stuart ◽  
P. H. Tremaine
Keyword(s):  
Sodium Methoxide ◽  
Boron Trifluoride ◽  
Deuterium Oxide ◽  
Secondary Alcohol ◽  
Boron Trifluoride Etherate ◽  
Residual Hydrogen ◽  
Lithium Deuteride ◽  
Chemical Purity ◽  
Molar Scale ◽  
Sodium Borodeuteride

A synthesis of sodium borodeuteride on a molar scale has been developed. Trimethylamineborane was exchanged (6) with deuteriosulfuric acid in deuterium oxide to obtain trimethylamineborane-d3 of a high isotopic purity. Reaction of trimethylamineborane-d3 with sodium methoxide in diglyme at 120–150 °C yielded sodium borodeuteride, which, after purification, was obtained in a 40–50% overall yield. The conditions for obtaining material of a high isotopic and chemical purity were found to be rather stringent but, once worked out, were easily reproducible.Lithium borodeuteride and potassium borodeuteride were also prepared from trimethylamineborane-d3 and the corresponding methoxide salts. An alternative synthesis of lithium borodeuteride, involving the reaction between lithium deuteride and boron trifluoride etherate, was found to be more satisfactory, since it avoided the formation of stable 1:1 solvent complexes with lithium borodeuteride.The products that were obtained had a chemical purity of 97%, and contained 98–99 atom % deuterium. The deuterium analyses were performed by reducing a series of ketones containing no α hydrogens and analyzing the secondary alcohol by nuclear magnetic resonance for residual hydrogen on the alcohol carbon.

scholarly journals SYNTHESIS OF SECONDARY ALCOHOL COMPOUNDS FROM SAFROLE AND METHYLEUGENOL

2010 ◽  
Vol 3 (3) ◽  
pp. 176-178
Author(s):  
Hanoch J Sohilait ◽  
Hardjono Sastrohamidjojo ◽  
Sabirin Matsjeh
Keyword(s):  
1H Nmr ◽  
Sodium Borohydride ◽  
13C Nmr ◽  
Structure Elucidation ◽  
Mercuric Acetate ◽  
Secondary Alcohol ◽  
Secondary Alcohols ◽  
In Situ Reduction

Synthesis of secondary alcohols compound from safrole and methyleugenol has been achieved through conversion of allyl group to alcohol.The reaction of safrole and methyleugenol with mercuric acetate in aqueous tetrahydrofuran, followed by in situ reduction of the mercurial intermediate by alkaline sodium borohydride produced secondary alcohol namely safryl alcohol (71.25%) and methyleugenil alcohol (65.56%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS.   Keywords: Secondary alcohols; safrole; methyleugenol

scholarly journals Crystal structure of 1,4-bis[5-(2-methoxyphenyl)-2H-tetrazol-2-yl]butane

2019 ◽  
Vol 75 (12) ◽  
pp. 1844-1847
Author(s):  
Young Min Byun ◽  
Farwa Ume ◽  
Ji Yeon Ryu ◽  
Junseong Lee ◽  
Hyoung-Ryun Park
Keyword(s):  
Title Compound ◽  
Methoxy Group ◽  
Coupling Reaction ◽  
Major Product ◽  
Molar Ratio ◽  
Dihedral Angles ◽  
X Ray ◽  
Compound C ◽  
Crystallographic Study ◽  
Centrosymmetric Dimers

The title compound, C20H22N8O2, was synthesized by the coupling reaction of a sodium tetrazolate salt and dibromobutane in a molar ratio of 2:1. The reaction can produce several possible regioisomers and the title compound was separated as the major product. The X-ray crystallographic study confirmed that the title compound crystallizes in the monoclinic P21/c space group and possesses a bridging butylene group that connects two identical phenyl tetrazole moieties. The butylene group is attached not to the first but the second nitrogen atoms of both tetrazole rings. The dihedral angles between the phenyl groups and the adjacent tetrazolyl rings are 5.32 (6) and 15.37 (7)°. In the crystal, the molecules form centrosymmetric dimers through C—H...O hydrogen bonds between a C—H group of the butylene linker and the O atom of a methoxy group.

Bis(imidazol-2-yl)phosphinic acid hemihydrate, [(C3H3N2)(C3H4N2)PO2].(1/2)H2O

1989 ◽  
Vol 67 (6) ◽  
pp. 1051-1060 ◽  
Author(s):  
Helen E. Howard-Lock ◽  
Colin J.L. Lock ◽  
Sarah Penny ◽  
Mary A. Turner
Keyword(s):  
Single Crystal ◽  
Vibrational Spectroscopy ◽  
Title Compound ◽  
Phosphinic Acid ◽  
Major Product ◽  
X Ray Diffraction ◽  
X Ray ◽  
Bond Lengths ◽  
H Nmr ◽  
Zwitterionic Form

The title compound was obtained as the major product of our handling of the literature preparation of tris(imidazol-2-yl)phosphine. The compound was characterized by 1H NMR, mass and vibrational spectroscopy. The structure was determined by single crystal X-ray diffraction. Crystals were triclinic, [Formula: see text], a = 7.677(1), b = 12.658(2), c = 10.072(2) Å, α = 91.18(1),β = 114.44(1),γ = 99.49(1)°, Z = 4. Intensities were measured on a Syntex P21 diffractometer with MoKα radiation and 3088 reflections were used to determine the structure. R = 0.0698, Rw = 0.0534. The phosphinic acid exists in the solid as the zwitterionic form and bond lengths and angles are normal. Keywords: tris(imidazol-2-yl)phosphine, X-ray structure, bis(imidazol-2-yl)phosphinic acid hemihydrate.

Aril Azines. II. Hydrogenation of p-Tolil Monoazine

1975 ◽  
Vol 53 (5) ◽  
pp. 748-752 ◽  
Author(s):  
Peter Yates ◽  
E. M. Levi
Keyword(s):  
Hydrogen Atom ◽  
Carbon Atom ◽  
Sodium Borohydride ◽  
Sodium Methoxide ◽  
Major Product ◽  
Lead Tetraacetate ◽  
Ring Closure ◽  
Carbonyl Carbon Atom ◽  
Carbonyl Carbon ◽  
Independent Synthesis

Hydrogenation of p-tolil monoazine (1b) over palladium-on-charcoal gives as the major product 4,5-dihydro-5-(p-toluyl)-3,4,5-tri-(p-tolyl)-1H-pyrazol-4-ol (2b), which has previously been obtained by treatment of 1b with sodium methoxide. Several minor products are formed, which include p-tolualdehyde, p-toluic acid, and p-toluamide, p-tolunitrile, p-tolualazine, and 3,4,5-tri-(p-tolyl)-4H-pyrazo-4-ol (9). The structure of the last compound, which is also formed on reduction of 1b with sodium borohydride, was established by its independent synthesis from 1,2,3-tri-(p-tolyl)-1,3-propanedione by oxidation with lead tetraacetate followed by treatment with hydrazine. It is suggested that 2b arises via reduction of a C=N bond of 1b and aldol ring closure. The minor hydrogenation products are of interest in that their formation involves C—C hydrogenolysis; it is suggested that this is initiated by addition of a hydrogen atom to a carbonyl carbon atom of 1b.

scholarly journals (E)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((E)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (E)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one

Molbank ◽  
10.3390/m1063 ◽  
2019 ◽  
Vol 2019 (2) ◽  
pp. M1063
Author(s):  
Hery Suwito ◽  
Noorma Kurnyawaty ◽  
Ellyca Susetyo ◽  
Yuzkiya Azizah ◽  
Kautsar Ul Haq ◽  
...  
Keyword(s):  
Title Compound ◽  
Aldol Condensation ◽  
Major Product ◽  
Side Product ◽  
Condensation Condition

Dihydropyrimidine derivatives possess great potential to be used as a precursor for the synthesis of wide diverse dihydropyrimidine-like derivatives. In this research, the title compounds were synthesized through the reaction between 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione and 2,5-dimethoxybenzladehyde under aldol condensation condition. The title compound, (E)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-((E)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)]}prop-2-en-1-one (yield 15%), was obtained as major product, whereas (E)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro pyrimidin-5-yl)]}prop-2-en-1-one (yield 8%) as side product through vinylogous aldol condensation.

Confirmation of Pesticide Residues Identity. X. Mirex

1978 ◽  
Vol 61 (6) ◽  
pp. 1475-1480
Author(s):  
Alfred S Y Chau ◽  
John M Carron ◽  
Hung Tse
Keyword(s):  
Retention Time ◽  
Reductive Dechlorination ◽  
Pesticide Residues ◽  
Room Temperature ◽  
Major Product ◽  
Chromatographic Retention ◽  
Liquid Chromatographic ◽  
Chromous Chloride

Abstract Three procedures using 3 different ratios of chromous chloride and acetone at room temperature or 55–60°C are described for confirming the presence of Mirex (dodecachlorooctahydro- l,3,4-metheno-2H-cyclobuta [cd] pentalene). Each procedure gives a different major product with a different gas-liquid chromatographic retention time. The factors that could affect this reductive dechlorination were also studied. The procedures can detect, respectively, 1.1, 0.7, and 0.5 times the amount of the Mirex standard (taken as 1.0) used in the investigation.

scholarly journals Trimethyl 4,4′,4′′-(ethene-1,1,2-triyl)tribenzoate

IUCrData ◽  
2020 ◽  
Vol 5 (3) ◽  
Author(s):  
Melvin J. G. Lesley ◽  
Koray Ozhan ◽  
Herman H.-Y. Sung ◽  
Ian D. Williams
Keyword(s):  
Palladium Catalyst ◽  
Title Compound ◽  
Room Temperature ◽  
Suzuki Coupling ◽  
Major Product ◽  
Slow Evaporation ◽  
Compound C

The title compound, C26H22O6, is formed as the major product from the reaction between syn-1,2-bis(pinacolatoboron)-1,2-bis(4-methylcarboxyphenyl)ethene and excess methyl 4-iodobenzoate in basic DMSO using a palladium catalyst at 80°C via Suzuki coupling followed by protodeboronation. Crystals were grown by slow evaporation of a hexanes solution at room temperature.

C-Nucleosides and related compounds. VIII. Synthesis of 5-(4′β-hydroxymethyl-2′β,3′α-dihydroxycyclopent-1′β-yl)-6-azauracil

1976 ◽  
Vol 54 (18) ◽  
pp. 2925-2934 ◽  
Author(s):  
G. Just ◽  
R. Ouellet
Keyword(s):  
Double Bond ◽  
Title Compound ◽  
Sodium Methoxide ◽  
Alder Reaction ◽  
Oxidative Cleavage ◽  
Diels Alder ◽  
Keto Ester ◽  
Diels Alder Reaction ◽  
Related Compounds

Starting from the Diels–Alder reaction of trans-β-bromoacrylic acid with cyclopentadiene, a synthesis of the substituted bicycloheptene 8 is described. The stereochemistry of the substituents is clearly defined. Oxidative cleavage of the double bond in the compound 8c afforded an acid keto ester 10 that was treated with thiosemicarbazide. Treatment of the resulting thiosemicarbazone 11 with sodium methoxide gave a 3-thioxo-1,2,4-triazine-5-one compound that was converted into the title compound.

Synthetic transformations of dimethyl perfluoro-4-methyl-2-pentenedioate

1982 ◽  
Vol 47 (12) ◽  
pp. 3418-3423 ◽  
Author(s):  
Jiří Svoboda ◽  
Oldřich Paleta ◽  
Václav Dědek
Keyword(s):  
Sodium Borohydride ◽  
Title Compound ◽  
Sodium Methoxide ◽  
Fluorine Atom ◽  
Synthetic Transformations

Reaction of the title compound I with methanolic sodium methoxide proceeded with decarboxylation and substitution of the vinylic fluorine atom, the resulting product being methyl 2,4,5,5,5-pentafluoro-3-methoxy-2-pentenoate (II). Compound I reacted with chlorine to give dimethyl 2,3-dichloro-2,3,4-trifluoro-4-trifluoromethylpentanedioate (III) which was selectively hydrolyzed to potassium 1-methyl 2,3-dichloro-2,3,4-trifluoro-4-trifluoromethylpentanedioate (IV). This ester salt was transformed in two steps into methyl 2,3-dichloro-4-fluoroformylhexafluoropentanoate (VIII). Pyrolysis of IV afforded methyl 2-chlorohexafluoro-3-pentanoate (V). Reduction of the diester III with sodium borohydride led to 3-chloro-2,3,4-trifluoro-2-hydroxymethyl-4-trifluoromethyloxolane (IX) and 2,3-dichloro-2,3,4-trifluoro-4-trifluoromethyl-1,5-pentane diol (X).

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