2-o-tolylethanol
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With periodic acid; pyridinium chlorochromate In acetonitrile | 98% |
With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃; | 98% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; W(OTf)6; hydrogen; acetic acid at 50℃; under 760.051 Torr; for 12h; | 98% |
With palladium on activated carbon; W(OTf)6; hydrogen In acetic acid at 50℃; under 760.051 Torr; for 12h; | 97% |
ethyl 2-(2-methylphenyl)acetate
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In 1,4-dioxane at 60℃; for 2h; pH=10 - 14; | 97% |
With potassium hydroxide In ethanol at 20℃; for 15h; | 0.33 g |
2-tolylmethylnitrile
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 1.25h; Green chemistry; | 94% |
With sulfuric acid; acetic acid | |
With potassium hydroxide; dihydrogen peroxide Behandlung mit Salzsaeure; |
1-(pyrrolidin-1-yl)-2-(o-tolyl)ethan-1-one
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane for 41h; Heating; | 91% |
Conditions | Yield |
---|---|
With potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene Reflux; | 90% |
Conditions | Yield |
---|---|
With cobalt(II) pyridine-2-carboxylate; palladium diacetate; sodium hydroxide In methanol at 150℃; under 11251.1 Torr; for 6h; Autoclave; | 89% |
With palladium hydroxide, 20 wt% on carbon; tetrabutylammomium bromide; water In tetrahydrofuran at 110℃; under 7500.75 Torr; for 4h; Sealed tube; Autoclave; | 65% |
carbon monoxide
1-chloromethyl-2-methylbenzene
o-methylphenylacetic acid
Conditions | Yield |
---|---|
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry; Stage #2: 1-chloromethyl-2-methylbenzene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction; | 88% |
With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; under 11251.1 Torr; for 20h; Autoclave; regioselective reaction; | 83% |
With sodium hydroxide; cerium(III) chloride; cetyltrimethylammonim bromide; nickel cyanide In toluene at 85 - 95℃; under 1 Torr; for 7.25h; | 55% |
carbon monoxide
phthalyl alcohol
A
isochroman-3-one
B
o-xylene
C
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction; | A 88% B n/a C 9% |
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 120℃; under 68400 Torr; for 42h; Carbonylation; reduction; | A 13% B n/a C 52% |
carbon monoxide
Triethyl-(2-methyl-benzyl)-ammonium; chloride
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide; dicobalt octacarbonyl at 65℃; Irradiation; | 85% |
carbon monoxide
Triethyl-(2-methyl-benzyl)-ammonium; bromide
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide; dicobalt octacarbonyl at 65℃; Irradiation; | 85% |
carbon dioxide
N,N,N-trimethyl-1-(o-tolyl)methanaminium iodide
o-methylphenylacetic acid
Conditions | Yield |
---|---|
Stage #1: carbon dioxide; N,N,N-trimethyl-1-(o-tolyl)methanaminium iodide With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; nickel(II) bromide 2-methoxyethyl ether complex In N,N-dimethyl-formamide at 90℃; under 760.051 Torr; for 72h; Schlenk technique; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; Schlenk technique; | 82% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 12h; Inert atmosphere; | 80% |
carbon monoxide
2-methylbenzyl bromide
A
o-methylphenylacetic acid
B
1,2-bis(2-methylphenyl)ethane
C
1,3-bis(2-methylphenyl)-2-propanone
D
o-Tolyl-acetic acid 2-methyl-benzyl ester
Conditions | Yield |
---|---|
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; dichloromethane at 25℃; under 760 Torr; for 24h; | A 69% B 10% C 7% D 18% |
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; dichloromethane at 25℃; under 760 Torr; for 24h; | A 69% B 10% C 7% D 18% |
carbon monoxide
2-methylbenzyl bromide
A
o-xylene
B
o-methylphenylacetic acid
C
1,2-bis(2-methylphenyl)ethane
Conditions | Yield |
---|---|
With sodium hydroxide; cobalt tricarbonyl nitrosyl; trimethyldodecylammonium chloride In benzene under 760 Torr; Ambient temperature; | A 4% B 68% C 12% D 10% |
2-methylbenzyl bromide
A
o-xylene
B
o-methylphenylacetic acid
C
1,2-bis(2-methylphenyl)ethane
Conditions | Yield |
---|---|
With sodium hydroxide; cobalt tricarbonyl nitrosyl; carbon monoxide; trimethyldodecylammonium chloride In benzene under 760 Torr; Ambient temperature; | A 4% B 68% C 12% D 10% |
Conditions | Yield |
---|---|
With potassium hydroxide; dicobalt octacarbonyl; N-benzyl-N,N,N-triethylammonium chloride In benzene under 760 Torr; for 12h; Ambient temperature; | 67% |
carbon monoxide
phthalyl alcohol
A
isochroman-3-one
B
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); hydrogen iodide In acetone at 90℃; under 68400 Torr; for 42h; | A 56% B 9 % Spectr. |
Conditions | Yield |
---|---|
With bis(2-pyridyl)methane; xanth-9-one; nickel(II) chloride hexahydrate; potassium tert-butylate In benzene at 20℃; under 760.051 Torr; for 4h; Reagent/catalyst; Irradiation; Schlenk technique; | 55% |
1,1-dibromo-2-(2-methylphenyl)ethene
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With PEG-400; sodium hydroxide; bis[1,2-bis(diphenylphosphino)ethane]palladium(0) In dichloromethane at 60 - 65℃; for 17h; | 51% |
Multi-step reaction with 2 steps 1: 99 percent / H2O / ethyl acetate / 12 h / 20 °C 2: 91 percent / aq. HCl / dioxane / 41 h / Heating View Scheme |
Conditions | Yield |
---|---|
Stage #1: sodium cyanide; 2-methylphenyl aldehyde With sodium disulfite In water Stage #2: With hydrogenchloride at 20℃; for 12h; | 38% |
carbon monoxide
2-methylbenzyl bromide
A
o-methylphenylacetic acid
B
o-Tolyl-acetic acid 2-methyl-benzyl ester
Conditions | Yield |
---|---|
With sodium hydroxide; η6-C6H6BPh3-Rh(COD)+; tetra-n-hexylammonium hydrogen sulfate In dichloromethane at 40℃; under 760 Torr; | A 35% B 20% |
Conditions | Yield |
---|---|
With silver(I) acetate; sodium acetate; palladium dichloride at 130℃; for 24h; Schlenk technique; Inert atmosphere; | 18% |
diazomethane
2-methylchlorobenzene
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With diethyl ether Eintragen einer Loesung des Reaktionsprodukts in Dioxan in eine warme Suspension von Silberoxid in Natriumthiosulfat enthaltender wss. Natriumcarbonat-Loesung; |
Conditions | Yield |
---|---|
With potassium permanganate; acetic acid at 0℃; |
Conditions | Yield |
---|---|
With sodium; diethylmercury Durchleiten von Kohlendioxyd; | |
Multi-step reaction with 3 steps 1: bromine 2: alcohol 3: hydrogen peroxide; potassium hydroxide / Behandlung mit Salzsaeure View Scheme | |
Multi-step reaction with 2 steps 1: dichloro[4,5-bis(diphenylphosphino)-9,9’-dimethylxanthene]palladium(II); di-tert-butyl peroxide / 16 h / 120 °C / 7600.51 Torr 2: water; sodium hydroxide / 1,4-dioxane / 2 h / 60 °C / pH 10 - 14 View Scheme | |
Multi-step reaction with 4 steps 1: chlorine / 4 h / 95 °C / Photolysis 2: iron(III) chloride; N-benzyl-N,N,N-triethylammonium chloride; boric acid / water / 1 h / 30 °C 3: sodium hydroxide / 6 h / 95 °C 4: hydrogenchloride; water / 20 °C View Scheme |
2-tolylmethylnitrile
A
o-methylphenylacetic acid
B
2-methylphenethylamine
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
With hydrogen; palladium In ethyl acetate |
Conditions | Yield |
---|---|
With sulfuric acid at 0℃; for 8h; Reflux; Inert atmosphere; | 100% |
With sulfuric acid for 6.5h; Inert atmosphere; Reflux; | 99% |
With sulfuric acid at 28℃; for 12h; | 98% |
Conditions | Yield |
---|---|
With N-(tert-butyloxycarbonyl)-L-isoleucine; oxygen; palladium diacetate; p-benzoquinone In tert-Amyl alcohol at 85℃; under 760.051 Torr; for 48h; regioselective reaction; | 100% |
With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; oxygen; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 90℃; under 760.051 Torr; for 2h; | 97% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 100% |
Conditions | Yield |
---|---|
Stage #1: o-methylphenylacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1h; Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran; water for 16h; | 99% |
o-methylphenylacetic acid
2-(3,4'-dimethylbiphenyl-2-yl)acetic acid
Conditions | Yield |
---|---|
With palladium diacetate; potassium hydrogencarbonate; N-acetyl-L-isoleucine; silver carbonate; p-benzoquinone In tert-Amyl alcohol for 2h; Heating; | 99% |
o-methylphenylacetic acid
O-(2,3-dimethylbut-2-enyl)hydroxylamine hydrochloride
N-(2,3-dimethylbut-2-enyloxy)-2-o-tolylacetamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h; | 99% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 80℃; for 18h; Reagent/catalyst; Sealed tube; | 99% |
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h; | 99% |
o-methylphenylacetic acid
methyl o-tolylacetate
Conditions | Yield |
---|---|
With sulfuric acid In methanol | 98% |
With sulfuric acid In methanol | 98% |
With sulfuric acid In formic acid for 6h; Reflux; |
o-methylphenylacetic acid
(1R,2R)-pseudoephedrine
N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-o-tolylacetamide
Conditions | Yield |
---|---|
With dmap; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 98% |
o-methylphenylacetic acid
2-(4'-fluoro-3-methylbiphenyl-2-yl)acetic acid
Conditions | Yield |
---|---|
With palladium diacetate; potassium hydrogencarbonate; N-acetyl-L-isoleucine; silver carbonate; p-benzoquinone In tert-Amyl alcohol for 2h; Heating; | 98% |
o-methylphenylacetic acid
2-o-tolylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether | 97% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Inert atmosphere; Schlenk technique; Reflux; | 88% |
With hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 24h; | 84% |
o-methylphenylacetic acid
2-chloromethylphenylacetic acid
chlorobenzene
phenylacetic acid
Conditions | Yield |
---|---|
With sulfuryl dichloride | 96.8% |
o-methylphenylacetic acid
N,O-dimethylhydroxylamine*hydrochloride
N-methoxy-N-methyl-2-(2-methylphenyl)acetamide
Conditions | Yield |
---|---|
Stage #1: o-methylphenylacetic acid; N,O-dimethylhydroxylamine*hydrochloride In chloroform for 0.166667h; Cooling with ice; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform for 0.166667h; Stage #3: With triethylamine In chloroform for 3.16667h; | 96% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; | 94% |
Stage #1: o-methylphenylacetic acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0℃; for 0.25h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 20℃; for 1h; chemoselective reaction; | 80% |
o-methylphenylacetic acid
ethyl acrylate
(E)-2-(2-(3-ethoxy-3-oxoprop-1-en-1-yl)-6-methylphenyl)acetic acid
Conditions | Yield |
---|---|
With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; oxygen; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 90℃; under 760.051 Torr; for 2h; Kinetics; Mechanism; Reagent/catalyst; | 96% |
With (S)-acetamidoalanine; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 90℃; for 2h; | 54% |
trimethylsilyl cyanide
o-methylphenylacetic acid
3-(o-tolyl)propanenitrile
Conditions | Yield |
---|---|
Stage #1: o-methylphenylacetic acid With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; iodine In chloroform at 60℃; Inert atmosphere; Stage #2: trimethylsilyl cyanide With tetrabutyl ammonium fluoride In tetrahydrofuran; chloroform at 60℃; for 5h; Reagent/catalyst; Inert atmosphere; chemoselective reaction; | 96% |
Conditions | Yield |
---|---|
With β-cyclodextrin-SO3H In neat (no solvent) at 70℃; for 3h; | 96% |
o-methylphenylacetic acid
1-bromomethyl-4-nitro-benzene
o-Tolylacetic acid 4-nitro-benzyl ester
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene at 50℃; for 20h; | 95% |
o-methylphenylacetic acid
2-(4'-chloro-3-methyl-[1,1'-biphenyl]-2-yl)acetic acid
Conditions | Yield |
---|---|
With palladium diacetate; potassium hydrogencarbonate; N-acetyl-L-isoleucine; silver carbonate; p-benzoquinone In tert-Amyl alcohol for 2h; Heating; | 95% |
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; methyl bicyclo[2.2.1]hept-2-ene-2-carboxylate; (3r,5r,7r)-N-(2-hydroxy-5-(trifluoromethyl)pyridin-3-yl)adamantane-1-carboxamide; palladium diacetate; silver carbonate at 100℃; for 24h; | 95% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With β-cyclodextrin-SO3H In neat (no solvent) at 70℃; for 4h; | 94% |
With toluene-4-sulfonic acid at 80℃; |
o-methylphenylacetic acid
3,5-dimethylphenyl iodide
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; methyl bicyclo[2.2.1]hept-2-ene-2-carboxylate; (3r,5r,7r)-N-(2-hydroxy-5-(trifluoromethyl)pyridin-3-yl)adamantane-1-carboxamide; palladium diacetate; silver carbonate at 100℃; for 24h; | 94% |
o-methylphenylacetic acid
methyl iodide
methyl 2-[2-(bromomethyl)phenyl]acetate
Conditions | Yield |
---|---|
Stage #1: o-methylphenylacetic acid; methyl iodide With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 12h; Stage #2: With N-Bromosuccinimide In acetonitrile at 80℃; for 2h; | 94% |
o-methylphenylacetic acid
methyl iodide
(rac)-2-(2-methylphenyl)propanoic acid
Conditions | Yield |
---|---|
Stage #1: o-methylphenylacetic acid With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 93% |
Stage #1: o-methylphenylacetic acid With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 82% |
Stage #1: o-methylphenylacetic acid With n-butyllithium; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 59% |
The Benzeneacetic acid,2-methyl-, with the CAS registry number 644-36-0, is also known as o-Methylphenylacetic acid. Its EINECS number is 211-416-9. This chemical's molecular formula is C9H10O2 and formula weight is 150.17. What's more, its IUPAC name is 2-(2-methylphenyl)acetic acid. Its systematic name is o-Tolylacetic acid.
Physical properties of Benzeneacetic acid,2-methyl- are: (1)ACD/LogP: 1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.74; (4)ACD/LogD (pH 7.4): -1.05; (5)ACD/BCF (pH 5.5): 1.1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 16.71; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.546; (14)Molar Refractivity: 42.19 cm3; (15)Molar Volume: 133.1 cm3; (16)Surface Tension: 44.1 dyne/cm; (17)Density: 1.127 g/cm3; (18)Flash Point: 176.5 °C; (19)Enthalpy of Vaporization: 54.71 kJ/mol; (20)Boiling Point: 279.3 °C at 760 mmHg; (21)Vapour Pressure: 0.00194 mmHg at 25°C.
Preparation: this chemical can be prepared by 1-dibromomethyl-2-methyl-benzene, carbon monoxide at the ambient temperature. This reaction will need reagent aq. 5 M KOH, Co2(CO)8, benzyltriethylammonium chloride and solvent benzene with the reaction time of 12 hours. The yield is about 67%.
Uses of Benzeneacetic acid,2-methyl-: it can be used to produce α-(o-tolyl)-p-methoxyacetophenone. It will need reagent polyphosphoric acid. The yield is about 78%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Besides you should also wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=CC=C1CC(=O)O
(2)InChI: InChI=1S/C9H10O2/c1-7-4-2-3-5-8(7)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
(3)InChIKey: RZWGTXHSYZGXKF-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View