2-(methylthio)benzyl alcohol
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With dimethylsulfide; N-succinimide; triethylamine In toluene | 94% |
With pyridinium chlorochromate In dichloromethane at 20℃; for 1h; | 69% |
With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 12h; | 65% |
dimethyl sulfoxide
ortho-bromobenzaldehyde
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide at 130℃; for 12h; Sealed tube; Inert atmosphere; | 93% |
2-chloro-benzaldehyde
sodium thiomethoxide
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide for 5h; Heating; | 86% |
In N,N-dimethyl-formamide at 20℃; for 44h; | 44% |
2-Fluorobenzaldehyde
sodium thiomethoxide
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; N,N-dimethyl-formamide at 55℃; for 24h; Inert atmosphere; | 85% |
In N,N-dimethyl-formamide at 0.15℃; Inert atmosphere; | 85% |
In acetonitrile Heating; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 24h; | 85% |
Stage #1: methylthiol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere; Stage #2: 2-Fluorobenzaldehyde In N,N-dimethyl-formamide; mineral oil at -40℃; for 2h; Inert atmosphere; |
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; N,N-dimethyl-formamide | 85% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 55 - 80℃; for 24h; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water at 189℃; for 24h; | 64% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water at 189℃; for 15h; | 56% |
2-(Methylthio)thiobenzoesaeure-S-mesitylester
A
2.2'-Bis(methylthio)benzil
B
2-(methylsulfanyl)benzaldehyde
C
bis(2,4,6-trimethylphenyl)disulfide
Conditions | Yield |
---|---|
In benzene at 20℃; for 70h; Irradiation; | A 22% B 11% C 41% |
<2-methylthio-α-oxo-phenylmethan>-diphenylphosphin
A
2-(methylsulfanyl)benzaldehyde
B
<2-Methylthio-α-hydroxyphenylmethan>-diphenyl-phosphinoxid
Conditions | Yield |
---|---|
In benzene at 22℃; for 120h; Irradiation; | A 16% B 14% |
2-Methylthiobenzoesaeuremesitylester
A
2.2'-Bis(methylthio)benzil
B
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
In benzene at 20℃; for 77h; Irradiation; | A 9% B 7% C 5% |
N'-p-Toluolsulfonyl-N-<2-methylmercapto-benzoyl>-hydrazin
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With sodium carbonate In ethylene glycol at 160℃; | |
With sodium carbonate In diethylene glycol |
1-chloromethyl-2-methylsulfanylbenzene
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With hexamethylenetetramine; acetic acid |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran | |
(i) LiAlH4, THF, (ii) aq. HCl; Multistep reaction; |
Dimethyldisulphide
1,3-dimethyl-2-phenylimidazolidine
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
Dimethyldisulphide
1,3-dimethyl-2-phenylimidazolidine
A
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given; |
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
In acetic acid at 19.9℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.), var. temp.; |
2-(Methylsulfinyl)thiobenzoesaeure-S-mesitylester
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2 percent / benzene / 70 h / 20 °C / Irradiation 2: 11 percent / benzene / 70 h / 20 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 56 percent / toluene / 2 h / Heating 2: 7 percent / benzene / 77 h / 20 °C / Irradiation View Scheme | |
Multi-step reaction with 2 steps 1: 42 percent / toluene / 2 h / Heating 2: 11 percent / benzene / 70 h / 20 °C / Irradiation View Scheme | |
Multi-step reaction with 2 steps 1: 40 percent / diethyl ether 2: 16 percent / benzene / 120 h / 22 °C / Irradiation View Scheme | |
Multi-step reaction with 2 steps 1: aq. NaOH / dioxane 2: LiAlH4 / tetrahydrofuran View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: LiAlH4 / tetrahydrofuran 2: SOCl2 / benzene 3: hexamethylenetetramine, aq. AcOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: (i) (diazotization), (ii) aq. Na2S2, (iii) aq. Na2S2O4,(iv) (methylation) 2: (i) SOCl2, (ii) /BRN= 1718733/ 3: LiAlH4 / tetrahydrofuran 4: SOCl2 / benzene 5: hexamethylenetetramine, aq. AcOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: (i) SOCl2, (ii) /BRN= 1718733/ 2: LiAlH4 / tetrahydrofuran 3: SOCl2 / benzene 4: hexamethylenetetramine, aq. AcOH View Scheme | |
Multi-step reaction with 2 steps 1: (i) SOCl2, benzene, (ii) /BRN= 741982/ 2: (i) LiAlH4, THF, (ii) aq. HCl View Scheme | |
Multi-step reaction with 3 steps 1: SOCl2 2: aq. NaOH / dioxane 3: LiAlH4 / tetrahydrofuran View Scheme |
2-methylthiobenzohydrazide
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Py 2: Na2CO3 / ethane-1,2-diol / 160 °C View Scheme |
2-(methylthio)cyclohex-1-ene-1-carbaldehyde
A
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
at 24.84℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Glovebox; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C 2: pyridinium chlorochromate / dichloromethane / 12 h / 0 - 20 °C View Scheme |
2-(methylsulfanyl)benzaldehyde
2-(methylsulfinyl)benzaldehyde
Conditions | Yield |
---|---|
With C42H70O35*Br3Fe; ferric nitrate In acetonitrile at 20℃; for 3h; chemoselective reaction; | 100% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; | 89% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; | 89% |
2-(methylsulfanyl)benzaldehyde
(1R,2R)-1,2-diaminocyclohexane
(1R,2R)-N,N'-bis[(2-(methylthio)benzylidene)]-1,2-cyclohexanediamine
Conditions | Yield |
---|---|
In ethanol at 80℃; | 100% |
Conditions | Yield |
---|---|
Stage #1: 3,4-dichloro-benzeneacetonitrile With n-butyllithium In tetrahydrofuran at -75℃; for 0.333333h; Stage #2: 2-(methylsulfanyl)benzaldehyde In tetrahydrofuran at -75℃; for 0.5h; Stage #3: With borane-THF In tetrahydrofuran at -75℃; Temperature; Reflux; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 18h; Inert atmosphere; Molecular sieve; | 100% |
1,1-pentamethylene-1,2-nonadiene
2-(methylsulfanyl)benzaldehyde
2-(cyclohexylidenemethyl)-1-(2-(methylthio)phenyl)octan-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 99% |
C13H18O
2-(methylsulfanyl)benzaldehyde
(E)-2-(2-(furan-2-yl)vinyl)-1-(2-(methylthio)phenyl)octan-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 99% |
C13H18S
2-(methylsulfanyl)benzaldehyde
(E)-1-(2-(methylthio)phenyl)-2-(2-(thiophen-2-yl)vinyl)octan-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 99% |
2-(methylsulfanyl)benzaldehyde
(4-methylpenta-1,2-dien-1-yl)benzene
(E)-2-isopropyl-1-(2-(methylthio)phenyl)-4-phenylbut-3-en-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 99% |
2-(methylsulfanyl)benzaldehyde
buta-1,2-diene-1,4-diyldibenzene
(E)-2-benzyl-1-(2-(methylthio)phenyl)-4-phenylbut-3-en-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 99% |
2-(methylsulfanyl)benzaldehyde
[Rh(bis(di-tert-butylphosphino)methane)(cyclooctene)(NCCH2BF3)]
acetone
Conditions | Yield |
---|---|
In acetone | 99% |
(4-bromo-2-ethynylphenyl)carbamic acid 1,1-dimethylethyl ester
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 20℃; for 0.333333h; Inert atmosphere; | 99% |
2-(methylsulfanyl)benzaldehyde
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
Conditions | Yield |
---|---|
With C28H26FeN2S4 In benzene-d6 at 20℃; for 0.5h; | 99% |
With [CoCl2(4'-(4-pyridyl)-2,2':6',2''-terpyridine)]·2H2O; potassium tert-butylate In tetrahydrofuran at 25℃; for 16h; Inert atmosphere; Glovebox; | 95 %Chromat. |
With two-dimensional iron(II) coordination polymer based on a divergent 4'-(4-diphenylamino)phenyl-4,2';6',4''-terpyridine ligand; potassium tert-butylate In neat (no solvent) at 20℃; for 0.5h; Green chemistry; chemoselective reaction; | 88 %Chromat. |
With potassium tert-butylate; Mn(2+)*C20H14N4*2Cl(1-) In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; Glovebox; | |
With 0.55C27H43N3Si3V*0.45C27H44N3Si3V In diethyl ether at 20℃; for 2h; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction; |
Conditions | Yield |
---|---|
Stage #1: 2-ethynyl-6-methoxynaphthalene With n-butyllithium In tetrahydrofuran Stage #2: 2-(methylsulfanyl)benzaldehyde In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 4-trifluoromethylphenylacetylene With n-butyllithium In tetrahydrofuran Stage #2: 2-(methylsulfanyl)benzaldehyde In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; | 99% |
2-tert-butyl-5-methoxy-phenylamine
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
In toluene Heating; | 98% |
2-(methylsulfanyl)benzaldehyde
2-(1,1-dimethylethyl)-benzenamine
(2-tert-butylphenyl)-(2-thiomethyl-benzylidene)-amine
Conditions | Yield |
---|---|
In toluene Heating; | 98% |
oct-1-ene
2-(methylsulfanyl)benzaldehyde
1-(2-(methylthio)phenyl)nonan-1-one
Conditions | Yield |
---|---|
With C21H44N2P2Rh*C32H12BF24 In acetone at 55℃; for 3h; Inert atmosphere; | 98% |
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; silver perchlorate; bis[2-(diphenylphosphino)phenyl] ether In acetone at 55℃; for 24h; Inert atmosphere; | 73% |
With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (11aR)-(+)-10,11,12,13-tetrahydrodiindeno[7,1-de:1', 7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine In 1,2-dichloro-ethane at 70℃; for 72h; Inert atmosphere; | 48% |
With [Rh(η6-C6H5F)(bis(dicyclohexylphosphino)methane)][B(C6H3-3,5-(CF3)2)4] In 1,2-dichloro-ethane at 80℃; for 2h; Inert atmosphere; | |
With C29H39FO2P2Rh(1+)*C32H12BF24(1-) In acetone at 24.84℃; for 0.0833333h; Reagent/catalyst; |
C11H20
2-(methylsulfanyl)benzaldehyde
(E)-2-(3-methylbut-1-enyl)-1-(2-(methylthio)phenyl)heptan-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 98% |
N-methylmaleimide
2-(methylsulfanyl)benzaldehyde
1-methyl-3-(2-(methylthio)benzoyl)pyrrolidine-2,5-dione
Conditions | Yield |
---|---|
With C29H39FO2P2Rh(1+)*C32H12BF24(1-) In acetone at 55℃; for 3h; Inert atmosphere; Glovebox; | 98% |
With C29H52N2P2Rh*C32H12BF24 In acetone at 55℃; for 3h; Inert atmosphere; | 81% |
(2-propenyl)propanedioic acid diethyl ester
2-(methylsulfanyl)benzaldehyde
1,3-diethyl 2-(4-(2-(methylthio)phenyl)-4-oxobutyl)malonate
Conditions | Yield |
---|---|
With C21H44N2P2Rh*C32H12BF24 In acetone at 55℃; for 3h; Inert atmosphere; | 98% |
With [Rh(η6-C6H5F)(bis(dicyclohexylphosphino)methane)][B(C6H3-3,5-(CF3)2)4] In 1,2-dichloro-ethane at 80℃; for 2h; Inert atmosphere; |
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 20℃; for 2h; Inert atmosphere; | 98% |
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 20℃; for 0.5h; Inert atmosphere; | 98% |
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 20℃; for 0.333333h; Inert atmosphere; | 98% |
2-(methylsulfanyl)benzaldehyde
ethylenediamine
N,N-bis[(2-methylthio)phenylmethylene]-1,2-ethanediamine
Conditions | Yield |
---|---|
In acetonitrile | 97% |
In ethanol at 80℃; Inert atmosphere; |
2-ethynyl-1-nitrobenzene
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 55℃; for 0.25h; Inert atmosphere; | 97% |
1-ethynyl-4-methoxy-2-nitrobenzene
2-(methylsulfanyl)benzaldehyde
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; bis(dicyclohexylphosphino)methane In acetone at 55℃; for 0.333333h; Inert atmosphere; | 97% |
2-(methylsulfanyl)benzaldehyde
ethyl (triphenylphosphoranylidene)acetate
o-Methylthio-zimtsaeure-aethylester
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 12h; | 97% |
3-Aethyl-1.1-diphenylallen
2-(methylsulfanyl)benzaldehyde
2-ethyl-1-(2-(methylthio)phenyl)-4,4-diphenylbut-3-en-1-one
Conditions | Yield |
---|---|
With [Rh(dppe)]ClO4 In acetone at 55℃; Inert atmosphere; regioselective reaction; | 96% |
3-ethynylthiophene
2-(methylsulfanyl)benzaldehyde
(E)-1-(2-(methylthio)phenyl)-3-(thiophen-3-yl)prop-2-en-1-one
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis-(dicyclohexylphosphino)ethane In acetone at 20℃; for 2h; Inert atmosphere; regioselective reaction; | 96% |
The CAS register number of 2-(methylthio) Benzaldehyde is 7022-45-9. It also can be called as Benzaldehyde,2-(methylthio)- and the IUPAC name about this chemical is 2-methylsulfanylbenzaldehyde. The molecular formula about this chemical is C8H8OS and the molecular weight is 152.21. It belongs to the following product categories which include Aldehydes; C8; Carbonyl Compounds and so on.
Physical properties about 2-(methylthio) Benzaldehyde are: (1)ACD/LogP: 2.33; (2)#H bond acceptors: 1; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 42.37Å2; (5)Index of Refraction: 1.577; (6)Molar Refractivity: 44.36 cm3; (7)Molar Volume: 133.7 cm3; (8)Polarizability: 17.58x10-24cm3; (9)Surface Tension: 43.3 dyne/cm; (10)Flash Point: 117.4 °C; (11)Enthalpy of Vaporization: 48.58 kJ/mol; (12)Boiling Point: 248.6 °C at 760 mmHg; (13)Vapour Pressure: 0.0241 mmHg at 25°C.
Preparation: this chemical can be prepared by 2-Methylthio-benzylalkohol. This reaction will need reagent N-succinimide, dimethyl sulfide, triethylamine and solvent toluene. The yield is about 94%.
Uses of 2-(methylthio) Benzaldehyde: it can be used to produce 2.2'-Bis(methylthio)benzoin at heating. This reaction will need reagent KCN and solvent ethanol, H2O with reaction time of 2 hours. The yield is about 42%.
You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1ccccc1SC
(2)InChI: InChI=1/C8H8OS/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
(3)InChIKey: XIOBUABQJIVPCQ-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C8H8OS/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
(5)Std. InChIKey: XIOBUABQJIVPCQ-UHFFFAOYSA-N
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