3-methoxy-1-iodobenzene
3-methoxybenzenethiol
Conditions | Yield |
---|---|
Stage #1: 3-methoxy-1-iodobenzene With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice; | 89% |
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry; | 89% |
With copper(l) iodide; thiourea; L-proline; sodium t-butanolate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 85% |
1-methoxy-3-methylsulfanyl-benzene
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; diethylamine In xylene for 6h; Heating; | 88% |
m-Anisidine
3-methoxybenzenethiol
Conditions | Yield |
---|---|
und ueber mehrere Stufen.Diazotization; | |
With hydrogenchloride; sodium nitrite Diazotization.man traegt in eine waessr. Loesung von xanthogensaurem Kalium bei 85-90grad ein und verseift den entstandenen Ester durch Kochen mit alkoh. Kalilauge; | |
(i) aq. NaNO2, aq. HCl, (ii) potassium ethylxanthate, (iii) KOEt, EtOH; Multistep reaction; |
Conditions | Yield |
---|---|
With disulfur dichloride; carbon disulfide; aluminium amalgam Destillieren des Reaktionsprodukts unter wenig vermindertem Druck; |
1-methoxy-3-methylsulfanyl-benzene
A
3-methylsulfanylphenol
B
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium isopropanethiolate 1)sodium isopropanethiolate,HMPA,120 degC,2.5 h 2)hydrochloric acid; Yield given. Multistep reaction. Yields of byproduct given; |
A
3-methoxybenzenethiol
B
tetramethylurea
Conditions | Yield |
---|---|
at 20℃; Rate constant; pH=11; |
[(3-methoxyphenyl)sulfanyl]acetic acid
A
3-methoxybenzenethiol
B
Glyoxilic acid
Conditions | Yield |
---|---|
With perchloric acid; sodium perborate; acetic acid at 24.9℃; Rate constant; Thermodynamic data; Mechanism; var. temp., ΔH(excit.), ΔS(excit.); |
Conditions | Yield |
---|---|
With triphenylphosphine In 1,4-dioxane; water at 30℃; Rate constant; |
S-(3-methoxyphenyl) dimethylcarbamothioate
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol Heating; | |
With sodium hydroxide In methanol |
(3S,3aR,4S,6aR,9S,9aR,9bR)-4-Hydroxy-3-(3-methoxy-phenylsulfanylmethyl)-9-methyl-6-methylene-octahydro-azuleno[4,5-b]furan-2,8-dione
A
grosheimin
B
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With phosphate buffer In methanol at 37℃; pH=7.4; Kinetics; Hydrolysis; |
[(3-methoxyphenyl)sulfanyl]acetic acid
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With perchloric acid; pyridinium chlorochromate In water; acetic acid at 24.85 - 44.85℃; Kinetics; Oxidation; |
carbon disulfide
methoxybenzene
A
4-Methoxybenzenethiol
B
3-methoxybenzenethiol
Conditions | Yield |
---|---|
Destillation des entstandenen Oels unter wenig vermindertem Druck; |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With sulfuric acid; zinc |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With ethanol; zinc |
hydrogenchloride
3-Methoxybenzenesulfonyl chloride
3-methoxybenzenethiol
O-methylresorcine
3-methoxybenzenethiol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) NaH, DMF, (ii) /BRN= 635823/ 2: 280 °C 3: aq. NaOH / methanol View Scheme | |
Multi-step reaction with 3 steps 1: (i) NaH, DMF, (ii) /BRN= 635823/ 2: 270 °C 3: KOH / methanol / Heating View Scheme |
O-(3-methoxyphenyl) N,N-dimethylcarbamothioate
3-methoxybenzenethiol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 280 °C 2: aq. NaOH / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 270 °C 2: KOH / methanol / Heating View Scheme |
((4-methoxy-2-(naphthalen-2-yloxy)phenyl)methylene)bis((3-methoxyphenyl)sulfane)
A
9-methoxy-12-(3-methoxyphenylthio)-12H-benzo[a]xanthene
B
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; Friedel Crafts reaction; |
sodium 3-methoxyphenylsulfanesulfonate
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With nickel(II) fluoride; triethoxyphenylsilane; palladium diacetate; trifluoroacetic acid In N,N-dimethyl acetamide at 100℃; Schlenk technique; Inert atmosphere; |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With sodium hydroxide In diphenylether at 80 - 120℃; for 8h; Flow reactor; Large scale; | 921.3 g |
3-methoxybenzenethiol
Bromoacetaldehyde diethyl acetal
1-[(2,2-diethoxyethyl)sulfanyl]-3-methoxybenzene
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzenethiol With potassium carbonate In acetonitrile at 20℃; Stage #2: Bromoacetaldehyde diethyl acetal In acetonitrile for 15h; | 100% |
With potassium carbonate In acetone at 20℃; for 3h; | 100% |
With potassium carbonate In acetone at 20℃; for 3h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; | 100% |
With sodium hydride In N,N-dimethyl-formamide 1.) 0 deg C, 15 min, 2.) room temperature, 45 min; | 90% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene for 48h; Substitution; |
5-bromo-3-(2-bromo-4-fluorophenoxy)picolinonitrile
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; | 100% |
3-methoxybenzenethiol
4,5-dibromothiophene-2-carboxaldehyde
4-bromo-5-[(3-methoxyphenyl)thio]thiophene-2-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; |
PVS
3-methoxybenzenethiol
2-[(3-methoxyphenyl)sulfanyl]ethyl phenyl sulfone
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzenethiol; acetic anhydride With triethylamine In dichloromethane at 20℃; for 3h; Stage #2: With hydrogenchloride In dichloromethane; water | 100% |
4-butanolide
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With ethanol; sodium for 24h; Inert atmosphere; Reflux; | 100% |
With sodium In ethanol for 24h; Inert atmosphere; Reflux; | 100% |
3-methoxybenzenethiol
(2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzenethiol With sodium hydride In tetrahydrofuran; mineral oil Stage #2: (2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide In tetrahydrofuran; mineral oil at 20℃; for 20h; | 100% |
3-methoxybenzenethiol
bis(3-methoxyphenyl)disulfide
Conditions | Yield |
---|---|
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In chloroform at 20℃; for 0.0166667h; | 99.6% |
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In chloroform at 20℃; for 1h; Inert atmosphere; | 97% |
With titanium(IV) oxide; oxygen In acetonitrile under 750.075 Torr; for 0.416667h; Irradiation; | 96% |
3-methoxybenzenethiol
2-fluorobenzonitrile
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina; 18-crown-6 ether In acetonitrile for 18h; Heating; | 99% |
With potassium fluoride on basic alumina; 18-crown-6 ether In acetonitrile for 18h; Heating; | 99% |
3-methoxybenzenethiol
methyl 2-(bromomethyl)-6-nitrobenzoate
Conditions | Yield |
---|---|
With sodium bicarbonate; sodium chloride; triethylamine In dichloromethane | 99% |
(1H-1,2,3-benzotriazol-1-yl)(2,3-dihydro-1H-indol-1-yl)methanethione
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane for 18h; | 99% |
ethyl (2-chloroaceto)acetate
3-methoxybenzenethiol
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 0 - 20℃; for 2h; | 99% |
With potassium hydroxide In methanol at 20℃; for 6h; | |
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 2.16667h; |
3-methoxybenzenethiol
5-bromoacetyl-2,4-dimethylthiazole hydrobromide
1-(2,4-dimethylthiazol-5-yl)-2-(3-methoxyphenylsulfanyl) ethanone
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water | 99% |
2-chloro-3-(phenylamino)naphthalene-1,4-dione
3-methoxybenzenethiol
2-(3-methoxyphenylthio)-3-(phenylamino)naphthalene-1,4-dione
Conditions | Yield |
---|---|
With triethylamine In methanol at 70℃; for 4h; | 99% |
Stage #1: 3-methoxybenzenethiol With triethylamine In water for 0.0833333h; Green chemistry; Stage #2: 2-chloro-3-(phenylamino)naphthalene-1,4-dione In water at 65℃; Green chemistry; | 99% |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzenethiol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-bromo-8-nitroquinolin-2(1H)-one In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; | 99% |
3-methoxybenzenethiol
tert-butyl alcohol
tert-butyl 3-methoxyphenyl sulfoxide
Conditions | Yield |
---|---|
Stage #1: 3-methoxybenzenethiol; tert-butyl alcohol With perchloric acid; acetic anhydride; acetic acid at 20℃; for 24h; Cooling with ice; Stage #2: With dihydrogen peroxide at 0 - 20℃; for 8h; | 99% |
3-methoxybenzenethiol
Diphenylphosphine oxide
Conditions | Yield |
---|---|
With tert-Butyl peroxybenzoate; potassium iodide In dimethyl sulfoxide at 20℃; for 8h; | 99% |
With oxygen; rose bengal In N,N-dimethyl-formamide at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; | 91% |
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; | 77% |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In acetonitrile at 65℃; for 18h; Inert atmosphere; | 99% |
3-methoxybenzenethiol
benzenesufonyl hydrazide
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h; | 99% |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With C12H15CoN2O6(1-)*K(1+) In dichloromethane at 20℃; for 0.0833333h; Schlenk technique; Green chemistry; | 99% |
1-(4-(4-bromobenzoyl)piperidin-1-yl)ethanone
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 120℃; for 24h; Sealed tube; Inert atmosphere; | 99% |
3-methoxybenzenethiol
2-fluoro-6-[(4-methylphenyl)sulfanyl]benzonitrile
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina; 18-crown-6 ether In acetonitrile for 18h; Heating; | 98% |
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With potassium fluoride on basic alumina; 18-crown-6 ether In acetonitrile for 18h; Heating; | 98% |
3-methoxybenzenethiol
2,6 dichloropurine
Conditions | Yield |
---|---|
With potassium tert-butylate In isopropyl alcohol at 50℃; | 98% |
3-methoxybenzenethiol
5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
Conditions | Yield |
---|---|
With 1-butyl-3-methylimidazolium Tetrafluoroborate In ethyl acetate for 0.1h; microwave irradiation; | 98% |
3-methoxybenzenethiol
2-(4-fluorophenyl)-6-iodoimidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; ethylene glycol In isopropyl alcohol at 80℃; for 20h; | 98% |
Conditions | Yield |
---|---|
Stage #1: 2-bromo-pyridine With 1,2,3-Benzotriazole; copper(l) iodide In dimethyl sulfoxide for 0.166667h; Stage #2: 3-methoxybenzenethiol With potassium tert-butylate In dimethyl sulfoxide at 100℃; Further stages.; | 98% |
With potassium carbonate In dimethyl sulfoxide at 110℃; for 18h; Inert atmosphere; | 82% |
With copper(l) iodide; 1-Hydroxymethyl-1H-benzotriazole; potassium tert-butylate In dimethyl sulfoxide at 80℃; | 71% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 20h; | |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 20h; |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 25℃; | 98% |
Stage #1: ethyl 4,7-dichloro-6-fluoroquinoline-3-carboxylate; 3-methoxybenzenethiol In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 0 - 10℃; for 1h; | 60% |
tert-butyl {[5-bromo-4-(2-fluoropyridin-3-yl)-1,3-thiazol-2-yl]methyl}methylcarbamate
3-methoxybenzenethiol
tert-butyl ({4-(2-fluoropyridin-3-yl)-5-[(3-methoxyphenyl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 105℃; for 12h; | 98% |
Molecular Structure of 3-methoxybenzenethiol (CAS NO.15570-12-4):
IUPAC Name: 3-methoxybenzenethiol
Empirical Formula: C7H8OS
Molecular Weight: 140.2028
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 34.53Å2
Index of Refraction: 1.565
Molar Refractivity: 41.1 cm3
Molar Volume: 126 cm3
Surface Tension: 37.7 dyne/cm
Density: 1.112 g/cm3
Flash Point: 96.1 °C
Enthalpy of Vaporization: 44.12 kJ/mol
Boiling Point: 223.5 °C at 760 mmHg
Vapour Pressure: 0.143 mmHg at 25°C
EINECS: 239-617-7
Sensitive: Stench
BRN: 2041496
InChI
InChI=1/C7H8OS/c1-8-6-3-2-4-7(9)5-6/h2-5,9H,1H3
Smiles
c1c(S)cccc1OC
Product Categories: Thiol; Sulphur Derivatives; Phenol&Thiophenol&Mercaptan; Phenoles and thiophenoles; API intermediates; Miscellaneous
Hazard Codes: Xn,Xi
Risk Statements: 20/21/22-36/37/38-22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-36/37-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
F: 13
Hazard Note: Harmful/Stench
HS Code: 29309070
3-methoxybenzenethiol , with CAS number of 15570-12-4, can be called benzenethiol, 3-methoxy- ; meta-Methoxybenzenethiol ; 3-Mercaptoanisole ; 3-Methoxy Thiophenol ; 3-Methoxythiophenol . It is a clear colorless to light yellow liquid.
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