Product Name

  • Name

    O-TOLUAMIDE

  • EINECS 208-427-6
  • CAS No. 527-85-5
  • Article Data154
  • CAS DataBase
  • Density 1.086 g/cm3
  • Solubility insoluble in water
  • Melting Point 141-142 °C
  • Formula C8H9NO
  • Boiling Point 254.3 °C at 760 mmHg
  • Molecular Weight 135.166
  • Flash Point 107.6 °C
  • Transport Information
  • Appearance white powder
  • Safety
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 527-85-5 (O-TOLUAMIDE)
  • Hazard Symbols Xn
  • Synonyms Methyl-benzamide;o-Tolylformamide;
  • PSA 43.09000
  • LogP 1.79420

Synthetic route

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With C18H57O3P6Ru2(1+)*C6H5O(1-)*C6H6O; water In 1,4-dioxane for 24h; Time; Sealed tube; Inert atmosphere; Schlenk technique;99%
With sodium hydroxide; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 1.6h; Ambient temperature;97%
With water; sodium carbonate; tricyclohexylphosphine; {Rh(OMe)(cod)}2 In isopropyl alcohol at 25℃; for 24h;96%
o-methylbenzoyl bromide
20045-96-9

o-methylbenzoyl bromide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
Stage #1: o-methylbenzoyl bromide With aluminum isopropoxide; dimethyl amine In Cyclooctan at 36℃; for 3h;
Stage #2: With potassium sulfate; zinc 2-ethylhexanoate at 47℃; for 3.16667h; Temperature;
98.8%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
Stage #1: ortho-methylbenzoic acid With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate In tetrahydrofuran for 0.0166667h; Milling;
Stage #2: With ammonium thiocyanate In tetrahydrofuran for 0.0833333h; Milling;
98%
With ammonium hydroxide In ethyl acetate at 40℃; for 16h; Solvent; Temperature; Reagent/catalyst; Large scale; Green chemistry;97.7%
Multi-step reaction with 2 steps
1: phosphorus pentachloride / 120 °C
View Scheme
salicylaldoxime
14683-79-5

salicylaldoxime

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With C55H45ClN5P2Ru(1+)*Cl(1-) In water at 110℃; for 12h; Sealed tube;98%
With [PdCl2{κ2-(P,N)-2-Ph2PC6H4CH=NOH}] In water at 100℃; for 24h; Inert atmosphere; Sealed tube;90%
With [RuCl2(η2-C6H6){P(NMe2)3}]; water at 100℃; for 7h; Inert atmosphere; Sealed tube;87%
With cis,cis,trans-[RuCl2{κ2-(P,N)-2-Ph2PC6H4CH=NOH}2] In water at 100℃; for 12h; Sealed tube; Inert atmosphere;82%
With zinc(II) chloride In n-heptane for 18h; Reflux;
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; silver trifluoroacetate; phenylhydrazine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 70℃; for 12h; Reagent/catalyst; Solvent;96.6%
With tert.-butylhydroperoxide; ammonia; oxygen In water; N,N-dimethyl-formamide at 80℃; under 1520.1 Torr; for 5h; Green chemistry;89%
With tert.-butylhydroperoxide; ammonium hydroxide In water at 100℃; for 16h;87%
With tert.-butylhydroperoxide; tetraethylammonium iodide; ammonium bicarbonate In 1,2-dichloro-ethane at 70℃; for 22h;69%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With hydroxylamine; C33H28F3N5O3Ru(1+)*Cl(1-) In water at 60℃; for 0.5h; Catalytic behavior; Sonication;96%
With C17H17BrClN2RuSe(1+)*F6P(1-); hydroxylamine hydrochloride; sodium hydroxide In toluene at 100℃; for 12h; Reagent/catalyst; Solvent; Temperature;94%
With tert.-butylhydroperoxide; titanium superoxide; saccharin In 1,4-dioxane; hexane at 90℃; for 1h; Green chemistry;91%
ortho-methylbenzylamine
89-93-0

ortho-methylbenzylamine

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); potassium tert-butylate In tert-butyl alcohol at 70℃; for 12h;95%
With tetra(n-butyl)ammonium hydroxide In water at 70℃; for 12h; Green chemistry;89%
With potassium tert-butylate; C36H24N2O12Ru3 In tert-butyl alcohol for 10h; Reflux;83%
ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

adenosine
58-61-7

adenosine

A

pyridine hydrochloride
628-13-7

pyridine hydrochloride

B

N6,2',3',5'-tetra-O-toluoyladenosine
104579-36-4

N6,2',3',5'-tetra-O-toluoyladenosine

C

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With methanol; ammonia In pyridine at 0℃;A n/a
B 93%
C n/a
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

carbon monoxide
201230-82-2

carbon monoxide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; N-methoxylamine hydrochloride; sodium iodide; palladium dichloride In acetonitrile at 90℃; under 3800.26 Torr; for 8h; Autoclave; Inert atmosphere;93%
With 1,4-diaza-bicyclo[2.2.2]octane; palladium 10% on activated carbon; ammonium carbamate; potassium iodide In acetonitrile at 90℃; for 8h; Autoclave; Green chemistry;88%
With dichloro bis(acetonitrile) palladium(II); ammonium bicarbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In acetonitrile at 120℃; under 7500.75 Torr; for 3h; Autoclave;> 99 %Chromat.
formic acid
64-18-6

formic acid

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With palladium diacetate; ammonium bicarbonate; dicyclohexyl-carbodiimide; triphenylphosphine In acetonitrile at 100℃; Inert atmosphere;93%
2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

A

ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With phosphate buffer at 30℃; for 5.5h; rhodococcus rhodocrous AJ270, pH 7.0;A 7%
B 92%
With potassium phosphate buffer at 30℃; for 5.5h; Rhodococcus sp. AJ270 cells;A 6.6%
B 92.4%
2-Methylacetophenone
577-16-2, 122382-54-1

2-Methylacetophenone

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With ammonia; water; iodine In tetrahydrofuran at 20℃; for 1h; Haller-Bauer reaction;92%
With tert.-butylhydroperoxide; ammonia; tetra-(n-butyl)ammonium iodide In water at 100℃; for 16h; Green chemistry;51%
(Z)-2-methylbenzaldoxime
127459-91-0

(Z)-2-methylbenzaldoxime

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With aluminum oxide; methanesulfonic acid at 140℃; for 3h; Beckmann rearrangement;90%
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

potassium ferrocyanide

potassium ferrocyanide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With water; potassium carbonate In dimethyl sulfoxide at 110℃; for 12h;90%
carbon monoxide
201230-82-2

carbon monoxide

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; ammonium carbamate; sodium hydrogencarbonate In 1,4-dioxane at 100℃; for 20h; Inert atmosphere;86%
With 2-(2'-pyridyl)(di(1-adamantyl)phosphino)benzene; ammonia; palladium diacetate In 1,4-dioxane at 120℃; under 1500.15 Torr; for 16h; Autoclave;70%
With ammonia; palladium diacetate; catacxium A In 1,4-dioxane at 100℃; under 3000.3 Torr; for 16h; Autoclave;90 %Chromat.
With 1,1'-bis-(diphenylphosphino)ferrocene; ammonia; palladium diacetate In 1,4-dioxane at 100℃; under 1500.15 Torr; for 16h;98 %Chromat.
ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

Mo(CO)6

Mo(CO)6

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 110℃; for 0.333333h; microwave irradiation;84%
ortho-methylbenzylamine
89-93-0

ortho-methylbenzylamine

A

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With ammonium hydroxide; oxygen In tert-Amyl alcohol at 110℃; under 1500.15 Torr; for 16h;A 82.8%
B 10.4%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

Mo(CO)6

Mo(CO)6

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 150℃; for 0.333333h; microwave irradiation;78%
(R)-2-amino-3-(((2-methylbenzoyl)carbamothioyl)thio)propanoic acid
1628342-24-4

(R)-2-amino-3-(((2-methylbenzoyl)carbamothioyl)thio)propanoic acid

A

(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
98169-56-3

(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
In water for 1h; Reflux;A n/a
B 76%
o-xylene
95-47-6

o-xylene

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iron(III) chloride hexahydrate; tetrabutylammonium iodide; ammonium hydroxide In water at 80℃; for 18h; Sealed tube;76%
C19H23N3O2

C19H23N3O2

A

isonicotinoyl-tert-butylformamide

isonicotinoyl-tert-butylformamide

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With copper diacetate; palladium diacetate In water at 120℃; for 1h; Reagent/catalyst; Schlenk technique; Green chemistry;A 48%
B 75%
2-Ethyltoluene
611-14-3

2-Ethyltoluene

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonia; iodine In water at 100℃; for 3h; Sealed tube; Green chemistry;73%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

A

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With [Ru(η6-C6Me6)Cl2(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate In water at 100℃; for 7h; Inert atmosphere; Sealed tube; Green chemistry;A n/a
B 71%
2-tolylmethylnitrile
22364-68-7

2-tolylmethylnitrile

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium hydroxide; iodine In acetonitrile at 70℃; for 36h; Sealed tube;70%
With copper(I) oxide; oxygen; ammonium chloride; sodium hydroxide In acetonitrile at 120℃; under 760.051 Torr; for 48h; Schlenk technique;35%
N-<(4-Methylphenyl)sulfonyl>-2-methylbenzenecarboxamide
146448-53-5

N-<(4-Methylphenyl)sulfonyl>-2-methylbenzenecarboxamide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃;69%
ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With ammonia Inert atmosphere;62%
With ammonium hydroxide; diethyl ether
With ammonium hydroxide In tetrahydrofuran at 20℃; for 2h;
N-phenyl-2-(2-methylphenyl)formamidine
32622-24-5

N-phenyl-2-(2-methylphenyl)formamidine

benzyl alcohol
100-51-6

benzyl alcohol

A

N-Benzylaniline
758640-21-0

N-Benzylaniline

B

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With potassium hydroxide In toluene at 120℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;A 62 %Chromat.
B 58%
2-methyl-N-phenyl-N-tosylbenzamide

2-methyl-N-phenyl-N-tosylbenzamide

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With ammonium carbonate In dimethyl sulfoxide at 25℃; for 6h;51%
1-methyl-2-vinyl-benzene
611-15-4

1-methyl-2-vinyl-benzene

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonia In water at 105℃; for 16h;50%
methanol
67-56-1

methanol

o-Methylbenzamid
527-85-5

o-Methylbenzamid

methyl N-(2-methylphenyl)carbamate
14983-92-7

methyl N-(2-methylphenyl)carbamate

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; silver(I) acetate In N,N-dimethyl-formamide for 12h; Ambient temperature; or Hg(OAc)2, NBS-Hg(OAc)2;100%
With tetra-N-butylammonium tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 1.5h; Ambient temperature;97%
With sodium bromide In acetonitrile at 50℃; for 6h; Hofmann Rearrangement; Electrochemical reaction; Green chemistry;93%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Conditions
ConditionsYield
With iodobenzene; oxone; water In acetonitrile at 20℃;100%
With sodium hydrogen sulfate; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 0.583333h;85%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

Conditions
ConditionsYield
With per-rhenic acid In water; 1,3,5-trimethyl-benzene for 24h; Heating;99%
With per-rhenic acid In water; 1,3,5-trimethyl-benzene for 24h; Heating;97%
With iron(II) chloride tetrahydrate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide In tetrahydrofuran at 70℃; for 2h;96%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

5-iodo-2-methylbenzamide

5-iodo-2-methylbenzamide

Conditions
ConditionsYield
With N-iodo-succinimide; trifluoroacetic acid at 20℃; for 3h; regioselective reaction;99%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

3-amido-4-methylbenzenesulfonyl chloride
76503-37-2

3-amido-4-methylbenzenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid at 70℃; for 2h;98%
triphenylphosphine
603-35-0

triphenylphosphine

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N-o-toluoyltriphenylphospha-λ5-azene
95978-80-6

N-o-toluoyltriphenylphospha-λ5-azene

Conditions
ConditionsYield
With diethylazodicarboxylate In tetrahydrofuran at 0 - 25℃; for 12h;97%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran for 0.00277778h; Ambient temperature;96%
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique;85%
With sodium amalgam; ethanol
chloral hydrate
302-17-0

chloral hydrate

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N-(2,2,2-trichloro-1-hydroxyethyl)-2-methylbenzamide
51361-17-2

N-(2,2,2-trichloro-1-hydroxyethyl)-2-methylbenzamide

Conditions
ConditionsYield
at 90 - 100℃;95%
Heating;
6-bromo-2-(2-methoxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
651768-37-5

6-bromo-2-(2-methoxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N-(2-(2-methoxyethyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-2-methylbenzamide

N-(2-(2-methoxyethyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-2-methylbenzamide

Conditions
ConditionsYield
With palladium [2'-(amino-κN)[1,1'-biphenyl]-2-yl-κC][[5-(diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphine-κP](methanesulfonato-κO); caesium carbonate In 1,4-dioxane at 100℃; for 1.66667h; Inert atmosphere;95%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N-(diphenylmethyl)-2-methylbenzamide
10254-11-2

N-(diphenylmethyl)-2-methylbenzamide

Conditions
ConditionsYield
With Bromodiphenylmethane In neat (no solvent) at 130℃; for 24h; Temperature; Sealed tube; Green chemistry;94%
With silica perchloric acid In 1,4-dioxane for 5h; Reflux;82%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

o-tolylmethanamine monohydrochloride
14865-38-4

o-tolylmethanamine monohydrochloride

Conditions
ConditionsYield
Stage #1: o-Methylbenzamid With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; under 760.051 Torr; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;
93%
Stage #1: o-Methylbenzamid With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique;
89%
Stage #1: o-Methylbenzamid With phenylsilane; C28H18ClMnN2O2; potassium tert-butylate In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Glovebox;
Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Inert atmosphere; Glovebox;
Stage #3: With hydrogenchloride In methanol; diethyl ether Glovebox; Inert atmosphere;
84%
Yield given. Multistep reaction;
benzo[d][1,3]dioxol-5-yl methanesulfonate
128612-45-3

benzo[d][1,3]dioxol-5-yl methanesulfonate

o-Methylbenzamid
527-85-5

o-Methylbenzamid

Conditions
ConditionsYield
With t-BuBrettPhos; water; palladium diacetate; caesium carbonate In tert-butyl alcohol at 110℃; for 2h; Inert atmosphere;93%

o-Methylbenzamid
527-85-5

o-Methylbenzamid

9-methyl-5,6,13-triphenyl-8H-dibenzo[a,g]quinolizin-8-one
1253388-66-7

9-methyl-5,6,13-triphenyl-8H-dibenzo[a,g]quinolizin-8-one

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 115℃; for 10h; Inert atmosphere;93%
tetramethylammonium fluoride
373-68-2

tetramethylammonium fluoride

o-Methylbenzamid
527-85-5

o-Methylbenzamid

N,N,2-trimethylbenzamide
6639-19-6

N,N,2-trimethylbenzamide

Conditions
ConditionsYield
In toluene at 100℃; for 12h;93%
2,3-dichloropyrazine
4858-85-9

2,3-dichloropyrazine

o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-(ortho-tolyl)oxazolo[4,5-b]pyrazine

2-(ortho-tolyl)oxazolo[4,5-b]pyrazine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 4h; Inert atmosphere; Sealed tube;92%
2,2,2-trifluoroethyl acrylate
407-47-6

2,2,2-trifluoroethyl acrylate

o-Methylbenzamid
527-85-5

o-Methylbenzamid

2,2,2-trifluoroethyl (Z)-2-(4-methyl-3-oxoisoindolin-1-ylidene)acetate

2,2,2-trifluoroethyl (Z)-2-(4-methyl-3-oxoisoindolin-1-ylidene)acetate

Conditions
ConditionsYield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In tert-Amyl alcohol at 20 - 100℃; for 12.33h; Schlenk technique; Sealed tube; regioselective reaction;92%
2-chloropyridine
109-09-1

2-chloropyridine

o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-methyl-N-(pyridin-2-yl)benzamide
35498-29-4

2-methyl-N-(pyridin-2-yl)benzamide

Conditions
ConditionsYield
With tri(sec-butyl)borane; (DiMeIHeptCl)Pd(cinammyl)Cl; caesium carbonate In toluene at 80℃; for 24h; Inert atmosphere; Sealed tube; Schlenk technique;92%

2-Methylbenzamide Specification

The Benzamide, 2-methyl-, with the CAS registry number 527-85-5, is also known as Methyl-benzamide and o-Tolylformamide. It belongs to the product categories of AMIDE; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts. Its EINECS registry number is 208-427-6. This chemical's molecular formula is C8H9NO and molecular weight is 135.1632. What's more, both its IUPAC name and systematic name are the same which is called 2-Methylbenzamide. Its appearance is white powder. It is insoluble in water.

Physical properties about this chemical are: (1)ACD/LogP: 1.20; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.2; (4)ACD/LogD (pH 7.4): 1.2; (5)ACD/BCF (pH 5.5): 4.81; (6)ACD/BCF (pH 7.4): 4.81; (7)ACD/KOC (pH 5.5): 107.19; (8)ACD/KOC (pH 7.4): 107.19; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 20.31Å2; (13)Index of Refraction: 1.556; (14)Molar Refractivity: 40 cm3; (15)Molar Volume: 124.4 cm3; (16)Surface Tension: 43.4 dyne/cm; (17)Density: 1.086 g/cm3; (18)Flash Point: 107.6 °C; (19)Enthalpy of Vaporization: 49.17 kJ/mol; (20)Boiling Point: 254.3 °C at 760 mmHg; (21)Vapour Pressure: 0.0174 mmHg at 25 °C; (22)Melting Point: 141-142 °C.

Preparation of Benzamide, 2-methyl-: this chemical can be prepared by 2-Methyl-benzonitrile.

This reaction needs reagents Oxone, Acetone and solvent H2O at temperature of 5-20 °C. The reaction time is 10 hours. The yield is 80%.

Uses of Benzamide, 2-methyl-: it is used to produce other chemicals. For example, it is used to produce 2-Methyl-benzyl alcohol.

The reaction occurs with reagents SmI2, H2O and solvent Tetrahydrofuran. The reaction time is 10 s. The yield is 96%.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(c1ccccc1C)N
(2) InChI: InChI=1/C8H9NO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H2,9,10)
(3) InChIKey: XXUNIGZDNWWYED-UHFFFAOYAM

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