Product Name

  • Name

    2-Methylbenzaldehyde

  • EINECS 208-452-2
  • CAS No. 529-20-4
  • Article Data549
  • CAS DataBase
  • Density 1.023 g/cm3
  • Solubility slightly soluble in water
  • Melting Point -35 °C
  • Formula C8H8O
  • Boiling Point 201 °C at 760 mmHg
  • Molecular Weight 120.151
  • Flash Point 79.5 °C
  • Transport Information
  • Appearance clear colorless to yellow liquid
  • Safety 26-39-37/39
  • Risk Codes 22-37/38-41-36/38
  • Molecular Structure Molecular Structure of 529-20-4 (2-Methylbenzaldehyde)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms o-Tolualdehyde(8CI);2-Formyltoluene;2-Tolualdehyde;NSC 103152;o-Methylbenzaldehyde;o-Toluic aldehyde;o-Tolylaldehyde;
  • PSA 17.07000
  • LogP 1.80750

Synthetic route

2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With iodosylbenzene; Cl-CH2-PS supported 5-amino-1,10-phenanthroline-Ru In acetonitrile at 60℃; for 2h;100%
With Oxone; [Mn(NO3)2(2,3,5,6-tetra(2-pyridyl)pyrazine)(H2O)]; tetrabutylammomium bromide In dichloromethane at 20℃; Catalytic behavior; Reagent/catalyst;100%
With sym-collidinium chlorochromate; periodic acid In acetonitrile at 20℃; for 0.166667h; Time; Solvent;100%
2-methylbenzyl trimethylsilyl ether
80515-66-8

2-methylbenzyl trimethylsilyl ether

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With nitrogen dioxide at 20℃; for 0.0833333h;100%
With allyltriphenylphopsphonium peroxodisulfate In acetonitrile for 0.25h; Heating;98%
With trinitratocerium(IV) bromate for 0.33h; Heating;96%
2-diacetoxymethyltoluene
31675-37-3

2-diacetoxymethyltoluene

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With sulphated zirconia In acetonitrile at 60℃; for 0.45h; Microwave irradiation;100%
With rice husk supported FeCl3 nanoparticles In ethanol at 70℃; for 0.25h;96%
With indium(III) bromide In water for 0.333333h; Heating;94%
salicylaldoxime
14683-79-5

salicylaldoxime

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With water; 2-nitro-4,5-dichloropyridazin-3(2H)-one In methanol at 150℃; under 10336 Torr; for 0.166667h; Microwave irradiation;98%
With potassium permanganate; 1-n-butyl-3-methylimidazolim bromide at 20℃; for 0.683333h; Ionic liquid; chemoselective reaction;95%
With KMnO4/alumina at 50℃; for 0.666667h;90%
1-chloromethyl-2-methylbenzene
552-45-4

1-chloromethyl-2-methylbenzene

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation;97%
With 4-methylmorpholine N-oxide; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; potassium iodide at 100℃; for 0.0333333h; Microwave irradiation; Ionic liquid;92%
With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; for 15h; Reflux;75%
2-(2-methylphenyl)-1,3-dithiolane
67810-92-8

2-(2-methylphenyl)-1,3-dithiolane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With silica gel; ferric nitrate In hexane at 50℃; for 0.166667h;97%
With indium (III) iodide; dihydrogen peroxide In water; toluene at 20℃; for 15h; Inert atmosphere; Sealed tube;86 mg
o-MeC6H4CHNNHC6H5
59473-50-6

o-MeC6H4CHNNHC6H5

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With water; silica gel; bis(trimethylsilyl)chromate In chloroform for 0.3h; Heating;97%
With cetyltrimethylammonium peroxodisulphate In acetonitrile for 0.416667h; Reflux;94%
2-Methylbenzonitrile
529-19-1

2-Methylbenzonitrile

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With iron; acetic acid; nickel dichloride In methanol; water for 0.666667h; Heating;95%
With iron; acetic acid; nickel dichloride In methanol; water for 0.666667h; Product distribution; Heating;95%
With formic acid; platinum(IV) oxide In water at 55 - 60℃; for 3h;90%
2-(2-methylphenyl)-1,3-dioxolane
64380-54-7

2-(2-methylphenyl)-1,3-dioxolane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With caro's acid; silica gel In acetonitrile at 20℃; for 0.333333h;95%
With hydrogenchloride; acetone at 20℃; for 0.5h;11.5 g
With hydrogenchloride; water In tetrahydrofuran for 2.5h;
(2-methyl-phenyl)-(morpholin-4-yl)methanone
22978-34-3

(2-methyl-phenyl)-(morpholin-4-yl)methanone

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere;95%
Stage #1: (2-methyl-phenyl)-(morpholin-4-yl)methanone With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid ethyl ester In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; dichloromethane at -78℃; for 4h; Inert atmosphere;		83%
(2-methylphenyl)(1-pyrrolidinyl)methanone
347908-47-8

(2-methylphenyl)(1-pyrrolidinyl)methanone

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: (2-methylphenyl)(1-pyrrolidinyl)methanone With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid ethyl ester In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; dichloromethane at -78℃; for 4h; Inert atmosphere;		95%
2-(2-Methylphenyl)-1,3-dithian
56637-46-8

2-(2-Methylphenyl)-1,3-dithian

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: 2-(2-Methylphenyl)-1,3-dithian With trichloroisocyanuric acid; silica gel at 20℃; for 0.05h;
Stage #2: With water at 20℃;		94%
With quinolinium monofluorochromate(VI) In acetonitrile for 3h; Heating;94%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 1h; Milling;94%
2-<2-Methyl-benzyloxy>-tetrahydro-pyran
18483-90-4

2-<2-Methyl-benzyloxy>-tetrahydro-pyran

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With allyltriphenylphopsphonium peroxodisulfate In acetonitrile for 0.25h; Heating;94%
With dipotassium peroxodisulfate; molybdenum trioxide In water; acetonitrile for 0.34h; Reflux;90%
C20H29NO

C20H29NO

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: C20H29NO With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid ethyl ester In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; dichloromethane at -78℃; for 4h; Inert atmosphere;		94%
triformylamine
25891-31-0

triformylamine

toluene
108-88-3

toluene

A

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

B

N-[bis(4-methylphenyl)methyl]formamide
127568-35-8

N-[bis(4-methylphenyl)methyl]formamide

C

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With aluminium trichloride at 0℃; for 5h; Condensation; formylation;A n/a
B 93%
C n/a
...Expand
N,N-dibenzyl-2-methylbenzamide
57409-30-0

N,N-dibenzyl-2-methylbenzamide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: N,N-dibenzyl-2-methylbenzamide With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid ethyl ester In dichloromethane at 45℃; for 4h; Inert atmosphere;
Stage #2: With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; dichloromethane at -78℃; for 4h; Inert atmosphere;		93%
ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;92%
With tri-n-butyl-tin hydride In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere;87%
With polymethylhydrosiloxane; trifuran-2-yl-phosphane; tetrabutyl ammonium fluoride; potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water at 20℃; for 1h;83%
o-methylphenylacetic acid
644-36-0

o-methylphenylacetic acid

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 25℃; for 10h; UV-irradiation;92%
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.166667h; Microwave irradiation;92%
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;85%
2-(o-tolyl)-1,3-oxathiolane
1211405-11-6

2-(o-tolyl)-1,3-oxathiolane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With copper(II) nitrate monohydrate at 90℃; for 0.1h;92%
N,N-dibutyl-2-methylbenzamide

N,N-dibutyl-2-methylbenzamide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: N,N-dibutyl-2-methylbenzamide With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethanesulfonic acid ethyl ester In dichloromethane at 20℃; for 4h; Inert atmosphere;
Stage #2: With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; dichloromethane at -78℃; for 4h; Inert atmosphere;		92%
o-xylene
95-47-6

o-xylene

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With carbon tetrabromide; oxygen In acetonitrile at 20℃; for 2h; Irradiation; Green chemistry;91%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 85℃; for 16h;82%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 85℃; for 16h;82%
carbon monoxide
201230-82-2

carbon monoxide

toluene
108-88-3

toluene

A

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

C

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

D

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride at 45℃; under 37503.8 - 60006 Torr; for 1h; Further byproducts.;A n/a
B n/a
C 91%
D 5%
...Expand
2-(2-methylbenzylidene)hydrazine carboxamide
16269-44-6

2-(2-methylbenzylidene)hydrazine carboxamide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With potassium permanganate at 20℃; for 1.66667h; Ionic liquid; chemoselective reaction;91%
formic acid
64-18-6

formic acid

ortho-methylphenyl iodide
615-37-2

ortho-methylphenyl iodide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; dicyclohexyl-carbodiimide at 100℃; for 2.5h; Sealed tube;91%
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; tricyclohexylphosphine In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;85%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;72%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 4h; Sealed tube;71%
o-Methylbenzamid
527-85-5

o-Methylbenzamid

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;90%
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran for 12h; Ambient temperature;86%
C14H13NO

C14H13NO

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With hydrogenchloride In water; N,N-dimethyl-formamide at 50℃; for 1h;90%
With hydrogenchloride; water at 50℃; for 1h;90%
ethyl 2-methylbenzoate
87-24-1

ethyl 2-methylbenzoate

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With phenylsilane; cobalt(II) diacetate tetrahydrate; sodium triethylborohydride In 1,2-dimethoxyethane; toluene at 0℃; for 15h; Inert atmosphere; Schlenk technique;89%
With naphthalene In tetrahydrofuran; hexane at 0℃; for 3h;82 % Chromat.
With sodium diisobutyl(t-butoxy)aluminum hydride In tetrahydrofuran; hexane at 0℃; for 6h;83 % Chromat.
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With palladium(II) acetylacetonate; hydrogen; 2,2-dimethylpropanoic anhydride; dicyclohexylphenylphosphine In tetrahydrofuran at 80℃; under 3750.38 Torr; for 20h; Inert atmosphere;88%
With succinic acid anhydride; methylphenylsilane; C58H82O6P2; copper(II) nitrate In tetrahydrofuran at 55℃; for 12h; Schlenk technique; Inert atmosphere;75%
With potassium phosphate; sodium hypophosphite; 2,2-dimethylpropanoic anhydride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 60℃; for 16h;70%
2-methylbenzyl bromide
89-92-9

2-methylbenzyl bromide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
With bis-{4-methoxy-phenyl}-selenoxyde; sodium hydrogencarbonate In acetonitrile at 75℃; for 5h;88%
With potassium hydrogencarbonate; dimethyl sulfoxide for 0.05h; Microwave irradiation;87%
With manganese(IV) oxide In chloroform at 60℃; for 6h;58%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

Conditions
ConditionsYield
With zirconium dioxide hydrate; isopropyl alcohol at 60℃; for 0.25h; Meerwein-Ponndorf-Verley Reduction;100%
With 2BH4(1-)*Zn(2+)*Cl2Na2 In acetonitrile at 20℃; for 0.0833333h;98%
With hydrogen In methanol at 20℃; for 5h; chemoselective reaction;98%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1-(2-methylphenyl)-1-pentanol
73178-44-6

1-(2-methylphenyl)-1-pentanol

Conditions
ConditionsYield
With (S)-1-ethyl-3-morpholinopyrrolidine In tetrahydrofuran at -78℃; for 1h; Addition;100%
In tetrahydrofuran; diethyl ether at -78 - 20℃; for 2h;89%
With C16H18NO(1-)*Li(1+) In tetrahydrofuran at -78℃; for 2h; Solvent; Reagent/catalyst; Inert atmosphere;88%
With carbon monoxide In tetrahydrofuran; diethyl ether at -135℃; for 2h;68%
nitromethane
75-52-5

nitromethane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

methyl-2 β-nitrostyrene
28638-59-7, 34222-71-4

methyl-2 β-nitrostyrene

Conditions
ConditionsYield
ammonium acetate at 90℃; for 2h;100%
With sodium hydroxide
1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

2-methylbenzaldehyde N,N-dimethylhydrazone
59670-11-0

2-methylbenzaldehyde N,N-dimethylhydrazone

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 16h;66%
acetic anhydride
108-24-7

acetic anhydride

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

2-diacetoxymethyltoluene
31675-37-3

2-diacetoxymethyltoluene

Conditions
ConditionsYield
With sulphated zirconia at 0℃; for 4.2h; regioselective reaction;100%
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 20℃; for 1.2h;98%
With indium(III) bromide at 20℃; for 0.1h;97%
carbon tetrabromide
558-13-4

carbon tetrabromide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1,1-dibromo-2-(2-methylphenyl)ethene
104464-03-1

1,1-dibromo-2-(2-methylphenyl)ethene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: 2-methylphenyl aldehyde In dichloromethane at 0 - 20℃; Inert atmosphere;		100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 1h; Inert atmosphere;		98%
With triphenylphosphine In dichloromethane at 0℃; for 0.5h;91%
propylamine
107-10-8

propylamine

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

N-(2-methylbenzylidene)propan-1-amine

N-(2-methylbenzylidene)propan-1-amine

Conditions
ConditionsYield
at 20℃; for 12h;100%
With sodium sulfate In dichloromethane for 2h;
at 20℃; for 1h;
at 20℃; for 1h;
triethyl borane
97-94-9

triethyl borane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1-(2-methylphenyl)-1-propanol
61017-92-3

1-(2-methylphenyl)-1-propanol

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); tri-tert-butyl phosphine; 1-(Prop-2-enyl)-1,2,3,4,5-pentamethylcyclopenta-2,4-dien In hexane; toluene at 0℃;100%
With tri-tert-butyl phosphine; bis(1,5-cyclooctadiene)nickel (0) In tetrahydrofuran; hexane; water at 20℃; for 20h;81%
2-bromo-N,N-diphenylacetamide
6335-34-8

2-bromo-N,N-diphenylacetamide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

C22H19NO2

C22H19NO2

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 20℃; for 4h; Darzens condensation;100%
With potassium hydroxide In dichloromethane at 20℃; Darzens condensation;75%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

ethyl cyanoformate
623-49-4

ethyl cyanoformate

(2S)-O-ethoxycarbonyl-2-hydroxy-2-(2-methylphenyl)-acetonitrile

(2S)-O-ethoxycarbonyl-2-hydroxy-2-(2-methylphenyl)-acetonitrile

Conditions
ConditionsYield
With potassium cyanide; 18-crown-6 ether; chiral salen-based titanium In dichloromethane at -40℃; for 24h;100%
With 2,6-dimethylpyridine; 2C2H5O4S(1-)*C72H104N4O16V2(2+) In dichloromethane at -20℃; for 12h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;97%
With 1H-imidazole; C2H5O4S(1-)*C36H54N2O4V(1+) In dichloromethane at -20℃; for 18h; Inert atmosphere; optical yield given as %ee;96%
With potassium cyanide; 18-crown-6 ether; titanium(salen) complex In dichloromethane at -40℃; for 24h;
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

methylamine
74-89-5

methylamine

N-[(2-methylphenyl)methylene]methanamine
18100-53-3

N-[(2-methylphenyl)methylene]methanamine

Conditions
ConditionsYield
at 20℃; for 12h;100%
In methanol; dichloromethane for 18h; Molecular sieve;100%
In ethanol at 0 - 40℃;90%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

2-methylbenzoic acid (2-methylphenyl)methyl ester
55133-99-8

2-methylbenzoic acid (2-methylphenyl)methyl ester

Conditions
ConditionsYield
With C18BF16(1-)*C34H53F2NiOP2(1+) In toluene at 60℃; for 1h; Glovebox; Inert atmosphere;100%
With phenylmethanethiol; phenylmagnesium bromide In tetrahydrofuran; diethyl ether at 65℃; for 96h; Tishchenko reaction; Inert atmosphere;87%
With Rh(PhBP3)(H)2(NCMe); hydrogen In toluene at 20℃; under 760.051 Torr; for 0.166667h; Tishchenko reaction;81%
With Me2SiCp''2Th(n-C4H9) In benzene-d6 at 25℃; for 24h; Tishchenko reaction; chemoselective reaction;70%
Th(NEtMe)4 In benzene-d6 at 20℃; for 48h; Tishchenko reaction;50 % Chromat.
2-trimethylsilyl-1-phenyl-2-propen-1-one
83845-70-9

2-trimethylsilyl-1-phenyl-2-propen-1-one

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

C20H24O2Si
1094063-87-2

C20H24O2Si

Conditions
ConditionsYield
With tris(2,4,6-trimethoxyphenyl)phosphine In propyl cyanide sila-Morita-Baylis-Hillman reaction; Inert atmosphere;100%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

tert-butyl (E)-3-(2'-aminophenyl)propenoate

tert-butyl (E)-3-(2'-aminophenyl)propenoate

tert-butyl (E,E)-3-[2-(2-methylbenzylideneamino)phenyl]propenoate
1147320-04-4

tert-butyl (E,E)-3-[2-(2-methylbenzylideneamino)phenyl]propenoate

Conditions
ConditionsYield
With acetic acid In benzene for 12h; Molecular sieve; Inert atmosphere; optical yield given as %de;100%
benzyl 2-amino-2,2-diphenylacetate
1204177-06-9

benzyl 2-amino-2,2-diphenylacetate

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

benzyl 2-(2-methylbenzylideneamino)-2,2-diphenylacetate
1204177-26-3

benzyl 2-(2-methylbenzylideneamino)-2,2-diphenylacetate

Conditions
ConditionsYield
In benzene Inert atmosphere; Reflux;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
Stage #1: trimethylsilyl cyanide; 2-methylphenyl aldehyde; (S,S,S)-[Ru(2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl)bis(phenylglycinate)] In tetrahydrofuran; tert-butyl methyl ether at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: lithium chloride In tetrahydrofuran; tert-butyl methyl ether at -78℃; for 1h; Product distribution / selectivity; Inert atmosphere;		100%

Conditions
ConditionsYield
at 20℃; for 12h;100%
at 20℃; for 1h;
at 20℃; for 1h;

methyl 3-((tert-butyldimethylsilyl)oxy)-3-(o-tolyl)propanoate

methyl 3-((tert-butyldimethylsilyl)oxy)-3-(o-tolyl)propanoate

Conditions
ConditionsYield
With silver hexafluoroantimonate; 2,6-bis-[1-(2,6-diethylphenylimino)ethyl]pyridine iron(II) chloride In dichloromethane at 20℃; Mukaiyama Aldol Addition; Inert atmosphere;100%
With silver hexafluoroantimonate; [RuCl2((4R)-2-[2-(diphenylphosphino)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole)2] In dichloromethane at 20℃; Mukaiyama Aldol Addition;92%
With C33H29FeNO2P(1+)*I(1-) In acetonitrile at 20℃; for 0.25h; Mukaiyama aldol reaction;70%
cis, trans-1,3-dimethylaminocyclohexane
2579-20-6

cis, trans-1,3-dimethylaminocyclohexane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

C24H30N2
1217526-75-4

C24H30N2

Conditions
ConditionsYield
In methanol at 20℃; Molecular sieve;100%
In methanol at 20℃; Molecular sieve;
propargyl bromide
106-96-7

propargyl bromide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1-(o-tolyl)but-3-yn-1-ol
1250596-10-1

1-(o-tolyl)but-3-yn-1-ol

Conditions
ConditionsYield
With zinc In tetrahydrofuran at 0℃; for 1h;100%
With magnesium; mercury dichloride In diethyl ether Inert atmosphere;96%
With 2,4,6-trimethyl-pyridine; bis(cyclopentadienyl)titanium dichloride; manganese; chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 7h; Barbier Coupling Reaction; Inert atmosphere; chemoselective reaction;90%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

(R)-N-(2-methylbenzylidene)-1-phenylethanamine
858371-56-9

(R)-N-(2-methylbenzylidene)-1-phenylethanamine

Conditions
ConditionsYield
In toluene at 100℃; for 2h; Inert atmosphere;100%
With magnesium sulfate In dichloromethane at 20℃; for 24h;
N-prenyl-N-propargyltosylamide
132330-44-0

N-prenyl-N-propargyltosylamide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

C23H27NO3S
1363388-68-4

C23H27NO3S

Conditions
ConditionsYield
Stage #1: N-prenyl-N-propargyltosylamide With ethylmagnesium bromide In tetrahydrofuran at 50℃; for 1h;
Stage #2: 2-methylphenyl aldehyde In tetrahydrofuran at 20℃; for 3h;		100%
Stage #1: N-prenyl-N-propargyltosylamide With ethylmagnesium bromide In tetrahydrofuran at 50℃; for 1h;
Stage #2: 2-methylphenyl aldehyde In tetrahydrofuran at 20℃; for 3h;
dimethyl (2-oxo-2-(1H-pyrrol-1-yl)ethyl)phosphonate
1346683-43-9

dimethyl (2-oxo-2-(1H-pyrrol-1-yl)ethyl)phosphonate

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

(E)-1-(1H-pyrrol-1-yl)-3-(o-tolyl)prop-2-en-1-one
1608108-45-7

(E)-1-(1H-pyrrol-1-yl)-3-(o-tolyl)prop-2-en-1-one

Conditions
ConditionsYield
Stage #1: dimethyl (2-oxo-2-(1H-pyrrol-1-yl)ethyl)phosphonate With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile at 0℃; for 0.333333h;
Stage #2: 2-methylphenyl aldehyde In acetonitrile at 20℃; for 15h;		100%
2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

methyl (E)-4-((2-methylbenzylidene)amino)benzoate

methyl (E)-4-((2-methylbenzylidene)amino)benzoate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h; Inert atmosphere; Molecular sieve;100%

2-Methylbenzaldehyde Specification

The Benzaldehyde, 2-methyl- is an organic compound with the formula C8H8O. The IUPAC name of this chemical is 2-methylbenzaldehyde. With the CAS registry number 529-20-4, it is also named as o-Methylbenzaldehyde. The product's categories are Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Phenyls & Phenyl-Het; Phenyls & Phenyl-Het. Besides, it is a clear colorless to yellow liquid, which should be stored in cool dry and ventilated place.

Physical properties about Benzaldehyde, 2-methyl- are: (1)ACD/LogP: 2.10; (2)ACD/LogD (pH 5.5): 2.1; (3)ACD/LogD (pH 7.4): 2.1; (4)ACD/BCF (pH 5.5): 23.23; (5)ACD/BCF (pH 7.4): 23.23; (6)ACD/KOC (pH 5.5): 330.69; (7)ACD/KOC (pH 7.4): 330.69; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 17.07 Å2; (11)Index of Refraction: 1.557; (12)Molar Refractivity: 37.83 cm3; (13)Molar Volume: 117.3 cm3; (14)Polarizability: 14.99×10-24cm3; (15)Surface Tension: 37.2 dyne/cm; (16)Density: 1.023 g/cm3; (17)Flash Point: 79.5 °C; (18)Enthalpy of Vaporization: 43.72 kJ/mol; (19)Boiling Point: 201 °C at 760 mmHg; (20)Vapour Pressure: 0.315 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-methyl-benzoic acid. This reaction will need reagent ThxBHO-i-Pr and solvent tetrahydrofuran. The reaction temperature is 25 °C.



Uses of Benzaldehyde, 2-methyl-: it can be used to produce 2-methyl-benzaldehyde diethylacηl at temperature of 40 °C. It will need reagent 2,4,4,6-tetrabromo-2,5-cyclohexadienone and solvent ethanol with reaction time of 12 min. The yield is about 94%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=CC=C1C=O
(2)InChI: InChI=1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3
(3)InChIKey: BTFQKIATRPGRBS-UHFFFAOYSA-N

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