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104-87-0

Basic Information
CAS No.: 104-87-0
Name: p-Tolualdehyde
Molecular Structure:
Molecular Structure of 104-87-0 (p-Tolualdehyde)
Formula: C8H8O
Molecular Weight: 120.15
Synonyms: para-Toluyl aldehyde;p-Methyl benzaldehyde;4-Methyl benzaldehyde;p-tolualdehyde;4-methylBenzaldehyde;4-Toluicaldehyde;p-Formyltoluene;FEMA No. 3068;4-Toluylaldehyde;4-Methylbenzaldehyde;Benzaldehyde, 4-methyl-;Methylbenzaldehyde information;
EINECS: 203-246-9
Density: 1.015 g/cm3
Melting Point: -6 °C
Boiling Point: 204.5 °C at 760 mmHg
Flash Point: 80 °C
Solubility: 0.25 g/L (25 ºC)
Appearance: clear colorless to pale yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 26-36/37/39
Transport Information:
PSA: 17.07000
LogP: 1.80750
Synthetic route
589-18-4

4-Methylbenzyl alcohol

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With dinitrogen tetraoxide; ferric nitrate In dichloromethane Ambient temperature; further oxidizing agent, further conditions and solvents;100%
In ethanol at 40℃; for 9h;100%
With TGSE; sodium hydrogencarbonate; sodium carbonate In water for 1.66667h; Electrochemical reaction;100%
106-42-3

para-xylene

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With oxygen; 10-methyl-9-phenylacridin-10-ium perchlorate In chloroform at 24.84℃; for 10h; Oxidation; Pyrolysis; visible light;100%
With sulfuric acid; 9-mesityl-2,7,10-trimethylacridinium perchlorate; water; oxygen In acetonitrile at 24.84℃; for 1.33333h; Quantum yield; Reagent/catalyst; Irradiation;100%
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate; acetic acid at 20℃; under 760.051 Torr; chemoselective reaction;100%
120445-48-9, 3030-95-3

4-methylbenzaldehyde semicarbazone

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; Tonsil In ethyl acetate for 2h; Heating;100%
With copper(II) sulfate In tetrahydrofuran; methanol; water for 48h; Heating;95%
With potassium permanganate; montmorillonite K-10 for 0.25h;94%
2929-93-3

p-tolylmethylenediacetate

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h;100%
With sulphated zirconia In acetonitrile at 60℃; for 0.3h; Microwave irradiation;100%
With Montmorillonite K10 In dichloromethane for 0.333333h; Heating;99%
40739-81-9

p-tolualdehyde p-toluenesulfonylhydrazone

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 48h; Heating;100%
With Cr-MCM-41 zeolite on silica gel for 0.15h; microwave irradiation;98%
Amberlyst 15 In water; acetone at 80℃; for 24h;86%
With polymer-supported phenyliodine(III) diacetate; water In dichloromethane at 20℃; for 2h; Oxidation;78%
2829-25-6

4-methylbenzaldehyde phenylhydrazone

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 6.5h; Heating;100%
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.133333h; Heating;95%
With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.5h;94%
160594-72-9

N,N-diethyl-4-methylselenobenzamide

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 3h;100%
89200-92-0

trimethyl(4-methylbenzyloxy)silane

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With nitrogen dioxide at 20℃; for 0.0833333h;100%
With phosphomolybdic acid In toluene for 0.166667h; Heating;97%
With allyltriphenylphopsphonium peroxodisulfate In acetonitrile for 0.25h; Heating;96%
622-97-9

1-ethenyl-4-methylbenzene

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;100%
With tert.-butylhydroperoxide; manganese(II,III) oxide In acetonitrile at 70℃; for 3h;98%
With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen In 1,2-dichloro-ethane at 70℃; under 760.051 Torr; for 6h; Reagent/catalyst; Solvent; Green chemistry; chemoselective reaction;96%
1203650-44-5

N-(2-hydroxyl-1-(2-pyridyl)-2-(4-methylphenyl)ethyl)benzenecarbothioamide

A

1203650-52-5

bis(3-phenyl-1-imidazo[1,5-a]pyridyl)-4-methylphenylmethane

B

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With pyridine; iodine In tetrahydrofuran at 20℃; for 0.5h;A 100%
B n/a

6-hydroxy-4-methylcyclohex-1-enecarbaldehyde

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether In chloroform at 20℃; for 24h; regioselective reaction;100%
201230-82-2

carbon monoxide

108-88-3

toluene

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 24.85℃; under 56886.3 Torr; for 0.5h; Product distribution; Further Variations:; Pressures; Temperatures;99.1%
With 1,10-Phenanthroline; triphenylphosphine; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; scandium tris(trifluoromethanesulfonate); 1-n-butyl-3-methylimidazolium hexafluoroantimonate; cerium triflate at 50℃; under 15001.5 Torr; for 5h; Reagent/catalyst; Autoclave; Inert atmosphere;76.8%
With trifluorormethanesulfonic acid under 95000.1 Torr; for 4h; Ambient temperature;72 % Chromat.
94-08-6

4-methylbenzoic acid ethyl ester

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-methylbenzoic acid ethyl ester With morpholine; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 3.16667h; Inert atmosphere;
Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 0.166667h; Inert atmosphere;
99%
With sodium tris(diethylamino)aluminum hydride In tetrahydrofuran; dodecane at 0℃; for 24h;93%
With phenylsilane; cobalt(II) diacetate tetrahydrate; sodium triethylborohydride In 1,2-dimethoxyethane; toluene at 25℃; for 15h; Inert atmosphere; Schlenk technique;92%
51490-06-3

1,2-di-p-tolyl-ethanone

62-53-3

aniline

A

6833-18-7

4-methyl-N-phenylbenzamide

B

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen In acetonitrile under 760.051 Torr; for 24h; Reflux;A 99%
B n/a
106-42-3

para-xylene

A

100-21-0

terephthalic acid

B

104-87-0

4-methyl-benzaldehyde

C

619-66-9

4-Carboxybenzaldehyde

D

99-94-5

p-Toluic acid

Conditions
ConditionsYield
With hydrogen bromide; oxygen; acetic acid; cobalt(II) acetate; manganese(II) acetate In water at 190℃; under 16501.7 Torr; for 1h; Product distribution / selectivity;A 98.1%
B 0.2%
C 0.4%
D 0.4%
With oxygen; acetic acid; palladium diacetate; antimony(III) acetate In water at 182 - 195℃; under 16501.7 - 20929.4 Torr; for 1 - 1.5h; Product distribution / selectivity;A 50.3%
B 7.2%
C 6.4%
D 6.2%
With hydrogen bromide; oxygen; acetic acid; zirconium oxyacetate; cobalt(II) acetate In water at 190℃; under 16501.7 Torr; for 1h; Product distribution / selectivity;A 4.9%
B 3%
C 1.9%
D 36.9%
104-82-5

4-Methylbenzyl chloride

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation;98%
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;94%
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;93%
104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.333333h;98%
Stage #1: p-methylbenzaldehyde oxime With hexachlorodisilane; silica gel In toluene at 110℃; for 0.5h;
Stage #2: With water In toluene for 0.5h;
97%
In dichloromethane at 20℃; for 4h;96%
18484-04-3

2-((4-methylbenzyl)oxy)tetrahydro-2H-pyran

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With zeofen (zeolite HZSM-5, Fe(NO3)3*9H2O) In dichloromethane for 6h; Heating;98%
With chromium(VI) oxide; HZSM-5 zeolite for 0.0333333h; microwave irradiation;95%
With NTPPPODS In acetonitrile for 0.166667h; Reflux;94%
79439-44-4

C16H18OSe

A

13527-05-4

4-methylbenzyl nitrate

B

66361-14-6

p-methylbenzeneseleninic acid

C

104-87-0

4-methyl-benzaldehyde

D

C16H18OSe*HNO3

E

seleninous acid

seleninous acid

Conditions
ConditionsYield
With nitric acid In dichloromethane at -5 - 0℃; for 1h;A 98%
B n/a
C n/a
D n/a
E n/a
With nitric acid In dichloromethane at -5 - 0℃; for 1h;A n/a
B 98%
C n/a
D n/a
E n/a
622-96-8

4-methylethylbenzene

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-methyl-N-[3-(4-diacetoxyiodo)phenoxy-1-propyl]pyrrolidinium 4-methylbenzenesulfonate In dichloromethane at 20℃; for 1.5h; Inert atmosphere;98%

Sodium; 6-{[1-p-tolyl-meth-(E)-ylidene]-amino}-hexanoate

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde;97.1%
104-85-8

para-methylbenzonitrile

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With lithium diisobutylmorpholinoaluminum hydride In tetrahydrofuran; hexane at 0℃; for 0.5h;97%
With calcium bis(hypophosphite); calcium acetate; nickel(II) acetate tetrahydrate In ethanol; water at 100℃; for 7h; Sealed tube;94%
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;83%
104-81-4

4-Methylbenzyl bromide

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With water; sodium hydroxide at 20℃; for 0.0666667h; Microwave irradiation;97%
With dihydrogen peroxide In ethanol for 4h; Reflux; Green chemistry;95%
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h;93%
71778-40-0

1-((phenylthio)(p-tolyl)methylthio)benzene

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With sodium perborate In acetic acid at 25℃; for 2h;97%
With oxygen; 2,4,6-tris(p-chlorophenyl)pyrylium perchlorate In dichloromethane for 0.2h; Irradiation;83%
1866-39-3

4-methylcinnamic acid

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With potassium permanganate; Amberlite IR-120; water In dichloromethane at 20℃; for 0.333333h;97%
With sulfuric acid; quinolinium dichromate(VI) In acetic acid at 29.9℃; Rate constant; Thermodynamic data; ΔHact, ΔSact, ΔGact; var. concentration of reagents;
Multi-step reaction with 2 steps
1: magnesium chloride; ATP / 20 h / pH 7.5 / Enzymatic reaction
2: water / 14 h / 30 °C / Enzymatic reaction
View Scheme
122334-36-5

N-methoxy-N,4-dimethylbenzamide

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With lithium diisobutyl-tert-butoxyaluminum hydride In tetrahydrofuran; hexane at 0℃; Reagent/catalyst; Inert atmosphere; chemoselective reaction;97%
With benzoic acid ethyl ester; copper diisobutyl-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; chemoselective reaction;96 %Chromat.
4498-99-1

4-methylbenzylthiol

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With dipotassium peroxodisulfate; tetrakis(pyridine)silver(II) peroxodisulfate; oxygen In N,N-dimethyl-formamide at 23℃; under 760.051 Torr; Irradiation;97%
2403-51-2

2-(4-methylphenyl)-1,3-dioxolane

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With polyaniline-sulfate salt; water for 0.5h; Heating;96%
With silica-OSO3H; silica gel In toluene at 60 - 70℃; for 1h;94%
In(OSO2CF3)3 In acetone at 20℃; for 4h;92%
23229-29-0

2-(4-methylphenyl)-1,3-dithiolane

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With tetrachlorosilane; dimethyl sulfoxide In dichloromethane at 20℃; for 0.583333h;96%
With silica gel In neat (no solvent) at 20℃; for 0.05h;96%
With sodium nitrate; sulfuric acid; silica gel; 4-nitrobenzylidene diacetate In dichloromethane at 20℃; for 0.25h;93%
106-42-3

para-xylene

A

13527-05-4

4-methylbenzyl nitrate

B

104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 40℃; for 0.5h; Irradiation;A 96%
B n/a
With ammonium cerium(IV) nitrate In acetonitrile at 40℃; for 0.5h; Mechanism; Irradiation;A 96%
B n/a
ammonium cerium(IV) nitrate; sodium dodecyl-sulfate In water at 25℃; for 3h;A 3.95 mmol
B 3.10 mmol
With ammonium cerium(IV) nitrate; sodium dodecyl-sulfate In water at 25℃; for 3h; Title compound not separated from byproducts;A 3.95 mmol
B 3.10 mmol
With sodium dodecyl-sulfate; ammonium cerium(IV) nitrate In water at 25℃; for 3h; Product distribution; other reagents, solvents, reac. time;A 3.95 mmol
B 3.1 mmol
79-24-3

Nitroethane

104-87-0

4-methyl-benzaldehyde

52287-56-6, 29816-55-5

1-(p-tolyl)-2-nitropropene

Conditions
ConditionsYield
With ammonium acetate at 110℃; for 16h;100%
With (2-hydroxyethyl)ammonium formate at 20℃; for 4.1h; Knoevenagel condensation; Ionic liquid;95%
With ammonium acetate at 120℃; for 2h;95%
75-52-5

nitromethane

104-87-0

4-methyl-benzaldehyde

7559-36-6

4-methyl-β-nitrostyrene

Conditions
ConditionsYield
With C62H54N2O2; copper diacetate In ethanol at 10℃; for 48h; Henry Nitro Aldol Condensation; enantioselective reaction;100%
With C62H48CuN2O2; copper diacetate; benzaldehyde In ethanol at 10℃; for 48h; Reagent/catalyst; Henry Nitro Aldol Condensation;100%
With (2-hydroxyethyl)ammonium formate at 20℃; for 0.8h; Knoevenagel condensation; Ionic liquid;95%
104-87-0

4-methyl-benzaldehyde

540-63-6

ethane-1,2-dithiol

23229-29-0

2-(4-methylphenyl)-1,3-dithiolane

Conditions
ConditionsYield
With silica gel; toluene-4-sulfonic acid In dichloromethane for 1.5h; Heating;100%
With Cu(OTf)2-SiO2 for 0.5h; Ambient temperature;99%
With PPA; silica gel In 1,2-dichloro-ethane at 20℃; for 0.5h;99%
104-87-0

4-methyl-benzaldehyde

100-63-0

phenylhydrazine

2829-25-6

4-methylbenzaldehyde phenylhydrazone

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane100%
In neat (no solvent) at 20℃; for 0.00277778h;97%
With oxidized single-walled carbon nanotubes(SWCNs-COOH) In ethanol at 80℃; for 1.25h;96%
104-87-0

4-methyl-benzaldehyde

74-89-5

methylamine

17972-13-3, 29086-13-3, 53699-34-6

p-methylbenzylidene-methylamine

Conditions
ConditionsYield
at 20℃; for 12h;100%
In methanol; dichloromethane for 18h; Molecular sieve;86%
104-87-0

4-methyl-benzaldehyde

100-46-9

benzylamine

24431-15-0

N-benzyl-p-tolylmethanimine

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;100%
for 6h; Kinetics; Molecular sieve; Reflux;100%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;65%
104-87-0

4-methyl-benzaldehyde

589-18-4

4-Methylbenzyl alcohol

Conditions
ConditionsYield
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.133333h;100%
With sodium tetrahydroborate In methanol at 20℃; for 1h;100%
With hydrogen at 30℃; under 22502.3 Torr; for 10h; Temperature; Autoclave; Sealed tube; Ionic liquid; chemoselective reaction;100%
104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With aluminium; potassium hydroxide In methanol at 0℃; for 1h; Inert atmosphere;100%
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid In dichloromethane at 25℃; for 16h; Michael Addition; Inert atmosphere; Irradiation;99%
With naphthalene; lithium; manganese(ll) chloride In tetrahydrofuran at 22 - 26℃; for 1h; sonication;98%
104-87-0

4-methyl-benzaldehyde

99-94-5

p-Toluic acid

Conditions
ConditionsYield
With phosphate-buffered silica gel supported KMnO4 In cyclohexane at 65℃;100%
With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃; for 1.5h;100%
With [Cu2C6H4(CHNCH2CH2N(CH2C5H4N)2)2](2+)*2ClO4(1-)=C36H38Cu2N8(ClO4)2; oxygen In acetone at -90.16℃;100%
104-87-0

4-methyl-benzaldehyde

106-95-6

allyl bromide

24165-63-7

1-p-tolyl-3-buten-1-ol

Conditions
ConditionsYield
With hydrogenchloride; antimony In water for 16h;100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;100%
With tin(ll) chloride In water at 20℃; for 24h;99%
104-87-0

4-methyl-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2017-88-1

ethyl (E)-2-cyano-3-p-tolylacrylate

Conditions
ConditionsYield
With L-proline for 0.0833333h; Knoevenagel condensation; microwave irradiation;100%
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.0166667h; Knoevenagel Condensation; Green chemistry;100%
With ASCPEI In ethanol at 43℃; for 3h; Knoevenagel condensation;99%
104-87-0

4-methyl-benzaldehyde

109-77-3

malononitrile

2826-25-7

2-(4-methylbenzylidene)malononitrile

Conditions
ConditionsYield
With L-arginine at 20℃; for 0.0833333h; Knoevenagel condensation; Ionic liquid;100%
With 1,4-diaza-bicyclo[2.2.2]octane In water at 20℃; for 0.0333333h; Knoevenagel Condensation; Green chemistry;100%
With 2C9H3O6(3-)*2C27H18N6*3Ni(2+)*15H2O*5C2H6O In dichloromethane at 60℃; for 2h; Knoevenagel Condensation; Inert atmosphere;100%
3528-17-4

2,3-dihydro-4H-[1]benzothiopyran-4-one

104-87-0

4-methyl-benzaldehyde

69964-53-0, 135521-92-5, 101001-08-5

(Z)-3-(4-methylbenzylidene)thiochroman-4-one

Conditions
ConditionsYield
With hydrogenchloride In methanol for 3h;100%
With sulfuric acid In acetic acid at 20℃; for 0.333333h;89%
With hydrogenchloride In ethanol for 0.0833333h; Ambient temperature;64.1%
With piperidine In chloroform for 5h; Reflux;
With sodium hydroxide In ethanol; water at 0℃; for 0.5h;
27353-29-3

diethyl (morpholinomethyl)phosphonate

104-87-0

4-methyl-benzaldehyde

(2-Hydroxy-1-morpholin-4-yl-2-p-tolyl-ethyl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at 0℃; for 1.25h;100%
109-80-8

1.3-propanedithiol

104-87-0

4-methyl-benzaldehyde

56637-44-6

2-(4-methylphenyl)-1,3-dithiane

Conditions
ConditionsYield
With lithium tetrafluoroborate at 25℃; for 1h;100%
With amberlyst-15 In acetonitrile for 1h;99.97%
With nickel dichloride In dichloromethane99%
563-80-4

3-methyl-butan-2-one

104-87-0

4-methyl-benzaldehyde

67962-11-2

4-methyl-1-p-tolyl-pent-1-en-3-one

Conditions
ConditionsYield
barium dihydroxide In ethanol for 1h; Heating;100%
With sodium hydroxide In water Heating;
35161-71-8

N-methylpropargylamine

104-87-0

4-methyl-benzaldehyde

709-86-4

N-methyl-N-(4-methylbenzyl)prop-2-yn-1-amine

Conditions
ConditionsYield
Stage #1: 4-methyl-benzaldehyde With acetic acid In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: methyl(propargyl)amine In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #3: With sodium tris(acetoxy)borohydride In dichloromethane at 0℃; Inert atmosphere;
100%
With hydrogenchloride; sodium cyanoborohydride 1.) methanol, 15 min, 2.) MeOH, 24 h; Multistep reaction;
107-10-8

propylamine

104-87-0

4-methyl-benzaldehyde

99484-07-8

N-((4-methylphenyl)methylene)-1-propanamine

Conditions
ConditionsYield
at 20℃; for 12h;100%
With 1-hydrosilatrane In neat (no solvent) at 70℃; for 23h; Sealed tube; Green chemistry;99%
In methanol at 25℃; Mechanism; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
558-13-4

carbon tetrabromide

104-87-0

4-methyl-benzaldehyde

60512-56-3

1-(2,2-dibromovinyl)-4-methylbenzene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-methyl-benzaldehyde In dichloromethane at 0℃; for 2h; Inert atmosphere;
100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-methyl-benzaldehyde In dichloromethane at 0℃; for 2h; Inert atmosphere;
100%
With triphenylphosphine In dichloromethane at 0℃; for 0.5h;98%
7677-24-9

trimethylsilyl cyanide

104-87-0

4-methyl-benzaldehyde

66985-49-7

2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile

Conditions
ConditionsYield
With Na(1+)*C7H3NO4(2-)*Cu(2+)*C7H4NO4(1-) at 20℃; for 3h;100%
Stage #1: 4-methyl-benzaldehyde With scandium tris(trifluoromethanesulfonate); 1-n-butyl-3-methylimidazolium hexafluoroantimonate at 20℃; for 0.166667h;
Stage #2: trimethylsilyl cyanide at 20℃; for 0.0833333h; Inert atmosphere;
99%
With C7H3O8S2(3-)*5H2O*Pr(3+) In neat (no solvent) at 40℃; for 0.5h; Inert atmosphere;99%
2942-58-7

diethyl cyanophosphonate

104-87-0

4-methyl-benzaldehyde

123346-48-5

Phosphoric acid cyano-p-tolyl-methyl ester diethyl ester

Conditions
ConditionsYield
With lithium cyanide In tetrahydrofuran Ambient temperature;100%
1738-16-5

4-acetyltropolone

104-87-0

4-methyl-benzaldehyde

4-(4-methylcinnamoyl)tropolone

Conditions
ConditionsYield
With potassium hydroxide In methanol at 0℃;100%
557-20-0

diethylzinc

104-87-0

4-methyl-benzaldehyde

25574-04-3, 112777-65-8, 138809-38-8, 73854-03-2

(S)-1-(4-methylphenyl)propan-1-ol

Conditions
ConditionsYield
(1S)-1-(9-piperidylfluoren-9-yl)ethanol In hexane; toluene at 0℃; for 4h; Addition;100%
Stage #1: diethylzinc In toluene at 0℃; for 0.5h;
Stage #2: 4-methyl-benzaldehyde In toluene at 0 - 20℃; for 48h; Reagent/catalyst; enantioselective reaction;
99%
Stage #1: diethylzinc; 4-methyl-benzaldehyde With diphenyl-((S)-1-((S)-1-phenylethyl)aziridin-2-yl)-methanol In hexane; toluene at 0 - 25℃; for 48.5h; Inert atmosphere;
Stage #2: With ammonium chloride In hexane; water; toluene Saturated solution; optical yield given as %ee; enantioselective reaction;
98%
762-73-2

trimethyl(allyl)stannane

104-87-0

4-methyl-benzaldehyde

C14H22OSn

Conditions
ConditionsYield
In diethyl ether under 7500600 Torr; for 168h; Product distribution; Ambient temperature;100%
104-87-0

4-methyl-benzaldehyde

107-87-9

2-Pentanone

100765-39-7

(E)-1-(4-tolyl)hex-1-en-3-one

Conditions
ConditionsYield
barium dihydroxide In ethanol for 1h; Heating;100%
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Specification

1. Introduction of p-Tolualdehyde
P-Tolualdehyde is a kind of clear colorless to pale yellow liquid and belongs to the classes of Aromatic Aldehydes & Derivatives (substituted); API Intermediates; Benzaldehyde (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials. Besides, it should be stored in sealed container, and put in a cool and dry place. The storage place must stay away from oxidant, the fire and heat source. also called . The IUPAC name is 4-methylbenzaldehyde.

2. Properties of p-Tolualdehyde
(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: 80 °C; (18)Enthalpy of Vaporization: 44.07 kJ/mol; (19)Boiling Point: 204.5 °C at 760 mmHg; (20)Vapour Pressure: 0.263 mmHg at 25°C.

3. Structure Descriptors of p-Tolualdehyde
(1)SMILES: O=Cc1ccc(C)cc1
(2)InChI: InChI=1/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3
(3)InChIKey: FXLOVSHXALFLKQ-UHFFFAOYAK

4. Toxicity of p-Tolualdehyde

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533443,
mouse LD50 oral 3200mg/kg (3200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0533443,
rat LC inhalation > 2200mg/m3 (2200mg/m3)   National Technical Information Service. Vol. OTS0533443,
rat LD50 intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0533443,
rat LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0533443,
rat LD50 skin 2500mg/kg (2500mg/kg)   National Technical Information Service. Vol. OTS0538243,

5. Safety Information of p-Tolualdehyde
Hazard Symbols:HarmfulXn
Risk Codes:
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

6. Preparation of p-Tolualdehyde
P-Tolualdehyde may be prepared from the Friedel-Crafts formylation of toluene with carbon monoxide and hydrogen chloride under Gattermann-Koch conditions:

p-Tolualdehyde may be prepared from the Friedel-Crafts formylation of toluene with carbon monoxide and hydrogen chloride

7. Use of p-Tolualdehyde
p-Tolualdehyde can be used as organic synthesis intermediates and essence. And it can react with allyl-trimethyl-silane to get 1-p-tolyl-but-3-en-1-ol. This reaction will need reagent dealuminated zeolite-Y exchanged with rare earth metal and solvent nitromethane. The reaction time is 18 hours at reaction temperature of 80 °C. The yield is about 55.0%.

 p-Tolualdehyde can react with allyl-trimethyl-silane to get 1-p-tolyl-but-3-en-1-ol

8. Other details of p-Tolualdehyde
When you are using p-Tolualdehyde, please be cautious about it as the following:
P-Tolualdehyde is harmful if swallowed and irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.