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14905-81-8

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14905-81-8 Usage

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 4629, 1982 DOI: 10.1016/S0040-4039(00)85672-5

Check Digit Verification of cas no

The CAS Registry Mumber 14905-81-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,9,0 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14905-81:
(7*1)+(6*4)+(5*9)+(4*0)+(3*5)+(2*8)+(1*1)=108
108 % 10 = 8
So 14905-81-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H14S/c1-8(2)11-10-6-4-9(3)5-7-10/h4-8H,1-3H3

14905-81-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-methyl-4-propan-2-ylsulfanylbenzene

1.2 Other means of identification

Product number -
Other names Isopropyl-p-tolyl-sulfid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14905-81-8 SDS

14905-81-8Relevant academic research and scientific papers

2, 4, 6-TRI-SUBSTITUTED PYRIMIDINE COMPOUND AS ATR KINASE INHIBITOR

-

Paragraph 0187, (2022/03/22)

Compounds of general formula (A) can be used for treating ATR kinase-mediated diseases, for example, hyperplastic diseases such as cancers. Also provided are a pharmaceutical composition of the compounds of general formula (A), a use of the pharmaceutical composition for treating the ATR kinase-mediated diseases and a preparation method for the pharmaceutical composition.

Visible-Light-Promoted Cross-Coupling Reactions of 4-Alkyl-1,4-dihydropyridines with Thiosulfonate or Selenium Sulfonate: A Unified Approach to Sulfides, Selenides, and Sulfoxides

Li, Jian,Yang, Xin-Er,Wang, Shan-Le,Zhang, Long-Long,Zhou, Xiao-Zhou,Wang, Shun-Yi,Ji, Shun-Jun

supporting information, p. 4908 - 4913 (2020/07/13)

In this paper, a visible-light-promoted cross-coupling of 4-alkyl-1,4-dihydropyridines with thio-/selenium sulfonates under transition-metal-free conditions is described. This strategy features easily available substrates, mild reaction conditions, high yields, and high chemoselectivity. A novel synthetic route for the construction of a sulfide or selenide Csp3-S or Csp3-Se bond under transition-metal-free conditions without an additive oxidant or base is developed. This method is well extended to the synthesis of a class of thiolated or selenylated glycosides that has not been explored before. Sulfoxides were also successfully chemoselectively observed via a facile variation of the atmosphere under photocatalyzed conditions.

Synthesis method of thioether compounds

-

Paragraph 0072-0076, (2019/08/02)

The invention discloses a synthesis method of thioether compounds. The method comprises steps as follows: phosphorus trichloride and a solvent with uniformly distributed sulfoxide compounds are mixeduniformly, after mixing, the mixture is subjected to a reaction at the temperature of 20-25 DEG C for 0.5-6 h, and the thioether compounds are obtained, wherein the solvent is acetonitrile. Compared with the prior art, the synthesis method has the advantages that raw materials are cheap and easy to obtain, a reducer is cheap and easy to obtain and store, and a series of thioether compounds can beobtained.

Deoxygenation of sulphoxides to sulphides with trichlorophosphane

Zhao, Xia,Zheng, Xiancai,Yang, Bo,Sheng, Jianqiao,Lu, Kui

, p. 1200 - 1204 (2018/02/21)

An efficient route to deoxygenation of sulphoxides to sulphides with PCl3 under mild reaction condition was developed. PCl3 was used as a reducing agent for the first time to convert sulphoxides to sulphides. The mild conditions, use of cheap and readily available reagent, and broad substrate scope render it a useful strategy for preparing sulphides.

Ligand-free copper-catalyzed synthesis of asymmetrical thioethers by coupling aryl or alkyl halides using an acetyl thiourea precursor in wet polyethylene glyol (PEG 400)

Zhang, Baohua,Shi, Lanxiang,Guo, Ruixia,Wang, Juan

, p. 561 - 566 (2015/05/20)

Asymmetrical diaryl or aryl alkyl thioethers can be prepared in good to excellent yields by coupling the appropriate aryl iodides and aryl or alkyl bromines using acetyl thiourea as a thiolprecursor, Cu2O as a catalyst, KOH as a base, and PEG 400-H2O as a solvent under ligand-free conditions.

Carbon-sulfur bond formation catalyzed by [Pd(IPr*OMe) (cin)Cl] (cin = cinnamyl)

Bastug, Gulluzar,Nolan, Steven P.

supporting information, p. 9303 - 9308 (2013/10/08)

The newly prepared complex [Pd(IPr*OMe)(cin)(Cl)] provides high catalytic activity for carbon-sulfur cross-coupling reactions. Nonactivated and deactivated aryl halides were successfully coupled with a large variety of aryl- and alkylthiols using this well-defined palladium N-heterocyclic carbene (NHC) complex.

Resting state and elementary steps of the coupling of aryl halides with thiols catalyzed by alkylbisphosphine complexes of palladium

Alvaro, Elsa,Hartwig, John F.

supporting information; experimental part, p. 7858 - 7868 (2009/10/16)

Detailed mechanistic studies on the coupling of aryl halides with thiolscatalyzed by palladium complexes of the alkylbisphosphine ligand CyPF- t Bu (1-dicyclohexylphosphino-2-di-tert-butylphosphinoethylfer rocene) are reported. The elementary steps that constitute the catalyticcycle, i.e. oxidative addition, transmetalation and reductive eliminati on, have been studied, and their relative rates are reported. Each of the steps of the catalytic process occurs at temperatures that are much lower than those required for the reactions catalyzed by a combination of palladium precursors and CyPF- t Bu. To explain these differences in rates between the catalytic and stoichiometric reactions, studies were conducted to identify the resting state of the catalyst of the reactions catalyzed by a combination of Pd(OAc)2 and CyPF- t Bu, a combination of Pd(dba) 2 and CyPF- t Bu, or the likely intermediate Pd(CyPF- t Bu)(Ar)(Br). These data show that the major palladium complex in each case lies off of the catalytic cycle. The resting state of the reactions catalyzed by Pd(OAc) 2 andCyPF- t Bu was the palladium bis-thiolate complex [Pd(CyPF-t Bu)(SR) 2 ] (R = alkyl or aryl). The resting state in reactions catalyzed by Pd 2 (dba) 3 and CyPF- t Bu was the binuclear complex [Pd(CyPF t Bu)] 2 (μ 2 ,η 2 -dba) (9). The resting states of reactions of both aromatic and aliphatic thiols catalyzed by [Pd(CyPF- t Bu)(p-tolyl)(Br)] (3a) were the hydridopalladium thiolate complexes [Pd(CyPF- t Bu)(H)(SR)] (R= alkyl and aryl). All these palladium species have been prepared independently, and the mechanisms by which they enter the catalytic cycle have been examined in detail. These features of the reaction catalyzed by palladium and CyPF- t Bu have been compared with those of reactions catalyzed by the alkylbisphosphine DiPPF and Pd(OAc) 2 or Pd(dba) 2 . Our data indicate that the resting states of these reactions are similar to each otherand that our mechanistic conclusions about reactions catalyzed by palla dium and CyPF- t Bu can be extrapolated to reactions catalyzed by complexes of other electron-rich bisphosphines.

Alkyl- and arylthiolation of aryl halides catalyzed by fluorinated bis-imino-nickel NNN pincer complexes [NiCl2{C5H 3N-2,6-(CHNArf)2}]

Baldovino-Pantaleon, Oscar,Hernandez-Ortega, Simon,Morales-Morales, David

, p. 236 - 242 (2007/10/03)

The synthesis of bis-imino nickel(II) NNN pincer complexes of the type [NiCl2{C5H3N-2,6-(CHNArf) 2}]; Arf= C6H3-2,3-F2 (1), C6H3-2,5-F2 (2), C6H 3-3,4-F2 (3), C6H3-3,5-F2 (4), C6H2-2,3,4-F3 (5), C6H 2-2,3,6-F3 (6), C6H2-2,4,5-F 3 (7), C6H2-2,4,6-F3 (8), has been achieved and their reactivity in alkyl- and arylthiolation reactions of halobenzenes examined. The use of fluorinated substituents Arf on the imines has allowed the tuning of the electronics in these complexes and the influence of these substituents and those of the disulfides in the thiolation reactions have been analyzed.

Metallation reactions. Part 35: A change of the regiochemistry in the metallation of (alkylthio)arenes

Cabiddu, Maria G.,Cabiddu, Salvatore,Cadoni, Enzo,De Montis, Stefania,Fattuoni, Claudia,Melis, Stefana

, p. 3915 - 3920 (2007/10/03)

The metallation reaction of bromo(alkylthio)benzenes is described. The results show the complementarity of these reactions with the metal-hydrogen exchange reaction. In fact, monometallation of bromo(methylthio)benzenes afforded products substituted in para or meta or ortho to the thioethereal function while bimetallation led to αS,para, αS,meta and αS,ortho disubstituted products. Analogously, the monometallation of 4-bromo-(isopropylthio)benzene afforded para-monosubstituted and ortho,para-disubstituted products.

The enantioselective oxidation of sulfides to sulfoxides with Acinetobacter sp. NCIMB 9871, Pseudomonas sp. NCIMB 9872, Xanthobacter autotrophicus DSM 431 (NCIMB 10811) and the Black Yeast NV-2

Kelly, David R.,Knowles, Christopher J.,Mahdi, Jassem G.,Taylor, Ian N.,Wright, Michael A.

, p. 365 - 368 (2007/10/03)

Whole cell oxidation of aryl alkyl sulfides to sulfoxides with Acinetobacter sp. NCIMB 9871 is only slightly less enantioselective than isolated enzyme transformation with the cyclohexanone monooxygenase (CHMO) from the same species. Pseudomonas sp. NCIMB 9872 oxidises the same substrates with high and mostly opposite enantioselectivity (73-100%ee). CHMO activity was detected in the black yeast NV-2 and Xanthobacter autotrophicus DSM 431 (NCIMB 10811), but contrary to an earlier report this activity could not be detected in cell free extracts of the latter. Both species oxidised methyl phenyl sulfide exclusively to the corresponding (R)-sulfoxide (100% ee).

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