487-68-3

Usage

Uses

Used in Organic Synthesis:
Mesitaldehyde is used as a key intermediate in the synthesis of various organic compounds. Its unique chemical structure allows it to participate in a wide range of reactions, making it a valuable building block for the creation of new molecules with diverse properties and applications.
Used in Pharmaceutical Industry:
Mesitaldehyde is utilized in the development and production of pharmaceuticals and other fine chemical products. Its versatility in organic synthesis enables the creation of novel drug candidates with potential therapeutic benefits. Additionally, its chemical properties may contribute to the enhancement of existing medications, improving their efficacy and safety profiles.
Used in Fine Chemical Industry:
In the fine chemical industry, Mesitaldehyde is employed for the production of specialty chemicals, fragrances, and additives. Its distinctive chemical properties make it an ideal candidate for the development of high-quality products with specific applications, such as in the cosmetics, flavor, and fragrance sectors.

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 2380, 1960 DOI: 10.1021/ja01494a065Organic Syntheses, Coll. Vol. 3, p. 551, 1955Tetrahedron, 49, p. 3397, 1993 DOI: 10.1016/S0040-4020(01)90166-8

Flammability and Explosibility

Nonflammable

Synthetic route

2,4,6-trimethylbenzyl alcohol (4170-90-5) → mesytaldehyde (487-68-3)

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodic acid In N,N-dimethyl-formamide at 20℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;	99%
With 5-nitro-3-oxo-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl acetate In N,N-dimethyl-formamide at 60℃; for 24h; Reagent/catalyst;	98%
With N-Bromosuccinimide; β‐cyclodextrin In methanol; water; acetone at 20℃; for 8h;	96%

2-chloromethyl-1,3,5-trimethylbenzene (1585-16-6) → mesytaldehyde (487-68-3)

Conditions	Yield
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;	98%
With 4Na(1+)*6H(1+)*NiMo6O24(10-)=Na4H6NiMo6O24; oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Irradiation;	91%
With sodium nitrate; acetic acid In water for 8h; Reflux;	83%
With potassium hydroxide; cetyltrimethylammonim bromide; potassium nitrate In water for 7.5h; pH=10 - 11; Reflux;	82%
With (NH4)4[ZnMo6O18(OH)6]; oxygen In water; acetonitrile at 60℃; under 760.051 Torr; for 12h;	81%

Dichloromethyl methyl ether (4885-02-3) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3)

Conditions	Yield
Stage #1: 1,3,5-trimethyl-benzene With titanium tetrachloride In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 0.75h; Inert atmosphere; regioselective reaction;	96%
With silver trifluoromethanesulfonate In dichloromethane at -78℃; for 0.333333h; Inert atmosphere;	69%
With dichloromethane; titanium tetrachloride

2,4,6-trimethylbenzaldehyde oxime (40188-34-9) → mesytaldehyde (487-68-3)

Conditions	Yield
With chromium trioxide-kieselghur reagent In dichloromethane for 3h; Reflux;	92%
With 2-iodoxybenzoic acid; β‐cyclodextrin In water; acetone at 20℃; for 12h;	90%
With iodobenzene; β‐cyclodextrin; potassium bromide In water; acetone at 20℃; for 12h;	90%

N,N-dimethyl-formamide (68-12-2, 33513-42-7) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3)

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate In dichloromethane at -10℃; for 0.333333h; Stage #2: 1,3,5-trimethyl-benzene In dichloromethane at -5℃; for 6.16667h; Solvent; Reflux;	90.3%

N-(2,4,6-trimethyl-α-chlorobenzyl)-4-pyridylpyridinium dichloride → mesytaldehyde (487-68-3)

Conditions	Yield
With water at 20℃;	89%

2,4,6-trimethylbenzylbromide (4761-00-6) → mesytaldehyde (487-68-3)

Conditions	Yield
With sodium periodate In N,N-dimethyl-formamide at 150℃; for 0.833333h;	87%
With sodium periodate; N,N-dimethyl-formamide at 150℃; for 0.833333h;	87%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 65℃; for 2.5h;	80%
With potassium hydroxide; 2-nitropropane In isopropyl alcohol at 40 - 45℃; for 0.333333h;	75%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 60℃;

C13H18N2S → mesytaldehyde (487-68-3)

Conditions	Yield
With Bromoform; potassium tert-butylate In hexane at -78℃; for 3h;	87%
Multi-step reaction with 2 steps 1: chloroform; water / 24 h / 20 °C 2: air / 20 °C View Scheme

Dichloromethyl methyl ether (4885-02-3) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3) + 1-(dichloromethyl)-2,4,6-trimethylbenzene (4126-83-4) + 3-dichloromethyl-2,4,6-trimethylbenzaldehyde (134284-55-2) + 1,3-bis(dichloromethyl)mesitylene (134284-56-3)

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20 - 25℃; for 0.25h; Further byproducts given;	A 84% B 3 % Chromat. C 3 % Chromat. D 1 % Chromat.
With titanium tetrachloride In dichloromethane for 0.25h; Ambient temperature; Yields of byproduct given;	A 84% B n/a C n/a D n/a
With aluminium trichloride In dichloromethane at 20 - 25℃; for 0.25h; Further byproducts given;	A 55 % Chromat. B 10% C 10 % Chromat. D 25 % Chromat.

(E)-2-(3-mesitylallyl)benzaldehyde → mesytaldehyde (487-68-3) + 1-indene (95-13-6)

Conditions	Yield
With C25H19(1+)*BF4(1-) In dichloromethane at 20℃; for 3.5h; Reagent/catalyst; Schlenk technique; Inert atmosphere;	A 79% B 65%

2,4,6-trimethylbenzyl mercaptan (21411-42-7) → mesytaldehyde (487-68-3)

Conditions	Yield
With dipotassium peroxodisulfate; tetrakis(pyridine)silver(II) peroxodisulfate; oxygen In N,N-dimethyl-formamide at 23℃; under 760.051 Torr; Irradiation;	76%

2,4,6-trimethylphenyl bromide (576-83-0) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → mesytaldehyde (487-68-3)

Conditions	Yield
Stage #1: 2,4,6-trimethylphenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃;	75%

1-(2,4,6-trimethylphenyl)prop-2-en-1-ol (1051488-22-2) → mesytaldehyde (487-68-3) + E-3-(2,4,6-trimethylphenyl)propenal (131534-70-8)

Conditions	Yield
With periodic acid; pyridinium chlorochromate In acetonitrile at 0 - 20℃; for 2h; stereoselective reaction;	A 12% B 74%

2,4,6-trimethylbenzaldehyde azine (94678-96-3) → mesytaldehyde (487-68-3)

Conditions	Yield
With ammonium cerium(IV) nitrate In water; acetonitrile at 50℃; for 18h; Oxidation;	71%

N,N,N',N'-tetraformylhydrazine (52023-52-6) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3) + 2,4,6-trimethylbenzaldehyde azine (94678-96-3)

Conditions	Yield
Stage #1: N,N,N',N'-tetraformylhydrazine; 1,3,5-trimethyl-benzene With aluminium trichloride In 1,2-dichloro-ethane at -11 - 0℃; for 18h; Stage #2: With water	A 21% B 68%

triformylamine (25891-31-0) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3)

Conditions	Yield
With aluminium trichloride In chlorobenzene at -15 - -7℃; for 16h; Formylation;	67%

3-pyridinecarboxylic acid ethyl ester (614-18-6) → mesytaldehyde (487-68-3) + ethyl 4-chloronicotinate (37831-62-2)

Conditions	Yield
With (trichloromethyl)mesitylene In chloroform for 576h; Ambient temperature;	A n/a B 64%

3-Methylpyridine (108-99-6) → mesytaldehyde (487-68-3) + N-(4-β-picolyl)-β-picolinium dichloride

Conditions	Yield
With α,α,α,2,4,6-hexachlorotoluene In chloroform for 720h; Ambient temperature;	A 64% B 49%

(trichloromethyl)mesitylene (707-74-4) → mesytaldehyde (487-68-3) + N-(4-β-picolyl)-β-picolinium dichloride

Conditions	Yield
With 3-Methylpyridine In chloroform for 720h; Ambient temperature;	A 64% B 49%

mesitylboronic acid (5980-97-2) + Glyoxilic acid (298-12-4) → mesytaldehyde (487-68-3)

Conditions	Yield
With 1,2,3,4-tetrahydroisoquinoline In acetonitrile at 20℃; Green chemistry;	63%

1,3-dichloro-2,4,6-trimethylbenzene (57386-83-1) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → mesytaldehyde (487-68-3) + 2,4,6-trimethylisophthalic dialdehyde (15138-39-3)

Conditions	Yield
Stage #1: 1,3-dichloro-2,4,6-trimethylbenzene With naphthalene; lithium In diethyl ether at 20℃; for 4.55h; Stage #2: N,N-dimethyl-formamide In diethyl ether at 20℃; Cooling with ice;	A 12% B 61%

Dichloromethyl methyl ether (4885-02-3) + dimesitylmethane (733-07-3) → mesytaldehyde (487-68-3) + 2,4,6-trimethyl-3-(chloromethyl)benzaldehyde (105041-52-9) + 3-chloromethyl-2,4,6-trimethylbenzylidene dichloride (134284-58-5) + dimesitylmethane-3,3'-dicarbaldehyde (134284-57-4)

Conditions	Yield
With aluminium trichloride In dichloromethane for 0.25h; Further byproducts given;	A 20 % Chromat. B 10 % Chromat. C 10 % Chromat. D 60%

trifluoromethanesulphonyloxy-methylene-N,N-dimethyliminium trifluoromethanesulphonate (132407-64-8) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3)

Conditions	Yield
at 125℃; for 96h;	60%

iodomesitylene (4028-63-1) + carbon monoxide (201230-82-2) → mesytaldehyde (487-68-3)

Conditions	Yield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;	60%

bis(diformylamino)methane (877680-60-9) + 1,3,5-trimethyl-benzene (108-67-8) → mesytaldehyde (487-68-3)

Conditions	Yield
With aluminum (III) chloride In chlorobenzene at -12 - 18℃; for 22h;	57%

S-phenyl methanethioate (27064-03-5) + C9H11ClZn*LiCl → mesytaldehyde (487-68-3)

Conditions	Yield
With trifuran-2-yl-phosphane; palladium diacetate In tetrahydrofuran; toluene at 0℃; for 15h; Schlenk technique;	57%

2-(2,4,6-trimethylphenyl)-2-hydroxyacetonitrile (49685-65-6) → mesytaldehyde (487-68-3) + mesitylenecarboxylic acid (480-63-7)

Conditions	Yield
Stage #1: 2-hydroxy-2-(2,4,6-trimethylphenyl)acetonitrile With (η(6)-benzene)chloro[1,2-bis(diphenylphosphino)ethane]ruthenium(II) chloride In benzene at 120℃; for 24h; Inert atmosphere; Schlenk technique; Stage #2: With water In dichloromethane; ethyl acetate; benzene for 24h;	A 40% B 55%

mesitylene-2-carboxylic acid chloride (938-18-1) → mesytaldehyde (487-68-3)

Conditions	Yield
With polymer(resin Amberlyst A-26)-supported tetracarbonylhydridoferrate anion In dichloromethane for 1h; Heating;	53%
With Pd-BaSO4; xylene Hydrogenation;
With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal In ethyl acetate at 25℃; under 760 Torr; for 2h; Yield given;
With triethylsilane; bis-triphenylphosphine-palladium(II) chloride; (Z)-N,N-diisopropyl-2-styrylbenzamide In tetrahydrofuran at 65℃; for 24h; Inert atmosphere; chemoselective reaction;

2,4,6-trimethylstyrene (769-25-5) → mesytaldehyde (487-68-3)

Conditions	Yield
With V2O5/TiO2; dihydrogen peroxide In water; acetonitrile at 30℃; for 4h; Sealed tube;	52%

mesytaldehyde (487-68-3) + tert-butylamine (75-64-9) → N-tert-butylmesitylenecarbaldehyde imine

Conditions	Yield
In benzene for 10h; Heating;	100%

1.3-propanedithiol (109-80-8) + mesytaldehyde (487-68-3) → 2,4,6-trimethylphenyl-1,3-dithiane

Conditions	Yield
With lithium tetrafluoroborate at 25℃; for 3h;	100%
With iodine In chloroform at 20℃; for 0.166667h;	90%

mesytaldehyde (487-68-3) + acetylenemagnesium bromide (4301-14-8) → 1-(2,4,6-trimethylphenyl)prop-2-yn-1-ol (100121-36-6)

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;	100%

mesytaldehyde (487-68-3) + dimedone (126-81-8) + diethylamine (109-89-7) → Diethylammonium 2-((2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)(mesityl)methyl)-5,5-dimethyl-3-oxocyclohex-1-enolate

Conditions	Yield
In water at 20℃; Inert atmosphere;	100%

mesytaldehyde (487-68-3) + 1-propynylmagnesium bromide (16466-97-0, 13254-27-8) + chloromethyl methyl ether (107-30-2) → C15H20O2

Conditions	Yield
Stage #1: mesytaldehyde; 1-propynylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 1.5h; Schlenk technique; Inert atmosphere; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;	100%

mesytaldehyde (487-68-3) + (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (52509-14-5) → 2-(2,4,6-trimethylstyryl)-1,3-dioxolane

Conditions	Yield
Stage #1: (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: mesytaldehyde In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	100%

mesytaldehyde (487-68-3) → 2,4,6-trimethylbenzyl alcohol (4170-90-5)

Conditions	Yield
With trimethylamine-N-oxide; sodium formate; C34H44FeN4O4(2+)*2I(1-) In water at 80℃; for 24h; Inert atmosphere; Schlenk technique;	99%
With sodium formate; N-tosylethylenediamine; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] at 80℃; for 0.7h;	97%
With formic acid; C20H29ClIrN4(1+)*Cl(1-) In water at 80℃; for 0.25h; chemoselective reaction;	97%

mesytaldehyde (487-68-3) → 1,2,3,5-Tetramethylbenzene (527-53-7)

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 25℃; under 760.051 Torr; for 0.833333h;	99%
Clemensen redn.;
With [Ru(OH2)3(4'-phenyl-2,2':6',2''-terpy)](OTf)2; hydrogen In sulfolane; water at 175℃; under 56887.8 Torr; for 3h;	8 %Chromat.

mesytaldehyde (487-68-3) + trimethylsilyl cyanide (7677-24-9) → 2-mesityl-2-((trimethylsilyl)oxy)acetonitrile

Conditions	Yield
With C32H39Br2MgN2(1-)*C16H32LiO4(1+) In chloroform-d1 at 20℃; for 0.5h; Inert atmosphere; Glovebox;	99%
With [[{(2,6-iPr2C6H3N)P(Ph2)}2N]AlMe]+[MeB(C6F5)3]- In neat (no solvent) at 25 - 28℃; for 0.0833333h; chemoselective reaction;	98%
With C29H38AlN4O2(1+)*CF3O3S(1-) at 20℃; for 0.333333h; Catalytic behavior; Inert atmosphere; Schlenk technique;	95%

mesytaldehyde (487-68-3) → mesitylenecarboxylic acid (480-63-7)

Conditions	Yield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;	99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;	99%
With tris[2-(4,6-difluorophenyl)pyridinato-C2,N]-iridium(III); oxygen In acetonitrile at 20℃; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;	90%

mesytaldehyde (487-68-3) + α-fluoro-α-(phenylselanyl)acetic acid ethyl ester (142753-36-4) → (Z)-2-Fluoro-3-(2,4,6-trimethyl-phenyl)-acrylic acid ethyl ester

Conditions	Yield
With 2,2,6,6-tetramethylpiperidinyl-lithium; methanesulfonyl chloride In tetrahydrofuran at -78℃;	99%

mesytaldehyde (487-68-3) + (trifluoromethyl)trimethylsilane (81290-20-2) → trimethyl(2,2,2-trifluoro-1-mesitylethoxy)silane

Conditions	Yield
With dmap; tetrabutylammonium tricarbonylnitrosylferrate In tetrahydrofuran at 30℃; for 14h; Schlenk technique; Inert atmosphere; Sealed tube;	99%
With 4 A molecular sieve In dimethyl sulfoxide at 20℃; for 0.25h;	100 % Spectr.
With cesium fluoride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;

mesytaldehyde (487-68-3) + trimethyl orthoformate (149-73-5) → mesitaldehyde dimethylacetal (64761-29-1)

Conditions	Yield
With camphor-10-sulfonic acid In methanol at 23℃; for 12h;	99%
With CSA In methanol at 20℃; for 12h; Inert atmosphere;	92%

mesytaldehyde (487-68-3) + methyl 1-(1-ethynyl)-2-naphthoate → C24H22O3

Conditions	Yield
Stage #1: methyl 1-(1-ethynyl)-2-naphthoate With n-butyllithium Stage #2: mesytaldehyde Further stages.;	99%

mesytaldehyde (487-68-3) + allyl bromide (106-95-6) → 1-(2,4,6-trimethylphenyl)-3-buten-1-ol (92035-54-6)

Conditions	Yield
With zinc In dimethyl sulfoxide for 2h; Barbier Coupling Reaction; Milling;	99%
With water; tin(ll) chloride at 20℃; for 2h;	97%
With ammonium chloride; zinc In tetrahydrofuran at 20℃; for 1h;	92%
Stage #1: allyl bromide With magnesium In tetrahydrofuran for 8h; Sealed tube; Inert atmosphere; Stage #2: mesytaldehyde In tetrahydrofuran Sealed tube; Inert atmosphere;

mesytaldehyde (487-68-3) + (R,R)-1,2-diphenylethylenediamine (35132-20-8) → (1R,2R)-1,2-diphenyl-N1-(2,4,6-trimethylbenzylidene)ethane-1,2-diamine (1366469-34-2)

Conditions	Yield
In water at 20℃; for 16h;	99%

mesytaldehyde (487-68-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-((2,4,6-trimethylbenzyl)oxy)-1,3,2-dioxaborolane (1373393-11-3)

Conditions	Yield
With C45H69NdO3*2C4H8O In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere;	99%
With [Ag((cyclohexyl)3P)(HMDS)] In benzene-d6 at 20℃; for 8h; Inert atmosphere;	97%
With C19H25AsN2O In benzene-d6 at 20℃; for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;	90%

mesytaldehyde (487-68-3) + tetraphenylethane-1,2-diol (464-72-2) → benzophenone (119-61-9) + 1,1-diphenyl-2-mesitylethanediol

Conditions	Yield
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃;	A n/a B 99%

potassium cyanide + mesytaldehyde (487-68-3) → 2-(2,4,6-trimethylphenyl)-2-hydroxyacetonitrile (49685-65-6)

Conditions	Yield
With carbon dioxide In ethanol at 20℃; under 760.051 Torr; for 18h; Sealed tube;	99%
With sodium hydrogensulfite In water; ethyl acetate at 40℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

mesytaldehyde (487-68-3) + 2-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylthio)propanehydrazide → 2-(1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1Hpurin-8-ylthio)-N'-(2,4,6-trimethylbenzylidene)propanehydrazide

Conditions	Yield
In ethanol for 2h; Reflux;	99%

mesytaldehyde (487-68-3) + N-methylhydroxyamine hydrochloride (4229-44-1) → C-mesityl-N-methylnitrone (41106-03-0, 53696-93-8, 62701-67-1)

Conditions	Yield
With triethylamine In chloroform for 22h;	98%

mesytaldehyde (487-68-3) + 1-ethynylnaphthalene (15727-65-8) → C22H20O

Conditions	Yield
Stage #1: 1-ethynylnaphthalene With n-butyllithium Stage #2: mesytaldehyde Further stages.;	98%

mesytaldehyde (487-68-3) + Chloroiodomethane (593-71-5) → 2-chloro-1-(2,4,6-trimethylphenyl)ethanol (80707-10-4)

Conditions	Yield
With methyllithium In tetrahydrofuran at -40℃; Flow reactor;	98%
Stage #1: Chloroiodomethane With TurboGrignard In tetrahydrofuran at -20℃; for 0.000277778h; Flow reactor; Stage #2: mesytaldehyde In tetrahydrofuran at -20℃; for 0.000444444h; Flow reactor;	95%

mesytaldehyde (487-68-3) + benzoic acid hydrazide (613-94-5) → (E)-N'-(2,4,6-trimethylbenzylidene)benzohydrazide

Conditions	Yield
With cerium(III) chloride heptahydrate In ethanol at 20℃; for 0.0166667h; Green chemistry; diastereoselective reaction;	98%
With water; acetic acid In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry; stereoselective reaction;	94%

mesytaldehyde (487-68-3) + Diphenylphosphine oxide (4559-70-0) → (2,4,6-trimethylbenzoyl)diphenylphosphine oxide (75980-60-8)

Conditions	Yield
Stage #1: mesytaldehyde; Diphenylphosphine oxide In dichloromethane for 6h; Green chemistry; Stage #2: With ammonium metavanadate; dihydrogen peroxide at 8 - 20℃; for 5.5h; Reagent/catalyst; Green chemistry;	98%

mesytaldehyde (487-68-3) + C6H5NHBO2C2(CH3)4 (857402-61-0) → N-(2,4,6-trimethylbenzylidene)aniline (33629-91-3)

Conditions	Yield
In benzene-d6 at 25℃; for 1h; Inert atmosphere; Schlenk technique;	98%

mesytaldehyde (487-68-3) + acetophenone (98-86-2) → (E)-1-phenyl-3-[(2,4,6-trimethylphenyl)]prop-2-en-1-one (87172-18-7)

Conditions	Yield
Stage #1: mesytaldehyde; acetophenone With potassium hydroxide In ethanol; water at 20℃; for 12h; Claisen Schmidt condensation; Stage #2: With hydrogenchloride In ethanol; water pH=3 - 4;	97%
With sodium hydroxide In ethanol; water at 20℃; for 0.0833333h;	72%
With sodium hydroxide at 0℃;
Stage #1: acetophenone With sodium hydroxide In ethanol; water at 0 - 20℃; for 1.33333h; Stage #2: mesytaldehyde In ethanol; water at 20℃;

Upstream product

• 101289-28-5 N-benzenesulfonyl-N'-(2,4,6-trimethyl-benzoyl)-hydrazine 
• 938-18-1 mesitylene-2-carboxylic acid chloride 
• 74-90-8 hydrogen cyanide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 2032-76-0 dichloromethyl-methyl sulfide 
• 1493-02-3 formyl fluoride 
• 124-38-9 carbon dioxide 
• 5806-59-7 mesityllithium 
• 1889-72-1 2-phenyl-1-(2,4,6-trimethylphenyl)ethanone 
• 4761-00-6 2,4,6-trimethylbenzylbromide 
• 72374-14-2 ethyl 2-azido-3-(2,4,6-trimethylphenyl)propenoate 
• 34274-10-7 2,4,6-trimethyl-<(dimethylamino)methyl>benzene 
• 15824-04-1 2,4,6-trimethylbenzoic acid hydrazide 
• 77787-77-0 α-mesityl-α-phenyl-2,4,6-trimethylacetophenone 

Downstream Products

• 110795-27-2 (2E)-3-(2,4,6-trimethylphenyl)propenoic acid 
• 94005-03-5 2'-nitro-2.4.6-trimethyl-trans-chalcone 
• 6943-09-5 2,2-dimethyl-5-(2,4,6-trimethyl-benzylidene)-[1,3]dioxane-4,6-dione 
• 135777-94-5 2-cyano-3-mesityl-acrylic acid 
• 84001-90-1 (E)-ethyl 3-mesitylacrylate 
• 52512-27-3 N-phenyl-C-mesitylnitrone 
• 859965-64-3 2-(2,4,6-trimethyl-benzylidene)-indan-1-one 
• 34143-85-6 (E)-N-(2,4,6-Trimethylphenylmethylene)benzenamine 
• 110148-86-2 (E)-1-(4-methoxyphenyl)-3-(2,4,6-trimethylphenyl)prop-2-en-1-one 
• 860375-86-6 diethyl 2-(2,4,6-trimethylbenzylidene)malonate 
• 65489-95-4 (+/-)-1-phenyl-2-mesityl-ethanol-⁽²⁾ 
• 53189-76-7 4,4'-(2,4,6-trimethyl-phenylmethanediyl)-bis-morpholine 
• 64761-29-1 mesitaldehyde dimethylacetal 
• 52884-19-2 4-Mesityl-3-methyl-but-1-in-4-ol 

Relevant academic research and scientific papers

Highly atom efficient synthesis of 2,2,4,5-tetrasubstituted 3(2H)-furanones having both hydroxyl and amino substituents

We have developed a highly atom efficient synthesis of tetrasubstituted 3(2H)-furanones from easily accessible starting materials such as C,N-diarylaldonitrones and dibenzoylacetylene. Control experiments revealed that reaction of aldonitrones having electron-withdrawing groups on the C-aryl substituent in polar aprotic solvents exhibited high product selectivity while reaction temperature has only a negligible effect on product yield and selectivity.

Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions

A rare metal-free nucleophilic nitrosoarene catalysis accompanied by highly hydrogen-bond-donor (HBD) solvent, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), organocatalytically converts arylmethyl halides to aromatic carbonyls. This protocol offers an effective means to access a diverse array of aromatic carbonyls with good chemoselectivity under mild reaction conditions. The activation of arylmethyl halides by HFIP to generate stable carbocation and autoxidation of in situ generated hydroxylamine to nitrosoarene in the presence of atmospheric O2 are the keys to success.

An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst

We have reported an aerobic oxidation of primary and secondary alcohols to respective aldehydes and ketones using a bipyridyl-cinchona alkaloid based palladium catalytic system (PdAc-5) using oxygen at moderate pressure. ThePdAc-5catalyst was analysed using SEM, EDAX, and XPS analysis. The above catalytic system is used in experiments for different oxidation systems which include different solvents, additives, and bases which are cheap, robust, non-toxic, and commercially available on the industrial bench. The obtained products are quite appreciable in both yield and selectivity (70-85%). In addition, numerous important studies, such as comparisons with various commercial catalysts, solvent systems, mixture of solvents, and catalyst mole%, were conducted usingPdAc-5. The synthetic strategy of oxidation of alcohol into carbonyl compounds was well established and all the products were analysed using1H NMR,13CNMR and GC-mass analyses.

Preparation method of methyl substituted benzaldehyde

The invention relates to a preparation method of methyl substituted benzaldehyde, in particular to a method for preparing alkyl aromatic aldehyde through a carbonylation reaction by adopting methyl substituted aromatic hydrocarbon as raw materials. According to the method, ionic liquid with the high catalytic activity is adopted, and methyl substituted benzene is used for preparing the methyl substituted benzaldehyde under the alleviated condition with high conversion rate; meanwhile, the reaction time is shortened, waste water, gas and industrial residues are reduced, and no auxiliaries withhigh corrosivity are adopted.

V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls

The versatile application of different functional groups such as alcohols (1° and 2°), alkyl arenes, and (aryl)olefins to construct carbon-oxygen bond via oxidation is an area of intense research. Here, we report a reusable heterogeneous V2O5@TiO2 catalyzed selective oxidation of various functionalities utilizing different mild and eco-compatible oxidants under greener reaction conditions. The method was successfully applied for the alcohol oxidation, oxidative scission of styrenes, and benzylic C?H oxidation to their corresponding aldehydes and ketones. The utilization of mild and eco-friendly oxidizing reagents such as K2S2O8, H2O2 (30 % aq.), TBHP (70 % aq.), broad substrate scope, gram-scale synthesis, and catalyst recyclability are notable features of the developed protocol.

Oxidative C-S Bond Cleavage of Benzyl Thiols Enabled by Visible-Light-Mediated Silver(II) Complexes

The oxidative cleavage reaction of the C-S bond using singlet oxygen is challenging because of its uncontrollable nature. We have developed a novel method for the singlet-oxygen-mediated selective C-S bond cleavage reaction using silver(II)-ligand complexes. Visible-light-induced silver catalysis enables the controlled oxidative cleavage of benzyl thiols to afford carbonyl compounds, such as aldehydes or ketones, which are important synthetic components.

Nickel complex containing meta-carborane triazole ligand and preparation method and application of nickel complex

The invention relates to a nickel complex containing a meta-carborane triazole ligand and a preparation method and application of the nickel complex. The nickel complex is prepared by the following steps of: (1) dropwise adding an n-BuLi solution into a meta-carborane m-C2B10H12 solution, stirring and reacting; then adding 3-propargyl bromide for a reaction, and separating after the reaction is finished so as to obtain 1, 3-dipropargyl meta-carborane; and (2) carrying out a reaction between 1, 3-dipropargyl meta-carborane and aryl azide under the catalytic condition of a catalyst CuI, then adding NiCl2 into the reaction system, continuing the reaction, carrying out separation after the reaction is finished so as to obtain the nickel complex containing the meta-carborane triazole ligand. The nickel complex is applied to preparation of aldehyde by catalyzing partial oxidation of primary alcohol. Compared with the prior art, the preparation method is simple and green, the complex can efficiently catalyze partial oxidation of primary alcohol to prepare aldehyde, the reaction conditions are mild, the universality is good, the catalytic efficiency is high, and few byproducts are produced; and the catalyst has high stability and is not sensitive to air and water.

Conversion of α‐hydroxy(2,4,6‐trimethylbenzyl)diphenylphosphine oxide to TPO: oxidation vs decomposition

This study details the oxidation of α-hydroxy(2,4,6-trimethylbenzyl)diphenylphosphine oxide (α-HDPO) to diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO) by choosing the proper MnO2 as oxidant. In addition, the equilibrium of α-HDPO and 2,4

Convenient synthesis of 2,3-dihydro-1,2,4-thiadiazoles, 4,5-dihydro-1,3-thiazoles, and 1,3-thiazoles through a [4+1]-type oxidative ring closure of 1,3-thiaza-1,3-butadienes

1,3-Thiaza-1,3-butadienes bearing an N,N-dimethylamino group at the C-2 position were efficiently converted into 5H-1,2,4-oxathiazoles, 2,3-dihydro-1,2,4-thiadiazoles, 4,5-dihydro-1,3-thiazoles, and 1,3-thiazoles through an oxidative ring closure by treating with mCPBA, chloramine-T, metal carbenoids, or dichlorocarbene, respectively, via the ring closure of in situ generated heterocumulene-type reactive species involving thione S-oxides, thione S-imides, and thiocarbonyl ylides.

Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2

Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.