Day: April 15, 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Optical rotation and atomic dimension for the four optically active 1-halo-2-methylbutanes》. Authors are Brauns, Dirk H..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Name: 1-Iodo-2-methylbutane. Through the article, more information about this compound (cas:616-14-8) is conveyed.

cf. C. A. 25, 2977. Detailed directions are given for the preparation of pure 2-methyl-1-butanol (I) and its F, Cl, Br and I derivatives. The following properties are described: I b. 128°, b50 65.7°, d420 0.8193, nD20 1.4107, sp. rotation for λ 5892.5 A. -5.756, for 5461 A. -6.835, for 5850 A. -5.78. The last 3 values were taken at about 20°. The corresponding values for the derivatives are: for 1-fluoro-2-methylbutane 55.9°, -, 0.7906, 1.3576, -8.865, -10.477, -8.87; for 1-chloro-2-methylbutane 100.45°, 27.7°, 0.8857, 1.4124, +1.644, +1.847, +1.68; for 1-bromo-2-methylbutane 121.6°, 45.0°, 1.2234, 1.4451, +4.043, +4.707, +4.09; and for 1-iodo-2-methylbutane -, 66.5°, 1.5253, 1.4977, +5.685, +6.626, +5.71. The differences in mol. rotation (Cl-F), (Br-Cl) and (I-Br) have the ratio 41:18:21.6, which agrees with the ratio of the differences of the radii of the respective neutral atoms.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Chaudri, B. A.; Hudson, Harry R.; Murphy, William Stephen published an article about the compound: 1-Iodo-2-methylbutane( cas:616-14-8,SMILESS:CCC(CI)C ).Product Details of 616-14-8. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:616-14-8) through the article.

Isomeric pentyl halides were separated by gas chromatog. Two columns were used: a 4 m. × 1/16-in. outer diameter stainless steel column packed with 10% squalane on 80-100-mesh Chromosorb W, N as the carrier at 13-15 ml./min. (column 1), and a 4-m. × 1/8-in. outer diameter stainless steel column packed with 11.5% Bentone 34 + 11.5% silicone MS 555 on 80-100-mesh Chromosorb W, N as the carrier at 25-30 ml./min. (column 2). On column 1, chlorides were analyzed at 20°, bromides and iodides at 40°; on column 2, all analyses were at 40°. A flame ionization detector was used with both columns. tert-Pentyl bromide and iodide decomposed in column 2 although not on column 1. The 3-halogenopentanes were the only isomers that could not be completely separated from all other pentyl structures.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Electric Literature of C5H11I. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Gas chromatography of alkyl iodides. II. Influence of structure on retention time and sensitivity to electron capture detector. Author is Castello, Gianrico; D’Amato, Giuseppina.

The retention times and indexes observed for 34 alkyl iodides during electron-capture gas-liquid chromatog. on a 15% tricresyl phosphate/Chromosorb W (DMCS-treated)column are examined as functions of the number of C atoms, the I position, and the number and position of branchings in the alkyl iodide mols. The relative molar response of the electron-capture detector is useful for detector standardizations since it depends only on the standing current.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Diimidazoles. IV. Derivatives of 4,5-diaminoimidazole and their attempted cyclization》. Authors are Schubert, Hermann; Heydenhauss, Dieter.The article about the compound:1-Methyl-4-nitro-1H-imidazol-5-aminecas:4531-54-8,SMILESS:NC1=C([N+]([O-])=O)N=CN1C).HPLC of Formula: 4531-54-8. Through the article, more information about this compound (cas:4531-54-8) is conveyed.

The preparation of a series of 1-methyl-4-nitro-5-alkylaminoimidazoles (I) is described. The catalytic hydrogenation of I and of 1-methyl-4-nitro-5-aminoimidazole (Ia) (R = H) (II) yielded unstable diamines which could neither be isolated nor cyclized. Acetylation of II gave the di-Ac derivative (III) of II. I were formylated and acetylated smoothly; hydrogenation of the products yielded stable acyl derivatives of 4,5-diaminoimidazole. (CONHMe)2 with PCl5 gave 40.8% 5-chloro-1-methylimidazole (IV), b15 90°. IV (103 g.), 100 cc. concentrated HNO3, and 400 cc. H2O evaporated, the residue added in portions at 10° to 3 times its weight of concentrated H2SO4, and the mixture heated 2 hrs. on a water bath yielded 122 g. 5-Cl analog (V) of II, m. 149-50°. V (13.2g.)in 3.5%absolute NH3EtOH heated 2 hrs. at 130-40° in a sealed tube yielded 6.3 g. II, m. 303° (decomposition) (H2O). II (5 g.) and 200 cc. Ac2O refluxed about 5 hrs. gave 5.2 g. III, m. 149.5-50.5°. V (1.62 g.) in 25 cc. 7% absolute alc. MeNH2 refluxed 3 hrs. yielded 1.45 g. Ia (R = Me) (VI), m. 156-7° (EtOH). VI (5 g.) in 50 cc. HCO2Ac kept 20 hrs. at room temperature and concentrated yielded 5 g. the N-CHO derivative (VII), m. 142.5-3.5° (EtOH). VI (10 g.) in 200 cc. Ac2O heated 1 hr. at 90-100° gave 8.2 g. the N-Ac derivative (VIII), m. 168-9° (BuOH or dioxane). V (1.62 g.) in 37 cc. 7% absolute alc. EtNH2 refluxed 3 hrs. and refrigerated overnight yielded 1.6 g. Ia (R = Et), m. 161-2° (dioxane). In the same manner were prepared the following Ia (R, m.p., and % yield given): Pr, 114-18° (dioxan-epetr. ether), 92; Bu, 101-6° (dioxane-petr. ether), 61; PhCH2, 132-3° (EtOH), 90. Also prepared was the N-Me derivative of VI, m. 94-5.5° (C6H6-petr. ether), 47% yield. II (0.76 g.) in 30 cc. 85% HCO2H hydrogenated 4 hrs. at 17°/756 mm. over 0.2 g. PtO2 yielded a black-brown oil, which treated with dilute aqueous NaOH liberated NH3. III (0.5 g.) in 45 cc. absolute BuOH hydrogenated 40 min. at 17°/770 mm. over 0.2 g. PtO2, and the resulting oily product in C6H6 treated with the stoichiometric amount picric acid yielded 1-methyl-4-amino-5-(N,N-diacetylamino)imidazole picrate, m. 160-1° (decomposition) (BuOH). The BuOH solution from a duplicate run refluxed 1.5 hrs. under argon gave only a brown, flocculent precipitate Hydrogenation of 0.5 g. VI in H2O, dilute HCl, dry dioxane, AcOH, AcOH-HCl, and Ac2O over 0.2 g. PtO2 gave only oily unstable materials. VII (0.6 g.) in 100 cc. Bu0H hydrogenated 50 min. at 18°/763 mm., and the resulting yellow oil treated in EtOH with picric acid gave the picrate of 1-methyl-4-amino-5-(N-methyl-N-formylamino)imidazole (IX), m. 173-70 (decomposition) (H2O); styphnate m. 177-8.5° (decomposition) (H2O). The BuOH solution of the crude IX refluxed 2 hrs. under argon yielded a brown, flocculent precipitate VIII (2 g.) in 120 cc. BuOH hydrogenated 1 hr. at 20°/755 mm. over 0.4 g. PtO2 yielded 1.4 g. 5-AcMeN analog (X) of IX, m. 165-6° ( PhCl); picrate m. 217-21° (decomposition) (H2O); styphnate m. 196-9° (decomposition) (H2O); HCl salt m. 225-6° (decomposition). All attempted cyclizations of X were unsuccessful. X (0.5 g.) in 3 cc. absolute HCO2H refluxed 1.5 hrs. yielded 0.4 g. 1-methyl-4-formyl-amino-5-(N-methyl-N-acetylamino)imidazole (XI), m. 154-5.5° (absolute EtOH-Et2O). X (2.1 g.) in 15 cc. AcOH refluxed 0.5 hr. yielded 1.47 g. 4-AcNH analog of XI, m. 188.5-9.5° (1:1 dioxane-PhCl); picrate m. 166-9° (EtOH); all attempted cyclizations were unsuccessful.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wang, Haishan; Sim, Mui Mui researched the compound: (R)-(9H-Fluoren-9-yl)methyl (1-chloro-4-methyl-1-oxopentan-2-yl)carbamate( cas:198544-60-4 ).Application In Synthesis of (R)-(9H-Fluoren-9-yl)methyl (1-chloro-4-methyl-1-oxopentan-2-yl)carbamate.They published the article 《Total Solid Phase Syntheses of the Quinazoline Alkaloids: Verrucines A and B and Anacine》 about this compound( cas:198544-60-4 ) in Journal of Natural Products. Keywords: verrucine A B total solid phase synthesis; anacine total solid phase synthesis structure; quinazoline alkaloid total solid phase synthesis. We’ll tell you more about this compound (cas:198544-60-4).

The first total syntheses of verrucines A and B and anacine (revised structure) were accomplished on Sasrin resin. This work confirmed the structure of verrucine A and unambiguously showed verrucine B to be a derivative of D-phenylalanine and L-glutamine. The study also proved that anacine and its epimer are quinazoline alkaloids, not benzodiazepines as originally proposed. 1-Hydroxyverrucine B, derived from air oxidization of verrucine B, was also isolated and characterized.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Total Synthesis of (-)-Cylindrocyclophane F: A Yardstick for Probing New Catalytic C-C Bond-Forming Methodologies》. Authors are Berthold, Dino; Breit, Bernhard.The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Synthetic Route of C5H11I. Through the article, more information about this compound (cas:616-14-8) is conveyed.

A short and efficient total synthesis of the C2-sym. (-)-cylindrocyclophane F is presented, using a cross olefin metathesis dimerization strategy for construction of the [7,7]-paracyclophane macrocycle. The synthesis of the dimerization building block includes a Pd-catalyzed sp3-sp2 Negishi cross coupling of a sterically hindered Zn-reagent with an aromatic triflate, an enantiospecific Zn-catalyzed sp3-sp3 cross coupling of an α-hydroxy ester triflate with a Grignard reagent and the application of an enantioselective Rh-catalyzed C-allylation of an electron rich arene.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Secondary to normal alkyl group rearrangements in octahedral iridium(III) complexes. 1. Monoalkyl derivatives.Computed Properties of C5H11I.

sec-Alkyliridium(III) complexes IrYIR(CO)L2 (R = sec-alkyl; Y = Cl, I; L = PMe3, PMe2Ph), formed by oxidative addition of sec-alkyl iodides to IrY(CO)L2, rearrange cleanly by a first-order process to the n-alkyl isomers on dissolution in CH2Cl2 containing protic solvents. The order of efficacy of these solvents in promoting alkyl group rearrangement is CF3CO2H >> CH3OH >> C2H5OH > CH3CO2H ∼ PrOH > (CH3)2CHOH, while in the more strongly coordinating medium of THF the order is H2O >> CH3OH. These orders correlate with the anion-solvating ability of the solvents and, together with the observed retardation by added iodide ion, suggest that the rate-determining step in the rearrangement is dissociation of iodide ion trans to the sec-alkyl group. Rapid, reversible β-hydride elimination in the resulting cation and stereospecific return of iodide ion trans to the resulting n-alkyl group complete the process. The rearrangement is promoted by increasing bulk, both of the alkyl group, up to a certain limit, and of the tertiary phosphine (PMe2Ph > PMe3). Treatment of IrClI{CH(CH3)2}(CO)(PMe2Ph)2 with AgBF4 in MeCN induces immediate alkyl group rearrangement to give the n-propyliridium(III) salt [IrClPr(CO)(NCMe)(PMe2Ph)2]BF4. Studies of analogous CD2CH3 compounds suggest that they, and presumably other n-alkyliridium(III) complexes, undergo reversible β-hydride elimination more slowly than the sec-alkyl complexes. The D labels in the isobutyl-d2 complex IrClI{CD2CH(CH3)2}(CO)(PMe3)2 scramble over all the alkyl C atoms when the compound is heated in CD2Cl2/CD3OD, indicating that a tert-butyliridium(III) species is accessible. Surprisingly, the complexes IrClI{CH2CH(CH3)CH2CH3}(CO)(PMe3)2 and IrClI{CH2CH2CH(CH3)2}(CO)(PMe3)2 do not interconvert under the same conditions, implying that a tert-pentylirdium(III) species cannot be formed. The results are compared with alkyl group rearrangements that occur in other transition-metal systems, especially those promoted by dissociation of Ph3P in (η-C5H5)FeR(CO)(PPh3).

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Fumigation of agricultural products. XII. Sorption of methyl bromide on groundnuts》. Authors are Somade, H. M. B..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Application of 616-14-8. Through the article, more information about this compound (cas:616-14-8) is conveyed.

Sorption of MeBr on groundnuts (I) was studied with both undecorticated I and I separated into husk, cotyledon, and germ. Successful treatment of I with MeBr depended on the moisture content of the nuts. Impairment of germination following MeBr treatment was observed when the moisture content exceeded 5%. Sorption of MeBr was found to increase more rapidly than the dosage, necessitating careful dosage control. At concentrations lower than that critical for a particular moisture content and period of fumigation, a slight stimulating action of MeBr on germination was observed.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 198544-60-4, is researched, SMILESS is O=C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)N[C@H](CC(C)C)C(Cl)=O, Molecular C21H22ClNO3Journal, Article, Research Support, Non-U.S. Gov’t, Organic & Biomolecular Chemistry called Chemical genetics approach to identify new small molecule modulators of cell growth by phenotypic screening of Saccharomyces cerevisiae strains with a library of morpholine-derived compounds, Author is Trabocchi, Andrea; Stefanini, Irene; Morvillo, Manfredi; Ciofi, Leonardo; Cavalieri, Duccio; Guarna, Antonio, the main research direction is oxazolopyrazine pyrazinooxazine morpholine preparation Saccharomyces cerevisiae cell growth modulator.Recommanded Product: (R)-(9H-Fluoren-9-yl)methyl (1-chloro-4-methyl-1-oxopentan-2-yl)carbamate.

A chem. genetics approach has been applied in the screening of yeast deletants strains with a pool of morpholine-derived compounds in order to identify candidate small mols. able to produce phenotypic effects on yeast cells. The anal. of the effects of structurally diverse mols. towards cell growth rate in both exponential and stationary phases provides a tool to select candidate compounds for subsequent assays to identify new chem. entities as chem. probes for drug discovery.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Recommanded Product: 1-Methyl-4-nitro-1H-imidazol-5-amine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Development and validation of stability – indicating RP-HPLC chromatographic method by forced degradation studies for azathioprine by related substances. Author is Hiralben, S. Mehta; Shinghvi, Indrajeet; Raj, Hasumati A..

Simple, rapid and reproducible stability-indicating methods were established for quant. determination of azathioprine using a, phenomenex 250 mm × 4.9 mm C18, 5 μm, inertsil and UV detection at 240 nm. The isocratic elution was used to quantify the analyte and the mobile phase was acetate buffer: acetonitrile: methanol (30: 35: 35) was pumped at 1.0 mL/min. The method was linear between 10-300 μg/mL, statistically validated for its linearity, precision and accuracy. In this study, degradation behavior of azathioprine was studied by subjecting the drug to various ICH stress conditions. The intra and inter day variation was found to be less than 1% showing high precision of the assay method. It was found that the excipients in the com. tablet did not interfere with the method. Developed method can routinely use for the estimation of azathioprine related compounds from the dosage form and also for stability sample.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem