3-Bromothioanisole supplier | CasNO.33733-73-2

Name
3-Bromothioanisole
EINECS 608-901-6
CAS No. 33733-73-2
Article Data16
CAS DataBase
Density 1.52 g/cm³
Solubility
Melting Point
Formula C₇H₇BrS
Boiling Point 237.4 °C at 760 mmHg
Molecular Weight 203.103
Flash Point 97.4 °C
Transport Information
Appearance Pale-Yellow Liquid
Safety 23-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Sulfide,m-bromophenyl methyl (6CI,7CI,8CI);1-Bromo-3-(methylsulfanyl)benzene;1-Bromo-3-(methylthio)benzene;3-(Methylthio)bromobenzene;3-Bromophenyl methylsulfide;3-Bromothioanisole;Methyl m-bromophenyl sulfide;m-Bromo(methylthio)benzene;m-Bromophenyl methyl sulfide;m-Bromothioanisole;
PSA 25.30000
LogP 3.17100

Synthetic route

: 6320-01-0
3-Bromothiophenol

: 74-88-4
methyl iodide

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 4h; Heating;	100%
Stage #1: 3-Bromothiophenol With sodium methylate In methanol at 20℃; for 0.5h; Stage #2: methyl iodide In methanol at 20℃; Further stages.;	86.1%
With sodium hydroxide

: 624-92-0
Dimethyldisulphide

: 1073-06-9
3-fluorobromobenzene

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In acetonitrile at 50℃; for 6h; Sealed tube;	80%

: 110-05-4
di-tert-butyl peroxide

: 19742-90-6
1-bromo-3-[(3-bromophenyl)disulfanyl]benzene

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
In acetonitrile at 120℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;	67%

: 624-92-0
Dimethyldisulphide

: 591-18-4
1-Bromo-3-iodobenzene

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; copper(II) acetate monohydrate; potassium hydroxide In water at 100℃; for 12h; Sealed tube;	60%
With n-butyllithium 1.) THF, -78 deg C, 2 h, 2.) THF, from -75 deg C to RT; Yield given. Multistep reaction;

: 624-92-0
Dimethyldisulphide

: 89598-96-9
(3-bromophenyl)boronic acid

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With di-tert-butyl peroxide In acetonitrile at 120℃; for 12h; Sealed tube;	60%

: 624-92-0
Dimethyldisulphide

: 108-36-1
1,3-dibromobenzene

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In acetonitrile at 50℃; for 6h; Sealed tube;	42%

: 6320-01-0
3-Bromothiophenol

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With potassium hydroxide; dimethyl sulfate

: 1783-81-9
3-methylmercaptoaniline

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
With sulfuric acid Diazotization.Erwaermen der Diazoniumsalz-Loesung mit CuBr und KBr auf 60-70grad;

: 6320-01-0
3-Bromothiophenol

: 77-78-1
dimethyl sulfate

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 2568-36-7
6,6-dibromobicylo[3.1.0]hexane

A: 109380-07-6, 109431-74-5, 122797-27-7, 61426-49-1
2-bromocyclohex-2-en-1-ol

B: 33733-73-2
3-bromo-1-(methylthio)benzene

C: 19614-16-5
2-bromo-1-(methylsulfanyl)benzene

D: 17202-32-3
1,6-dibromocyclohex-1-ene

Conditions

Conditions	Yield
In dimethyl sulfoxide at 125℃; for 0.5h; Mechanism; var. of conditions;

...Expand

: 108-36-1
1,3-dibromobenzene

: 5188-07-8
sodium thiomethoxide

: 33733-73-2
3-bromo-1-(methylthio)benzene

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 50 - 64℃; for 4h; Inert atmosphere; Large scale;

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 29959-92-0
1-bromo-3-methanesulfinyl-benzene

Conditions

Conditions	Yield
With 1,3-dimethylalloxan; dihydrogen peroxide; magnesium sulfate In dichloromethane at 25℃; for 0.5h;	99%
With 1,6,8-trihydroxy-3-methyl-9,10-anthraquinone In methanol at 20℃; for 6h; Irradiation;	98%
With dihydrogen peroxide; phenol for 0.00833333h;	96%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 2,2,2-trichloroethyl-N-methanesulfonyloxycarbamate

: S-methyl-S-3-bromophenyl-N-(2,2,2-trichloroethoxycarbonyl)sulfilimine

Conditions

Conditions	Yield
With 1-Butylimidazole; iron(II) chloride hydrate In ethyl acetate at 80℃; for 0.25h; Sealed tube;	99%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 19226-36-9
3-phenyl-5H-1,4,2-dioxazol-5-one

: (-)-N-benzoyl 3-bromophenyl methyl sulfimide

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With C61H40F4N2O3Ru In tetrahydrofuran at 25℃; for 0.5h; Molecular sieve; Schlenk technique; Inert atmosphere; Stage #2: 3-phenyl-5H-1,4,2-dioxazol-5-one In tetrahydrofuran at 25℃; for 18h; Molecular sieve; Schlenk technique; Inert atmosphere; enantioselective reaction;	99%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 128312-11-8
3-methylthiophenylboronic acid

: 10075-91-9
3,3'-di(methylthio)biphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate at 80℃; Suzuki-Miyaura Coupling;	98%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 34896-80-5
1-bromo-3-methanesulphonylbenzene

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; Stage #2: With sodium thiosulfate In dichloromethane; water	97%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃;	97%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;	96%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 5720-07-0
4-methoxyphenylboronic acid

: 95391-98-3
4-methoxy-3'-(methylthio)-1,1'-biphenyl

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In tetrahydrofuran; water for 10h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux;	97%

: 98-10-2
benzenesulfonamide

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 528576-23-0
N-(3-(methylthio)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine In acetonitrile at 55℃; for 48h; Temperature; Inert atmosphere; Irradiation; Glovebox;	97%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 536-74-3
phenylacetylene

: 1-methylsulfanyl-3-(phenylethynyl)benzene

Conditions

Conditions	Yield
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] In water at 45℃; for 5h; Sonogashira Cross-Coupling; Inert atmosphere;	96%
With potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C64H118O20 In water at 45℃; for 6h; Sonogashira Cross-Coupling; Inert atmosphere;	91%
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 90℃; Sonogashira coupling;	65%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 544-92-3
copper(I) cyanide

: 65052-48-4
3-cyanophenyl methyl sulfide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; Product distribution; Rate constant; other solvent;	95%
In N,N-dimethyl-formamide at 150℃;

: 33733-73-2
3-bromo-1-(methylthio)benzene

: tert-butyldimethyl(((3-phenylpropyl)sulfonyl)methoxy)silane

: methyl(3-((3-phenylpropyl)sulfonyl)phenyl)sulfane

Conditions

Conditions	Yield
With copper(l) iodide; cesium fluoride; L-proline; sodium hydroxide In dimethyl sulfoxide at 95℃; for 24h;	94%

: 75-77-4
chloro-trimethyl-silane

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 22515-28-2
trimethyl(3-(methylthio)phenyl)silane

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 25℃;	93%
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide

: 360-92-9
N,N-diethyl-2,2,2-trifluoroacetamide

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 2,2,2-trifluoro-1-(3-methylsulfanylphenyl)ethanone

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h;	93%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 96-32-2
bromoacetic acid methyl ester

: methyl 2-((3-bromophenyl)thio)acetate

Conditions

Conditions	Yield
In 2,2,2-trifluoroethanol at 100℃; for 24h;	93%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 151-50-8
potassium cyanide

: 65052-48-4
3-cyanophenyl methyl sulfide

Conditions

Conditions	Yield
With 18-crown-6 ether; tetrakis(triphenylphosphine) palladium(0) In benzene at 80℃; for 50h; Product distribution; Rate constant;	92%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 188539-86-8
(R)-1-bromo-3-(methylsulfinyl)benzene

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With manganese(II) triflate; N1,N2-bis(2-((R)-4-isopropyl-4,5-dihydrooxazol-2-yl)phenyl)benzene-1,2-diamine In acetonitrile at 20℃; for 6h; Inert atmosphere; Green chemistry; Stage #2: With 1-Adamantanecarboxylic acid; dihydrogen peroxide In isopropyl alcohol; acetonitrile at -20℃; for 2h; Inert atmosphere; Green chemistry; enantioselective reaction;	92%
With manganese(II) triflate; 1-Adamantanecarboxylic acid; C30H34N4O2; dihydrogen peroxide In water; isopropyl alcohol; acetonitrile at 20℃; for 0.0166667h; Flow reactor; enantioselective reaction;	90%
With manganese(II) triflate; C30H34N4O2; dihydrogen peroxide; acetic acid In dichloromethane; water at 0℃; for 1h; Inert atmosphere; enantioselective reaction;	80%
With titanium(IV) isopropylate; Diethyl tartrate; Cumene hydroperoxide In dichloromethane; water at -20℃; for 3h; Oxidation;	67%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: (S)-1-bromo-3-(methylsulfinyl)benzene

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With iron(III) trifluoromethanesulfonate; C59H88N4O4 In tetrahydrofuran at 35℃; for 0.5h; Inert atmosphere; Stage #2: With dihydrogen peroxide In tetrahydrofuran; water at 25℃; for 4h; Inert atmosphere; enantioselective reaction;	92%
With Cumene hydroperoxide; titanium BINOL derivative In tetrachloromethane at 25℃; for 72h;	36.5%

: 6-chloro-N-(pyridin-3-ylmethyl)pyridine-3-amine

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 6-chloro-N-(dipyridin-3-ylmethyl)-N-[3-(methylthio)phenyl]pyridine-3-amine

Conditions

Conditions	Yield
With sodium t-butanolate; bis(tri-t-butylphosphine)palladium(0) In 1,4-dioxane at 100℃; for 4h;	91%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 62-53-3
aniline

: 13313-45-6
N-(3-methylthiophenyl)phenylamine

Conditions

Conditions	Yield
With nickel(II) bromide trihydrate; N,N-dimethyl-cyclohexanamine; Eosin Y In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;	91%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 86-74-8
9H-carbazole

: C19H15NS

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere;	89.6%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 1644186-25-3
(S)-1-phenyl-2,2,2-trichloroethyl-N-mesyloxycarbamate

: (S)-S-methyl-S-(3-bromophenyl)-N-(((S)-2,2,2-trichloro-1-phenylethoxy)carbonyl)sulfilimine

Conditions

Conditions	Yield
With dmap; tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); 1,1’-methylenebis(4-dimethylaminopyridinium) dichloride; potassium carbonate In Isopropyl acetate; water at 23℃; for 4h; stereoselective reaction;	89%
With dmap; tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); 1,1’-methylenebis(4-dimethylaminopyridinium) dichloride; potassium carbonate In Isopropyl acetate; water at 25℃; for 4h; diastereoselective reaction;	89%

: 35356-70-8
Methyl 2-acetamidoacrylate

: 33733-73-2
3-bromo-1-(methylthio)benzene

: C13H16BrNO3S

Conditions

Conditions	Yield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium 2,2,2-trifluoroacetate In methanol; dichloromethane at 30℃; Irradiation;	89%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 3463-03-4
3-methylsulfanylphenol

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In 1,4-dioxane; water at 100℃; for 20h; Inert atmosphere; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; Inert atmosphere;	88%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 33733-73-2
3-bromo-1-(methylthio)benzene

: ((3-bromophenyl)thio)methyl acetate

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride In 1,2-dichloro-ethane at 130℃; Schlenk technique;	88%

: 420-04-2
CYANAMID

: 33733-73-2
3-bromo-1-(methylthio)benzene

: C8H7BrN2S

Conditions

Conditions	Yield
With N-Bromosuccinimide; potassium tert-butylate In methanol at 20℃; for 1h;	87%
With N-Bromosuccinimide; potassium tert-butylate In methanol at 20℃; for 1h;	87%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 333-27-7
methyl trifluoromethanesulfonate

: CF3O3S(1-)*C8H10BrS(1+)

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 60℃; for 12h;	87%

: 7321-55-3
2,2-dimethylmalononitrile

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 65052-48-4
3-cyanophenyl methyl sulfide

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With magnesium; lithium chloride In tetrahydrofuran at 23℃; Stage #2: 2,2-dimethylmalononitrile In tetrahydrofuran at 0 - 23℃; for 0.5h;	84%
Stage #1: 3-bromo-1-(methylthio)benzene With magnesium; lithium chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: 2,2-dimethylmalononitrile In tetrahydrofuran at 0 - 25℃; Inert atmosphere;	65%

: 1193-10-8
3-methyl-2,5-dihydrothiophen-1,1-dioxide

: 33733-73-2
3-bromo-1-(methylthio)benzene

: (Z)-methyl(3-(2-methylbuta-1,3-dien-1-yl)phenyl)sulfane

Conditions

Conditions	Yield
Stage #1: 3-methyl-2,5-dihydrothiophen-1,1-dioxide With o-phenylenebis(diphenylphosphine); potassium methanolate; palladium diacetate; potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere; Stage #2: 3-bromo-1-(methylthio)benzene In tetrahydrofuran at 20 - 110℃; for 37.3333h; Sealed tube; diastereoselective reaction;	84%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: 85909-08-6
tert-butyl 2-oxopyrrolidine-1-carboxylate

: 914954-35-1
[4-(3-methylsulfanyl-phenyl)-4-oxo-butyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-(methylthio)benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 1.66667h; Stage #2: tert-butyl 2-oxopyrrolidine-1-carboxylate In tetrahydrofuran; hexanes at -78℃; for 2h;	83%

: 33733-73-2
3-bromo-1-(methylthio)benzene

: iodobenzene dimethacrylate

: ((3-bromophenyl)thio)methyl methacrylate

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride In 1,2-dichloro-ethane at 130℃; Schlenk technique;	83%

3-Bromothioanisole Chemical Properties

Molecular Structure of 3-Bromothioanisole (CAS NO.33733-73-2):

IUPAC Name: 1-bromo-3-methylsulfanylbenzene
Molecular Formula: C₇H₇BrS
Molecular Weight: 203.099480 g/mol
Density: 1.52 g/cm³
Water Solubility: 44.67 mg/L at 25 °C
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 25.3Å²
Index of Refraction: 1.624
Molar Refractivity: 47.11 cm³
Molar Volume: 133.3 cm³
Surface Tension: 45.8 dyne/cm
Sensitive: Stench
BRN: 2078598
Flash Point: 97.4 °C
Enthalpy of Vaporization: 45.49 kJ/mol
Boiling Point: 237.4 °C at 760 mmHg
Vapour Pressure: 0.0692 mmHg at 25°C
Categories: Miscellaneous; Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds

3-Bromothioanisole Safety Profile

Hazard Codes: Xi
Safety Statements: 23-24/25
R23 :Toxic by inhalation.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
WGK Germany: 3
Hazard Note: Irritant/Stench
HazardClass: Irritant/Stench

3-Bromothioanisole Specification

3-Bromothioanisole , with CAS number of 33733-73-2, can be called 1-Bromo-3-(methylsulfanyl)benzene ; 1-Bromo-3-(methylthio)benzene ; 3-(Methylthio)bromobenzene ; 3-Bromophenyl methylsulfide ; Methyl m-bromophenyl sulfide ; m-Bromo(methylthio)benzene ; m-Bromophenyl methyl sulfide ; m-Bromothioanisole . It is a pale-yellow liquid.

Product Name

3-Bromothioanisole

Synthetic route

3-Bromothioanisole Chemical Properties

3-Bromothioanisole Safety Profile

3-Bromothioanisole Specification

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