3,5-Dimethyl-4-hydroxybenzaldehyde supplier

Name
3,5-Dimethyl-4-hydroxybenzaldehyde
EINECS 218-774-5
CAS No. 2233-18-3
Article Data74
CAS DataBase
Density 1.136 g/cm³
Solubility
Melting Point 112-114 °C(lit.)
Formula C₉H₁₀O₂
Boiling Point 263.9 °C at 760 mmHg
Molecular Weight 150.177
Flash Point 109.7 °C
Transport Information
Appearance tan to light brown crystalline powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-Formyl-2,6-xylenol;4-Hydroxy-3,5-dimethylbenzaldehyde;NSC 128405;
PSA 37.30000
LogP 1.82150

Synthetic route

: 16404-66-3
4-hydroxy-2,4,6-trimethyl-cyclohexa-2,5-dienone

A quinone dimer: quinone dimer

B: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With sodium hypochlorite In water; ethyl acetate	A n/a B 100%

: 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; regioselective reaction;	92%
With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 10h;	90%
With dimethyl selenoxide In benzene for 1.5h; Heating;	80%

: 576-26-1
2.6-dimethylphenol

: 100-97-0
hexamethylenetetramine

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
In trifluoroacetic acid at 80℃; for 12h; Duff reaction;	92%
With acetic acid In water for 4h; Reflux; Inert atmosphere;	70%
With acetic acid In water at 100℃; for 4h;
With acetic acid In water at 105 - 120℃; for 6h; Duff Aldehyde Synthesis; Dean-Stark;

: 4-((2-hydroxyethoxy)methyl)-2,6-dimethylphenol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate; sodium hydroxide In water; ethylene glycol at 50℃; under 760.051 Torr; for 12h; Green chemistry;	90%

: 527-60-6
Mesitol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate; sodium hydroxide In water; ethylene glycol at 50℃; under 760.051 Torr; for 12h; Reagent/catalyst; Solvent; Time; Green chemistry; chemoselective reaction;	88%
With copper diacetate; ethylene glycol at 65℃; for 12h; Green chemistry; regioselective reaction;	87%
With 2.9-dimethyl-1,10-phenanthroline; sodium methylate In methanol for 0.75h;	85%

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; acetone oxime In various solvent(s) at 40℃; under 860.3 Torr; for 6h;	A 87% B 4%
With oxygen In various solvent(s) at 60℃; under 860.3 Torr; for 5h; Product distribution; Mechanism; Rate constant; var. aditives, times, solvents;	A 77.7% B 3.7%
With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Product distribution; other amines; variation of condition;
With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Yield given. Yields of byproduct given;

: 5048-02-2
2,6-dimethyl-4-(methoxymethyl)phenol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; regioselective reaction;	85%
With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 240h;	82%
Multi-step reaction with 2 steps 1: 20 °C 2: 280 mg / H2O / 20 °C View Scheme

: 67-56-1
methanol

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 5048-02-2
2,6-dimethyl-4-(methoxymethyl)phenol

Conditions

Conditions	Yield
With potassium hydroxide; iodine for 0.166667h;	A 5% B 84%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 6h; Mechanism; other alcohols, var. times;	A 4% B 64%
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 6h;	A 4% B 64%

...Expand

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol

Conditions

Conditions	Yield
With oxygen; horseradish peroxidase pH=7; Oxidation; electrolysis after 3 F;	A n/a B 83%
With iron(III) perchlorate In water Kinetics;

: 53175-56-7
4-(1,3-diphenyl-imidazolidin-2-yl)-2,6-dimethyl-phenol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; water at 25℃; for 2h;	80%

: 576-26-1
2.6-dimethylphenol

: 4885-02-3
Dichloromethyl methyl ether

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2.6-dimethylphenol With aluminum (III) chloride In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;	71%
Stage #1: 2.6-dimethylphenol With aluminum (III) chloride In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane for 0.5h; Inert atmosphere;

: 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; amine>cobalt In dichloromethane under 2585.7 Torr; for 20h; Ambient temperature;	A n/a B 70%
With K10 montmorillonite; water; dihydrogen peroxide In tetrachloromethane at 22℃; for 2h; Oxidation;	A 3 % Chromat. B 57 % Chromat.

: 527-60-6
Mesitol

: 7732-18-5
water

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 5048-02-2
2,6-dimethyl-4-(methoxymethyl)phenol

Conditions

Conditions	Yield
platinum In methanol	A 70% B n/a

...Expand

: 576-26-1
2.6-dimethylphenol

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine In trifluoroacetic acid at 80℃; for 20h; Inert atmosphere;	67%
Multi-step reaction with 2 steps 1: 76 percent / H2O / 2.5 h / 30 °C 2: 64 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h View Scheme
Multi-step reaction with 2 steps 1: aqueous NaOH 2: 230 - 240 °C View Scheme

: 3,5-Bis-chloromethyl-4-hydroxy-benzaldehyde

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With tin(ll) chloride In 1,4-dioxane Heating;	63%

: 527-60-6
Mesitol

: 111-27-3
hexan-1-ol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 134778-31-7
2,6-dimethyl-4-(hexyloxymethyl)phenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 1.11667h;	A 14% B 63%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 1.11667h; Yield given. Yields of byproduct given;

...Expand

: 71-41-0
pentan-1-ol

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 134778-35-1
2,6-dimethyl-4-(pentyloxymethyl)phenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 1.13333h;	A 24% B 61%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 1.13333h; Yield given. Yields of byproduct given;

...Expand

: 71-23-8
propan-1-ol

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 97125-18-3
2,6-dimethyl-4-(propoxymethyl)phenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 1.08333h;	A 6% B 60%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 1.08333h; Yield given. Yields of byproduct given;

...Expand

: 64-17-5
ethanol

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 58661-27-1
4-(ethoxymethyl)-2,6-dimethylphenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 1.65h;	A 4% B 59%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 1.65h; Yield given. Yields of byproduct given;

...Expand

: 527-60-6
Mesitol

: 107-21-1
ethylene glycol

A: 4-((2-hydroxyethoxy)methyl)-2,6-dimethylphenol

B: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate; sodium hydroxide In water at 50℃; under 760.051 Torr; for 3h; Mechanism; Green chemistry; regioselective reaction;	A 30% B 58%

...Expand

: 527-60-6
Mesitol

: 71-36-3
butan-1-ol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 134778-34-0
4-(butoxymethyl)-2,6-dimethylphenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 1.08333h;	A 6% B 55%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 1.08333h; Yield given. Yields of byproduct given;

...Expand

: 527-60-6
Mesitol

: 108-93-0
cyclohexanol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 134778-37-3
4-(cyclohexyloxymethyl)-2,6-dimethylphenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 5h;	A 10% B 51%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 5h; Yield given. Yields of byproduct given;

...Expand

: 45952-56-5
3,5-dimethyl-4-hydroxybenzyl bromide

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; dimethyl selenoxide In 1,2-dichloro-ethane for 0.5h; Heating;	49%

: 122917-30-0
(E)-2,6-dimethyl-4-styrylphenol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With oxygen; CoSMDPT In 1,2-dichloro-ethane at 25℃; for 5h;	A 48% B 46%

: 527-60-6
Mesitol

: 67-63-0
isopropyl alcohol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 97125-19-4
2,6-dimethyl-4-(isopropoxymethyl)phenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 0.733333h;	A 21% B 45%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 0.733333h; Yield given. Yields of byproduct given;

...Expand

: 527-60-6
Mesitol

: 75-65-0
tert-butyl alcohol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 97125-20-7
4-(t-butoxymethyl)-2,6-dimethylphenol

Conditions

Conditions	Yield
With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 7h;	A 10% B 12%
With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 7h; Yield given. Yields of byproduct given;

...Expand

: 576-26-1
2.6-dimethylphenol

: 74-90-8
hydrogen cyanide

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; aluminium trichloride; benzene zunaechst unter Kuehlung, schliesslich bei 40grad; man giesst das Reaktionsgemisch auf Eis, saeuert mit Salzsaeure an und destilliert mit Wasserdampf;

: 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol

A: 527-60-6
Mesitol

B: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

C: 25347-59-5
3,5,3',5'-tetramethyl-stilbene-4,4'-diol

D: 6476-26-2
4,4’-(ethane-1,2-diyl)bis(2,6-dimethylphenol)

Conditions

Conditions	Yield
at 230 - 240℃;

...Expand

: 71655-87-3
4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
at 200℃;

: 71655-87-3
4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 25347-59-5
3,5,3',5'-tetramethyl-stilbene-4,4'-diol

C: 6476-26-2
4,4’-(ethane-1,2-diyl)bis(2,6-dimethylphenol)

Conditions

Conditions	Yield
at 200℃;

...Expand

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 107-30-2
chloromethyl methyl ether

: 157028-15-4
4-(methoxymethoxy)-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With potassium carbonate In acetone at 20℃; for 0.25h; Stage #2: chloromethyl methyl ether In acetone for 2h; Reflux;	100%
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere;	92%
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	92%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 3332-29-4
O-ethylhydroxylamine hydrochloride

: 3,5-dimethyl-4-hydroxybenzaldehyde-O-ethyloxime

Conditions

Conditions	Yield
With sodium acetate In water at 80℃; for 2h;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: bis(3-isopropyl-4-methoxyphenyl)iodonium tetrafluoroborate

: 322472-55-9
3,5-dimethyl-4-(3'-iso-propyl-4'-methoxyphenoxy)benzaldehyde

Conditions

Conditions	Yield
With copper; triethylamine In dichloromethane at 0 - 20℃; for 72h;	100%
With copper; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With copper; triethylamine In dichloromethane at 0 - 20℃; for 72h;	100%
With copper bronze; triethylamine In dichloromethane at 0 - 20℃; for 16h;	93%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 244768-32-9
4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile

: 4-[4-(4-formyl-2,6-dimethylphenoxy)pyrimidin-2-ylamino]benzonitrile

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; sodium hydride In 1,4-dioxane at 150℃; for 12h;	100%
With sodium hydride In 1,4-dioxane; 1-methyl-pyrrolidin-2-one for 18.33h; Heating / reflux;	98%

: 446-48-0
o-fluorobenzyl bromide

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 851775-90-1
4-(2-Fluoro-benzyloxy)-3,5-dimethyl-benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 90℃;	100%
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide)

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 402-49-3
4-bromomethyltrifluoromethylbenzene

: 3,5-dimethyl-4-(4-trifluoromethyl-benzyloxy)-benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃;	100%

: 13057-17-5
bromethyl methyl ether

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 157028-15-4
4-(methoxymethoxy)-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 16313-66-9
5-bromoanthranilamide

: 1044871-36-4
6-bromo-2-(4-hydroxy-3,5-dimethylphenyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%
With toluene-4-sulfonic acid; sodium hydrogensulfite In N,N-dimethyl acetamide at 135℃; for 2.5h;	68%
With sodium hydrogen sulfate; toluene-4-sulfonic acid In N,N-dimethyl acetamide at 135℃; for 2.5h;	68%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 1-(2-methyl-4-(methylthio)benzofuran-7-yl)ethan-1-one

: (E)-3-(4-hydroxy-3,5-dimethylphenyl)-1-(2-methyl-4-(methylthio)benzofuran-7-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 20℃; for 72h;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 28144-70-9
anthranilic acid amide

: 2-(4-hydroxy-3,5-dimethylphenyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 115643-59-9
2-amino-6-fluorobenzamide

: 5-fluoro-2-(4-hydroxy-3,5-dimethylphenyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 63069-49-8
2-amino-5-fluorobenzamide

: 6-fluoro-2-(4-hydroxy-3,5-dimethylphenyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 5202-85-7
2-Amino-5-chlorobenzamide

: 6-chloro-2-(4-hydroxy-3,5-dimethylphenyl)-3-methylquinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: C49H88O8

: C58H96O9

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 107-08-4
1-iodo-propane

: 210057-00-4
3,5-dimethyl-4-(propyloxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 20h; Inert atmosphere;	99%
With potassium carbonate In acetonitrile for 18h; Heating;	96%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 100-39-0
benzyl bromide

: 144896-51-5
3,5-dimethyl-4-benzyloxy benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 16h; Heating / reflux;	99%
With potassium carbonate In acetone at 50℃; for 2.5h;	99%
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 16h; Stage #3: With acetic acid In water; N,N-dimethyl-formamide pH=4 - 5;	95%

: 358-23-6
trifluoromethylsulfonic anhydride

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 137898-19-2
trifluoromethanesulfonic acid 4-formyl-2,6-dimethoxyphenyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 16h;	98.9%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 1422064-41-2
4-chloro-2-[2-(hydrazinecarbonyl)phenylamino]benzohydrazide

: 1422064-44-5
4-chloro-N'-(4-hydroxy-3,5-dimethylbenzylidene)-2-{2-[2(4-hydroxy-3,5-dimethylbenzylidene)hydrazinecarbonyl]phenylamino}benzohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	98.5%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 1-(4-bromophenyl)-2-(hydroxyamino)-2-methylpropan-1-one hydrochloride

: 4-(4-bromophenyl)-2-(4-hydroxy-3,5-dimethylphenyl)-5,5-dimethyl-2,5-dihydro-1H-imidazol-1-ol

Conditions

Conditions	Yield
With ammonium acetate In methanol at 20℃;	98%

: 13675-94-0
4-chloro-6-nitroquinoline

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 4-(2′,6′-dimethyl-4′-flormylphenoxy)-6-nitroquinoline

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 5h; Sealed tube;	97%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 74-88-4
methyl iodide

: 39250-90-3
3,5-dimethyl-4-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 12h;	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	95%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	95%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	61%
With potassium carbonate In acetone for 96h; Inert atmosphere; Reflux;

: 96-49-1
[1,3]-dioxolan-2-one

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 1039948-89-4
4-(2-hydroxy ethoxy)-3,5-dimethyl benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃;	96%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; Inert atmosphere;	78.8%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 107-07-3
2-chloro-ethanol

: 1039948-89-4
4-(2-hydroxy ethoxy)-3,5-dimethyl benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 24h; Heating / reflux;	95%
With potassium carbonate In ethanol for 24h; Reflux;	95%
With potassium carbonate In ethanol for 24h;	95%

: 16234-14-3
2,4-dichlorothieno[3,2-d]pyrimidine

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 4-((2-chlorothieno[3,2-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichlorothieno[3,2-d]pyrimidine In N,N-dimethyl-formamide at 20℃; for 1h;	95%
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichlorothieno[3,2-d]pyrimidine In N,N-dimethyl-formamide at 20℃; for 1h;	95%
Stage #1: 2,4-dichlorothieno[3,2-d]pyrimidine With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; Stage #2: 4-hydroxy-3,5-dimethylbenzaldehyde In N,N-dimethyl-formamide for 1.5h;	91.3%
Stage #1: 4-hydroxy-3,5-dimethylbenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; Stage #2: 2,4-dichlorothieno[3,2-d]pyrimidine In N,N-dimethyl-formamide at 25℃; for 1.5h;	90%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 62921-74-8
2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

: 4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 12h;	94.9%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 12h;
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 12h;

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 3958-60-9
2-nitrophenylmethyl bromide

: 250292-60-5
4-(2'-nitrobenzyloxy)-3,5-dimethylbenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3.5h; Etherification; alkylation;	94%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 2h;	88%
With potassium hydride In DMF (N,N-dimethyl-formamide) at -23℃;

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: methyl 4-((4-formyl-2,6-dimethylphenoxy)methyl)benzoate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In ethyl acetate at 70℃; for 5h;	94%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 95735-64-1
5,6-dimethoxybenzo[b]thiophen-3(2H)-one

: 2-(4-hydroxy-3,5-dimethylbenzylidene)-5,6-dimethoxybenzo[b]thiophen-3(2H)-one

Conditions

Conditions	Yield
With piperidine In toluene at 80℃; for 2h; Schlenk technique; Molecular sieve; Inert atmosphere;	94%

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

: 112253-70-0
2-amino-4-bromobenzamide

: 6-bromo-2-(4-hydroxy-3,5-dimethylphenyl)-3-methylquinazolin-4(3H)-one

Conditions

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	94%

3,5-Dimethyl-4-hydroxybenzaldehyde Specification

The 3,5-Dimethyl-4-hydroxybenzaldehyde, with the CAS registry number 2233-18-3, has the IUPAC name of 4-hydroxy-3,5-dimethylbenzaldehyde. For being a kind of tan to light brown crystalline powder, it is sensitive to air, and its product categories are including Alcohols and Derivatives; Carbonyl Compounds; Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Phenyls & Phenyl-Het; Benzaldehyde; API intermediates; Phenyls & Phenyl-Het.

The characteristics of this chemical are as below: (1)ACD/LogP: 2.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.31; (4)ACD/LogD (pH 7.4): 2.28; (5)ACD/BCF (pH 5.5): 33.66; (6)ACD/BCF (pH 7.4): 31.14; (7)ACD/KOC (pH 5.5): 431.16; (8)ACD/KOC (pH 7.4): 398.78; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3; (13)Index of Refraction: 1.589; (14)Molar Refractivity: 44.53 cm³; (15)Molar Volume: 132 cm³; (16)Polarizability: 17.65×10^-24 cm³; (17)Surface Tension: 45.2 dyne/cm; (18)Density: 1.136 g/cm³; (19)Flash Point: 109.7 °C; (20)Enthalpy of Vaporization: 52.2 kJ/mol; (21)Boiling Point: 263.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00612 mmHg at 25°C; (23)Exact Mass: 150.06808; (24)MonoIsotopic Mass: 150.06808; (25)Topological Polar Surface Area: 37.3; (26)Heavy Atom Count: 11; (27)Complexity: 133; (28)Covalently-Bonded Unit Count: 1.

Production method of this chemical: 2,4,6-trimethyl-phenol could react to produce 3,5-Dimethyl-4-hydroxybenzaldehyde. This reaction could happen in the presence the reagent of ethyl nitrite and alcohol.

When you are dealing with this chemical, you should be cautious. This chemical is irritating to eyes, respiratory system and skin and may may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable gloves and eye/face protection, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: CC1=CC(=CC(=C1O)C)C=O
(2)InChI: InChI=1S/C9H10O2/c1-6-3-8(5-10)4-7(2)9(6)11/h3-5,11H,1-2H3
(3)InChIKey: UYGBSRJODQHNLQ-UHFFFAOYSA-N

Product Name

3,5-Dimethyl-4-hydroxybenzaldehyde

Synthetic route

3,5-Dimethyl-4-hydroxybenzaldehyde Specification

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