2-Methylphenylboronic acid
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) at 90℃; for 0.0833333h; Reagent/catalyst; Microwave irradiation; | 100% |
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h; | 88% |
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h; | 81% |
Conditions | Yield |
---|---|
With potassium iodide In water at 25℃; for 0.0833333h; Sandmeyer Reaction; | 96% |
With iodine; potassium iodide In dimethyl sulfoxide at 15℃; | |
With diiodomethane; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction; | 53 %Chromat. |
With trimethylsilyl iodide at 60 - 70℃; Inert atmosphere; Ionic liquid; |
Conditions | Yield |
---|---|
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 150℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation; | 89% |
With copper(l) iodide; pyrographite In neat (no solvent) at 150℃; for 23h; | 86% |
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube; | 28% |
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.166667h; | 86% |
Conditions | Yield |
---|---|
With indium; water for 11h; ultrasound; | 85% |
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.333333h; | 80% |
tri-tert-butyl phosphine
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
In benzene-d6 at 70℃; Equilibrium constant; | 79% |
Conditions | Yield |
---|---|
Stage #1: o-toluidine With sulfuric acid; silica gel; sodium nitrite at 20℃; grinding; Neat (no solvent); Stage #2: With water at 20℃; grinding; Neat (no solvent); Stage #3: With potassium iodide at 20℃; for 0.166667h; Sandmeyer reaction; grinding; Neat (no solvent); | 78% |
Diazotization.Behandlung der Diazoniumsulfatloesung mit Jodwasserstoffsaeure; | |
Multi-step reaction with 2 steps 1: 1) HCl, NaNO2, 2) K2CO3 / 1) H2O, 0 degC, 30 min 2: 72 percent / NaI, sulfonic acid resin (H+ form, Bio-Rad AG 50W-12) / acetonitrile / 0.13 h / 75 °C View Scheme |
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Substitution; | 75% |
carbon monoxide
1-iodyl-2-methylbenzene
A
ortho-methylbenzoic acid
B
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With sodium tetrachloropalladate; sodium carbonate In water at 40℃; for 10h; Yields of byproduct given; | A 74% B n/a |
3,3-diethyl-1-(o-tolyl)triaz-1-ene
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With sulfonic acid resin (H+ form, Bio-Rad AG 50W-12); sodium iodide In acetonitrile at 75℃; for 0.133333h; | 72% |
Conditions | Yield |
---|---|
With iodine; lithium perchlorate In various solvent(s) Ambient temperature; anodic oxidation; | A 30% B 70% |
With dinitrogen tetraoxide; pyrographite; ferric nitrate; sodium iodide at 20℃; for 20h; | A 40% B 60% |
With iodine In nitromethane at 120℃; for 1h; Sealed tube; Overall yield = 88 %; regioselective reaction; | A 41% B 47% |
Conditions | Yield |
---|---|
With potassium hydrogensulfate; isoquinolinium dichromate; potassium iodide In water at 20℃; Reagent/catalyst; Temperature; Sonication; | 69% |
With isoquinolinium dichromate; tetra-(n-butyl)ammonium iodide In water at 25 - 30℃; for 4h; Reagent/catalyst; | 66% |
With iodine; silver perchlorate; calcium carbonate Ausschluss von Licht; | |
With sulfuric acid; iodine; nitric acid; acetic acid |
4-Phenyl-1-butene
4-Iodobenzotrifluoride
(4-4′-di-tert-butyl-2,2′-bipyridine)NiII(2-tolyl)(I)
A
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
With monoisopropoxy(phenyl)silane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; (±)N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II); 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate at 22℃; Reagent/catalyst; Inert atmosphere; Glovebox; | A 5% B 68% C 1.7% |
Conditions | Yield |
---|---|
With hydrogen sulfide In Hexadecane; toluene at 180℃; under 3000.3 Torr; for 18h; Autoclave; | A 9 %Chromat. B 54% |
Conditions | Yield |
---|---|
With N-iodo-succinimide; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; iodine; caesium carbonate In 1,2-dichloro-ethane at 50℃; for 24h; Inert atmosphere; Irradiation; Sealed tube; | 52% |
With potassium phosphate; iodine In acetonitrile at 140℃; for 16h; Temperature; Solvent; Glovebox; Inert atmosphere; chemoselective reaction; | 40% |
Conditions | Yield |
---|---|
Stage #1: 2-methylchlorobenzene With potassium fluoride; 1,1,1,2,2,2-hexamethyldisilane; water; tris-(dibenzylideneacetone)dipalladium(0); CyJohnPhos In 1,4-dioxane at 100℃; for 24h; Stage #2: With Iodine monochloride In 1,4-dioxane; dichloromethane at 20℃; for 4h; Further stages.; | 51% |
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 200℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation; |
2-(chloromethyl)iodobenzene
A
ortho-methylphenyl iodide
B
phenanthrene
C
9,10-dihydrophenanthrene
D
1,1'-(1,2-Ethylenediyl)bis(2-iodobenzene)
Conditions | Yield |
---|---|
With magnesium at 600℃; | A 1% B 12% C 31% D 40% |
Conditions | Yield |
---|---|
With diethyl ether unter Kuehlung; |
Conditions | Yield |
---|---|
With diethyl ether; iodine |
di-o-tolyl-iodonium ; iodide
ortho-methylphenyl iodide
Conditions | Yield |
---|---|
at 155℃; |
2-methylphenyl bromide
A
ortho-methylphenyl iodide
B
2,2'-dimethyl-1,1'-biphenyl
Conditions | Yield |
---|---|
With tributylphosphine; potassium iodide; nickel dibromide In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide at 50℃; for 3h; | A 66 % Chromat. B 23 % Chromat. |
toluene
trifluoroacetic acid
A
ortho-methylphenyl iodide
B
4-tolyl iodide
C
benzyl trifluoroacetate
D
benzaldehyde
Conditions | Yield |
---|---|
With cobalt(III) acetate; potassium iodide In water at 25℃; for 0.166667h; Product distribution; Mn(OAc)3 or (NH4)2Ce(SO4)3 instead Co(OAc)3; object of study: oxidative iodination promoted by Co(III), Ni(III) or Ce(IV); | |
With cobalt(III) acetate In water at 25℃; for 0.166667h; Yield given. Yields of byproduct given; |
toluene
A
ortho-methylphenyl iodide
B
3-Iodotoluene
C
4-tolyl iodide
Conditions | Yield |
---|---|
With iodine In acetonitrile Mechanism; Product distribution; electrochemical iodination in presence of benzene; anode: platinum beaker, cathode: nickel spiral, electrolyte: sodium perchlorate; further reagent (CH3-C=N-I)(1+)*ClO4(1-); | |
With aluminum oxide; iodine for 20h; Ambient temperature; Yield given. Yields of byproduct given; |
toluene
A
ortho-methylphenyl iodide
B
4-tolyl iodide
C
benzyl trifluoroacetate
D
benzaldehyde
Conditions | Yield |
---|---|
With cobalt(III) acetate; trifluoroacetic acid In water at 25℃; for 0.166667h; Yield given. Yields of byproduct given; |
toluene
A
ortho-methylphenyl iodide
B
3-Iodotoluene
C
4-tolyl iodide
Conditions | Yield |
---|---|
With Silicon dibromide; Iodine monochloride at -90℃; Product distribution; |
Conditions | Yield |
---|---|
With iodine; silver trifluoroacetate In dichloromethane |
A
ortho-methylphenyl iodide
B
2-Fluorotoluene
C
para-iodoanisole
D
methoxybenzene
Conditions | Yield |
---|---|
With cesium fluoride In acetonitrile at 85℃; for 0.666667h; GC-MS estimated relative yields; |
A
p-fluorotoluene
B
ortho-methylphenyl iodide
C
2-Fluorotoluene
D
4-tolyl iodide
E
toluene
Conditions | Yield |
---|---|
With cesium fluoride In acetonitrile at 85℃; for 0.666667h; GC-MS estimated relative yields; |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 12h; Inert atmosphere; | 100% |
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 5h; ultrasonic acceleration of reduction; | 95% |
With 2,2'-azobis(isobutyronitrile); poly(n-hexylsilane) In benzene-d6 at 82 - 85℃; for 3h; sealed; | 99 % Spectr. |
ortho-methylphenyl iodide
benzene-1,4-diboronic acid bispinacol ester
2,2”-dimethyl-1,1‘:4’,1“-terphenyl
Conditions | Yield |
---|---|
With silver carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 16h; Suzuki cross-coupling reaction; Heating; | 100% |
ortho-methylphenyl iodide
trimethylsilylacetylene
trimethyl[(2-methylphenyl)ethynyl]silane
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 50℃; for 6h; Inert atmosphere; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 50℃; for 4h; Sonogashira Cross-Coupling; Inert atmosphere; | 98% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira Cross-Coupling; Inert atmosphere; | 97% |
ortho-methylphenyl iodide
1-(1-heptynyl)-2-methylbenzene
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In 1,2-dimethoxyethane; n-heptane at 85℃; for 3h; | 100% |
ortho-methylphenyl iodide
para-thiocresol
(2‑methylphenyl)(4‑methylphenyl) sulfide
Conditions | Yield |
---|---|
Stage #1: para-thiocresol With potassium hydroxide In methanol at 70℃; for 0.25h; Inert atmosphere; Schlenk technique; Green chemistry; Stage #2: ortho-methylphenyl iodide With copper(l) iodide In methanol at 110℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry; | 100% |
With sodium hydroxide; copper(l) iodide; tetrabutylammomium bromide In toluene for 22h; Ullmann coupling; Heating; | 96% |
With caesium carbonate In 1,4-dioxane; N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere; | 91% |
With copper(ll) sulfate pentahydrate; caesium carbonate; sodium L-ascorbate In dodecane at 100℃; for 16h; Catalytic behavior; Schlenk technique; Green chemistry; | 90% |
With pyridine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation; | 92 %Spectr. |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide; palladium diacetate; triphenylphosphine In water; toluene at 80℃; for 12h; Inert atmosphere; Sealed vial; regioselective reaction; | 100% |
ortho-methylphenyl iodide
stilbene
1-(2-Methylphenyl)-1,2-diphenylethen
Conditions | Yield |
---|---|
With silver(I) acetate; palladium diacetate In acetic acid at 110℃; for 6h; Heck Reaction; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With 3-(2-(diphenylarsinyl)benzyl)-1-phenyl-1H-imidazol-3-ium chloride; palladium diacetate; caesium carbonate In ISOPROPYLAMIDE at 60℃; for 19h; Suzuki coupling; Inert atmosphere; | 99% |
With sodium carbonate In water at 100℃; Suzuki-Miyaura reaction; | 99.5% |
With potassium carbonate In toluene at 80℃; for 6h; Suzuki coupling; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; sodium t-butanolate In 1,2-dimethoxyethane at 70℃; for 24h; Inert atmosphere; | 99% |
With copper(l) iodide; 2.9-dimethyl-1,10-phenanthroline; sodium t-butanolate In toluene at 110℃; for 24h; | 96% |
With sodium t-butanolate; copper(l) iodide; 2.9-dimethyl-1,10-phenanthroline In toluene at 110℃; for 24h; Product distribution / selectivity; | 96% |
ortho-methylphenyl iodide
acrylic acid methyl ester
methyl (E)-3-(2-methylphenyl)-2-propenoate
Conditions | Yield |
---|---|
With trihexyl(tetradecyl)phosphonium chloride; sodium acetate; palladium diacetate In water at 50℃; for 2h; Heck reaction; | 99% |
With triethylamine; bis-<(4-Cl-2-PdCl-Ph)-(4-Cl-Ph)-methanone oxime> In N,N-dimethyl-formamide at 110℃; for 3h; Product distribution; Further Variations:; Reaction partners; Reagents; Temperatures; Heck-Mizoroki reaction; | 99% |
With triethylamine In water; N,N-dimethyl-formamide; toluene at 100℃; for 20h; Mizoroki-Heck reaction; | 99% |
Conditions | Yield |
---|---|
With copper(l) iodide; rac-N2,N2'-bis(benzyl)-1,1'-binaphthyl-2,2'-diamine; potassium carbonate In N,N-dimethyl-formamide at 140 - 145℃; for 8h; Sonogashira coupling; Inert atmosphere; | 99% |
With C19H25CuN5(1+)*F6P(1-); potassium carbonate In N,N-dimethyl-formamide at 135 - 140℃; Sonogashira Cross-Coupling; Sealed tube; | 99% |
With palladium diacetate; potassium carbonate In ethanol at 80℃; for 24h; | 99% |
ortho-methylphenyl iodide
4-methylphenylboronic acid
2,4'-dimethylbiphenyl
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 80℃; for 12h; Suzuki-Miyaura coupling; Inert atmosphere; | 99% |
With Ti0998Pd0002; potassium carbonate In methanol at 120℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; | 88% |
With potassium hydroxide; PEG-PS resin-supported Pd-monophosphine at 25℃; for 24h; | 80% |
With potassium carbonate In ethanol; water at 80℃; for 3h; Suzuki Coupling; | 95 %Chromat. |
ortho-methylphenyl iodide
2-Methylphenylboronic acid
2,2'-dimethyl-1,1'-biphenyl
Conditions | Yield |
---|---|
With potassium carbonate In ethanol Suzuki-Miyaura Coupling; Schlenk technique; Heating; | 99% |
With potassium phosphate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In toluene at 20℃; for 2.5h; Suzuki cross-coupling; | 98% |
With potassium fluoride; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 5h; Suzuki cross-coupling; | 98% |
ortho-methylphenyl iodide
4-acetylphenylboronic acid
4-acetyl-2'-methylbiphenyl
Conditions | Yield |
---|---|
With silver tetrafluoroborate; C16H36N(1+)*C32H25Cl2Fe2N2O3PdS(1-); potassium carbonate In water for 0.25h; Suzuki coupling; Microwave irradiation; | 99% |
With potassium fluoride; silver tetrafluoroborate; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 20h; Suzuki cross-coupling; | 98% |
With potassium phosphate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In toluene at 20℃; for 1h; Suzuki cross-coupling; | 96% |
With potassium fluoride; potassium carbonate In water at 100℃; for 6h; Suzuki-Miyaura coupling; | 93% |
ortho-methylphenyl iodide
4-methoxy-aniline
N-(4-methoxyphenyl)-2-methylbenzenamine
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); sodium t-butanolate; DavePhos In 1,4-dioxane at 45℃; | 99% |
With palladium diacetate; P(i-BuNCH2CH2)3N; sodium t-butanolate In toluene at 80℃; | 95% |
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 45℃; for 15h; | 92% |
With sodium t-butanolate; C42H52O3NP; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 45℃; | 89% |
With potassium phosphate; tris(1,10-phenanthroline)ruthenium(II) complex; [Ni(2,2′:6′,2''-terpyridine)(pyridine)(CH3CN)2](PF6)2 In acetonitrile for 24h; Irradiation; | 30% |
ortho-methylphenyl iodide
2-methyl-but-3-yn-2-ol
2-methyl-4-(2-methylphenyl)-3-butyn-2-ol
Conditions | Yield |
---|---|
With copper(l) iodide; tetra-(n-butyl)ammonium iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 70℃; for 2.5h; | 99% |
With potassium carbonate; copper(l) chloride In methanol; acetonitrile at 25 - 30℃; for 12h; Sonogashira Cross-Coupling; Inert atmosphere; Irradiation; | 90% |
With copper(l) iodide; tetra-(n-butyl)ammonium iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride |
ortho-methylphenyl iodide
bicyclopropylidene
acrylic acid methyl ester
Conditions | Yield |
---|---|
With tetraethylammonium chloride; potassium carbonate; triphenylphosphine; palladium diacetate In acetonitrile at 80℃; for 48h; domino Heck-Diels-Alder reaction; | 99% |
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride; copper(l) iodide; 1,10-Phenanthroline In toluene at 110℃; for 8h; | 99% |
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In N,N-dimethyl-formamide at 80℃; for 23h; | 95% |
With aluminum oxide; potassium fluoride; copper(l) iodide; N,N'-Dibenzylethylenediamine In toluene at 110℃; for 3h; Ullmann reaction; Inert atmosphere; | 90% |
ortho-methylphenyl iodide
acrylic acid
(E)-3-(2-methylphenyl)acrylic acid
Conditions | Yield |
---|---|
With potassium hydroxide; PS-PEG-NH-C(O)C6H4PPh2-PdCl(η3-C3H5) at 50℃; Heck reaction; | 99% |
With tri-n-propylamine; triphenylphosphine; 3-methyl-1-[2-(perfluorodecyl)ethyl]imidazolium iodide; palladium diacetate In various solvent(s) at 120℃; for 2h; Mizoroki-Heck arylation; | 91% |
With sodium carbonate In water at 120℃; for 12h; Green chemistry; | 62.3% |
With potassium carbonate In water at 80℃; for 20h; Heck reaction; | 47 %Spectr. |
Conditions | Yield |
---|---|
With copper(II) sulfide; iron; potassium carbonate In dimethyl sulfoxide at 110℃; for 6h; Inert atmosphere; chemoselective reaction; | 99% |
With copper(I) oxide; [2,2]bipyridinyl; magnesium In N,N-dimethyl-formamide at 110℃; for 30h; | 92% |
With magnesium In N,N-dimethyl-formamide at 110℃; for 30h; Inert atmosphere; Schlenk technique; Green chemistry; | 90% |
Conditions | Yield |
---|---|
With potassium carbonate at 120℃; for 0.5h; Catalytic behavior; Heck Reaction; | 99% |
With triethylamine at 100℃; for 1.66667h; Reagent/catalyst; Heck Reaction; Sealed tube; | 98% |
With triethylamine In N,N-dimethyl-formamide at 85℃; for 0.333333h; Catalytic behavior; Solvent; Heck Reaction; | 97% |
ortho-methylphenyl iodide
acrylic acid n-butyl ester
butyl (2E)-3-(2-methylphenyl)acrylate
Conditions | Yield |
---|---|
With C68H96Br2N2O8P2Pd2; triethylamine; 3,3'-di-tert-butyl-5,5'-dimethoxybiphenyl-2,2'-diyl diisopropylphosphoramidite In 1-methyl-pyrrolidin-2-one at 80℃; for 16h; Mizoroki-Heck reaction; Inert atmosphere; regioselective reaction; | 99% |
With tributyl-amine; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In 1-methyl-pyrrolidin-2-one at 140℃; for 15h; Heck Reaction; Inert atmosphere; | 99% |
With 4,4’‐bis(trimethylammoniummethyl)‐2,2’‐bipyridine; diamminedichloropalladium(II); tributyl-amine In water at 140℃; for 48h; Mizoroki-Heck cross-coupling; Sealed tube; | 95% |
ortho-methylphenyl iodide
(3E)-4-[isopropoxy(dimethyl)silyl]-1-phenylbut-3-an-1-ol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran at 20℃; for 3h; | 99% |
ortho-methylphenyl iodide
N-o-tolyl-hydrazinecarboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Heating; | 99% |
ortho-methylphenyl iodide
(R)-N-methyl-3-phenyl-3-hydroxypropylamine
atomoxetine hydrochloride
Conditions | Yield |
---|---|
Stage #1: ortho-methylphenyl iodide; (R)-N-methyl-3-phenyl-3-hydroxypropylamine With potassium carbonate; copper(l) iodide In toluene at 148℃; for 21h; Ullmann type reaction; Heating / reflux; Stage #2: With hydrogenchloride In water pH=1 - 2; Stage #3: With sodium hydroxide In water pH=11 - 12; | 99% |
Stage #1: ortho-methylphenyl iodide; (R)-N-methyl-3-phenyl-3-hydroxypropylamine With potassium carbonate; copper(l) iodide In toluene at 148℃; for 21h; Ullmann type reaction; Heating / reflux; Stage #2: With hydrogenchloride In water pH=1 - 2; Stage #3: With sodium hydroxide In water pH=11 - 12; | 94% |
Stage #1: ortho-methylphenyl iodide; (R)-N-methyl-3-phenyl-3-hydroxypropylamine With potassium phosphate; copper(l) iodide In toluene for 24h; Ullmann type reaction; Heating / reflux; Stage #2: With hydrogenchloride In water pH=1 - 2; Stage #3: With sodium hydroxide In water pH=12 - 14; | 82% |
ortho-methylphenyl iodide
p-toluidine
N-(4-methylphenyl)-2-methylaniline
Conditions | Yield |
---|---|
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 48h; | 99% |
With nickel(II) iodide; potassium phosphate; 2-Phenyl-1,3,2-dioxaborinane In 1,4-dioxane at 115℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere; chemoselective reaction; | 86% |
triethylsilane
ortho-methylphenyl iodide
(2-methylphenyl)triethylsilane
Conditions | Yield |
---|---|
With potassium phosphate; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate In 1-methyl-pyrrolidin-2-one at 20℃; for 96h; | 99% |
1-octyl-4-phenyl-1H-[1,2,3]triazole
ortho-methylphenyl iodide
1-N-octyl-4-phenyl-5-(2-tolyl)-1H-1,2,3-triazole
Conditions | Yield |
---|---|
With copper(l) chloride; lithium tert-butoxide In N,N-dimethyl-formamide at 140℃; for 9h; Inert atmosphere; | 99% |
With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; regioselective reaction; | 98% |
ortho-methylphenyl iodide
1,2,4-trimethyl-5-[(2-methylphenyl)ethynyl]benzene
Conditions | Yield |
---|---|
With potassium phosphate; C28H47ClN4P2Pd In 1,4-dioxane; ethylene glycol at 140℃; for 0.25h; Sonogashira coupling; Inert atmosphere; | 99% |
The 2-Iodotoluene, with the CAS registry number 615-37-2, is also known as Benzene, 1-iodo-2-methyl-. It belongs to the product categories of Aromatic Hydrocarbons (substituted) & Derivatives; Halogen Toluene; Iodine Compounds. Its EINECS registry number is 210-422-9. This chemical's molecular formula is C7H7I and molecular weight is 218.03. What's more, both its IUPAC name and systematic name are the same which is called 1-Iodo-2-methylbenzene. It should be stored in a cool, dry and well-ventilated place.
Physical properties about 2-Iodotoluene are: (1)ACD/LogP: 3.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.95; (4)ACD/LogD (pH 7.4): 3.95; (5)ACD/BCF (pH 5.5): 591.34; (6)ACD/BCF (pH 7.4): 591.34; (7)ACD/KOC (pH 5.5): 3354.92; (8)ACD/KOC (pH 7.4): 3354.92; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 43.985 cm3; (15)Molar Volume: 127.781 cm3; (16)Polarizability: 17.437×10-24cm3; (17)Surface Tension: 39.591 dyne/cm; (18)Density: 1.706 g/cm3; (19)Flash Point: 90 °C; (20)Enthalpy of Vaporization: 42.953 kJ/mol; (21)Boiling Point: 211.499 °C at 760 mmHg; (22)Vapour Pressure: 0.264 mmHg at 25 °C.
Preparation of 2-Iodotoluene: this chemical can be prepared by methylbenzene. This reaction needs reagents N-iodosuccinimide, FeCl3 and solvent acetonitrile at temperature of 60 °C. The reaction time is 1 hour. The yield is 43 %.
Uses of 2-Iodotoluene: it is used to produce other chemicals. For example, it can react with peroxyacetic acid to get 2-diacetoxyiodanyl-toluene. The reaction time is 23 min. The yield is 93 %.
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1) SMILES: Ic1ccccc1C
(2) InChI: InChI=1S/C7H7I/c1-6-4-2-3-5-7(6)8/h2-5H,1H3
(3) InChIKey: RINOYHWVBUKAQE-UHFFFAOYSA-N
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