Category: Thiomorpholine

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Primary active amyl halides》. Authors are Whitmore, Frank C.; Olewine, J. Harris.The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Reference of 1-Iodo-2-methylbutane. Through the article, more information about this compound (cas:616-14-8) is conveyed.

Primary active AmOH (I) with SOCl2 in C5H5N give 77% of the AmCl, b140 50.5-1°, nD20 1.4125, n420 0.8852, [α]D28.5 1.66°. I and PBr3 at 5-15° give 29% of the AmBr, b140 69.6°, nD20 1.4450, d420 1.2239, [α]D25 3.75°. I and BzCl give 80% of the benzoate, b20 140.2°, nD20 1.4948, d420 0.9913, [α]D28 6.09°; with MeMgI this yields 17.5% of the AmI, b20 47.1°, nD20 1.4969, d42 1.5227, [α]D28 4.84°. Data are given for the constants of I after regeneration from the chloride or bromide through the Grignard reagents; the total racemization in the steps I → AmCl or AmBr → Grignard reagent → I is not over 10%.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Application In Synthesis of 1-Iodo-2-methylbutane. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Diphosphorus tetraiodide (P2I4). A valuable reagent for regioselective synthesis of iodo alkanes from alcohols. Author is Lauwers, M.; Regnier, B.; Van Eenoo, M.; Denis, J. N.; Krief, A..

Primary, secondary, and tertiary alkanols and phenylalkanols and secondary and tertiary cycloalkanols were converted in high yields to the resp. alkyl, phenylalkyl, and cycloalkyl iodides by P2I4 in CS2 and at 20°. E.g., ROH [R = Me(CH2)7, Ph(CH2)2, cyclopentyl] gave 80-8% RI in 24 h.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Olah, George A.; Welch, John published an article about the compound: 1-Iodo-2-methylbutane( cas:616-14-8,SMILESS:CCC(CI)C ).Safety of 1-Iodo-2-methylbutane. 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.

Thirty-nine RX (R = C4-8 alkyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, PhCH2; X = F, Cl, Br, I) were prepared by reaction of the corresponding ROH with MX (M = Na, K, NH4) in polyhydrogen fluoridepyridine. Thus, BuCH2OH was kept 1 hr with 70% HF-pyridine containing NaCl to give 89% BuCH2Cl.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Radical Yields in the Radiolysis of Branched Hydrocarbons: Tertiary C-H Bond Rupture in 2,3-Dimethylbutane, 2,4-Dimethylpentane, and 3-Ethylpentane, published in 2003-10-30, which mentions a compound: 616-14-8, mainly applied to radiolysis branched hydrocarbon tertiary carbon hydrogen bond rupture, Computed Properties of C5H11I.

Gel permeation chromatog. has been applied to iodine scavenging studies of the distribution of radicals produced in the radiolysis of sym. branched hydrocarbons 2,3-dimethylbutane, 2,4-dimethylpentane, and 3-ethylpentane. The principal iodides observed are those expected as a result of simple bond rupture. In the case of 2,3-dimethylbutane all five expected iodides are readily resolvable and it is shown that the loss of H from a tertiary position is favored over loss from a primary position by a factor of ∼10. A similar ratio is also observed for 2,4-dimethylpentane. The higher ratio of 15 observed for 3-ethylpentane indicates a dependence on the number of tertiary sites on the alkane. The relative yield of ∼3.3 for the loss of secondary and primary H atoms from 2,4-dimethylpentane and 3-ethylpentane is similar to that for normal alkanes, indicating a negligible effect of the adjacent tertiary carbon. In all three cases the rupture of terminal C-C bonds is relatively infrequent with C-C rupture occurring preferentially at the bonds adjacent to the tertiary carbon.

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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).COA of Formula: C5H11I. 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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Asymmetric reductions. VI. The action of the Grignard reagent from (+)-1-chloro-2-methylbutane on a series of alkyl tert-butyl ketones》. Authors are Foley, William M.; Welch, Frank J.; Combe, Edward M. La; Mosher, Harry S..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Product Details of 616-14-8. Through the article, more information about this compound (cas:616-14-8) is conveyed.

cf. C.A. 51, 1828h. Title reactions were carried out with six ketones, and the % asymmetric reduction, i, was determined by comparing the observed rotation of each resulting carbinol with the maximum rotation of pure isomers obtained by resolution. The absolute configurations of the prepared carbinols were determined and R, [α]25D (neat), and i were as follows: Me, 0.63°, 13.4; iso-Pr, -0.38°, 4.6; Et, -2.94°, 10.7; Pr, -3.87°, 11.3; Bu, -3.78°, 11.0; and iso-Bu, -2.56°, 5.9. The results agreed with a reaction mechanism of Grignard reduction involving an intermediate cyclic six-membered transition state in which stereospecificity was controlled by steric interaction of the alkyl and tert-butyl groups of the ketones and the Me and Et groups of the Grignard reagent. The alkyl tert-butyl ketones were prepared by coupling the appropriate acid chloride, RCOCl, with the Grignard reagent from freshly distilled tert-BuCl in the presence of Cu2Cl2 to yield the following products (R, % yield based on Grignard reagent, b.p., and n25D given): Me, 33, 105.2°, 1.3974; Et, 89, 125.0-5.8°, 1.4049-51; Pr, 63, 145.0-5.8°, 1.4109-11; iso-Pr, 36, 135.2-6.7°, 1.4049-68; Bu, 69, 167.0-9.0°, 1.4149-59; and iso-Bu, 40, 155.5-7.0°, 1.4135-42. Only the Me and Pr tert-butylcarbinols were resolved in earlier work, and the resolution of the remaining four, by classical methods (Ingersoll, C.A. 38, 29257), is reported here. Racemic tert-BuCHEtOH (I), b. 136°, n20D 1.4235, was converted to the dl-acid phthalate, m. 88.0-8.3°. By procedures involving brucine and recrystallizations the (-)-acid phthalate (II) was obtained, m. 91.0-1.5°, [α]27D -3.75° (c 20.5, CHCl3), the rotation in CHCl3 being concentration dependent, 2.2° (c 1.5). (+)-I was regenerated from II, n20D 1.4230, α23D 27.40° (neat, l 1); acetate from (+)-I b38 74°, α24D 12.16° (neat, l 0.5), d23 0.856; benzoate from (-)-I b0.8 20°, α25D -3.19° (neat, l 0.5), n20D 1.4912, d23 0.957. Racemic tert-BuCH(OH)Pr-iso (III), b. 150.9-1.1°, n20D 1.4290-9, gave the dl-acid phthalate, m. 114.5-16.0°. The brucine salt was prepared and a less soluble form obtained, m. 173-5°, [α]28D -23°, which on hydrolysis gave an acid phthalate (IV), m. 100.5-3.0°, [α]25D 0.00°, which was hydrolyzed to (-)-III, α28D -7.22° (neat, l 1). Hydrolysis of the more soluble form of the brucine salt, [α]28D -16.1°, gave an acid phthalate (V), [α]28D 0.00°, which on hydrolysis gave (+)-III, α28D 7.22° (neat, l 1). The strychnine salt of IV was also prepared, [α]28D -25.7°, the acid phthalate regenerated, and converted to (-)-III, α28D -8.94° (neat, l 1), n20D 1.4300. The cinchonine salt of V was prepared, m. 144-7° (decomposition), [α]28D 106°, from which an acid phthalate was regenerated, m. 105.5-7.0°, and hydrolyzed to (+)-III, α28D 9.06° (neat, l 1). These latter values of -8.94° for (-)-III and 9.06° for (+)-III were considered best values. Also prepared were acetate of (+)-III, b155 130°, n21D 1.4166, α28D -1.44° (neat, l 1), and benzoate of (+)-III, b32 195°, n19D 1.4969, α25D -0.16° (neat, l 1). Racemic tert-BuCH(OH)Bu-iso (VI), b150 115-16°, n25D 1.4309, m. 17°, gave acid phthalate (VII), m. 83.5-4.5°. Strychnine was used in the resolution and eventually (+)-VII was obtained, m. 75.6-7.5°, [α]23D 8.7° (c 1.5, CHCl3), hydrolyzed to (+)-VI, m. 40-1°, α26D 57.5° (c 20.4, MeOH), and α23D 54.5° (neat, by extrapolation of rotation-concentration curve); acetate of (+)-VI b17 73°, α22D 15.15° (neat, l 0.5), n20D 1.4176, d22 0.852; benzoate of (+)-VI b0.6 88°, α25D 8.24° (neat, l 0.5), n20D 1.4870, d25 0.955. Racemic tert-BuCHBuOH (VIII), n20D 1.4320, was converted to acid phthalate (IX), m. 100.5-2.0°, and then to the strychnine salt. The regenerated (+)-IX was a glass, α23D 4.5° (c 2.8, CHCl3), which was saponified to (+)-VIII, n20D 1.4314, α24D 17.10° (neat, l 0.5). The (-)-phthalate from the more soluble fractions of strychnine salt gave (-)-VIII, α24D -16.39° (neat, l 0.5). The dl-tetrachlorophthalate of VIII was also prepared, m. 126-8°, converted to the strychnine salt, and the less soluble form, [α]25D -12°, hydrolyzed to (-)-acid tetrachlorophthalate, α22D -9.69°, which was saponified to (+)-VIII, α22D 13.70° (neat, l 0.5); 3,5-dinitrobenzoate (X) of (+)-VIII m. 107.5° (MeOH), α25D 10.0° (c 2.4, CHCl3); 3,5-dinitrobcnzoate of dl-VIII, m. 84.0-4.5°. X was saponified to (+)-VIII, b23 76°, α25D 17.12° (neat, l 0.5), n20D 1.4310, d26 0.823. The value for pure (+)-VIII was taken as α25D 34.24° (neat, l 1). From (-)-VIII, α25D -32.8° (neat, l 1), was prepared: acetate, b20 87°, α26D -11.25° (neat, l 0.5), n20D 1.4191, d26 0.851; benzoate, b0.5 98°, α25D -7.29° (neat, l 0.5), n20D 1.4887, d25 0.936; p-nitrobenzoate, b0.5 144-5°, α29D -12.50°, n25D 1.5070. Some work was done with the Grignard reagents of the following prepared compounds: (+)-1-bromo-2-methylbutane, b100 60.8°, n20D 1.4453, α24D 4.22° (neat, l 1), 84% optical purity, a 2nd preparation b100 57-8°, α26.6D 4.66°, 93% optical purity; and (+)-1-iodo-2-methytbutane, n20D 1.4955-69, α21D 8.65° (neat, l 1), 98.5% optical purity, 2nd preparation b53 70°, n20D 1.4969-72, α25D 16.8° (neat, l 2), optical purity 96.5%.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Synthetic Route 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 On labelling with generator nuclides. Author is Otto, R.; Hecht, P..

Short-lived radioisotopes separated from radionuclide generators are widely used. Possibilities of labeling with the daughter nuclides of the com. available Mo/Tc-, Sn/In-, and Te/I-generators and of the self-made Ba/La-generator in industrial tracer experiments are presented. The transfer of the daughter nuclides from the generator eluates into organic phases and the labeling of oil-phases and solid particles are investigated. The developed simple, quick and efficient methods are suitable for routine application under industrial conditions. Some examples of industrial applications of the generator nuclides are given, too.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Computed Properties of C5H11I. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Aromatase inhibitors. Synthesis and evaluation of mammary tumor inhibiting activity of 3-alkylated 3-(4-aminophenyl)piperidine-2,6-diones. Author is Hartmann, Rolf W.; Batzl, Christine.

Piperidinediones I (R = H, Me, Et, Pr, CHMe2, CH2CHMe2, CHMeEt, pentyl, isopentyl, CH2CHMeEt, sec-pentyl, hexyl, heptyl) were prepared by alkylating PhCH2CN, addition reaction of PhCHRCN with CH2:CHCN, hydrolysis and ring closure of NCCRPhCH2CH2CN, nitration, and reduction of the nitro group. In vitro I showed a stronger inhibition of human placental aromatase than aminoglutethimide (II). The most active derivative, I (R = isopentyl), showed a 93-fold stronger inhibition than II. I, except I (R = CHMe2, CH2CHMe2, CHMeEt) exhibited equal or lower inhibition of bovine adrenal desmolase than II. Many I showed a stronger inhibition of the plasma estradiol concentration of pregnant mare serum gonadotropin-primed rats than II. They inhibited the testosterone-stimulated tumor growth of ovariectomized 9,10-dimethyl-1,2-benzanthracene tumor-bearing rats more strongly than II. Being stronger and more selective inhibitors of the estrogen biosynthesis than II, some of the newly developed derivatives of II might be better candidates for the treatment of hormone-dependent human breast cancer.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Application of 616-14-8. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Hydrophobic Pocket Occupation Design of Difluoro-Biphenyl-Diarylpyrimidines as Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors: from N-Alkylation to Methyl Hopping on the Pyrimidine Ring. Author is Ding, Li; Pannecouque, Christophe; De Clercq, Erik; Zhuang, Chunlin; Chen, Fen-Er.

Considering the nonideal metabolic stability of the difluoro-biphenyl-diarylpyrimidine lead compound I, a series of novel alkylated difluoro-biphenyl-diarylpyrimidines were designed and synthesized based on their structure. Introducing alkyl or substituted alkyl groups on the linker region to block the potential metabolic sensitive sites generated 22 derivatives Among them, compound II with an N-Me group displayed excellent anti-HIV-1 activity and selectivity. The Me group was hopped to the central pyrimidine to occupy the small linker region and maintain the water-mediated hydrogen bond observed in the binding of compound I with RT. The resulting compound III exhibited an improved anti-HIV-1 activity, much lower cytotoxicity, and nanomolar activity toward multiple mutants. In addition, III has a better stability in human liver microsomes than I. Moreover, no apparent in vivo acute toxicity was observed in III-treated female, especially pregnant mice. This series of alkylated compounds with highly potency and safety represent a promising lead template for future discovery.

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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 《Action of ionizing radiation on simple organic compounds》. Authors are Napier, K. H.; Green, J. H..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).HPLC of Formula: 616-14-8. Through the article, more information about this compound (cas:616-14-8) is conveyed.

I131 in a hydrocarbon was irradiated either with β-rays from a 500 mc. Sr90-Y90 source or with γ-rays from a 5 c. Cs137 source. The distribution of resulting iodinated products were analyzed by gas chromatography. From butane the following percentages of alkyl iodides were obtained: methyl, ethyl, n-propyl, sec-butyl, n-butyl (9, 20, 2, 47, 22, resp.). At some stages in the radiolysis, HI can be as high as 20%.

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Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem