Product Name

  • Name

    2,5-Dimethoxybenzaldehyde

  • EINECS 202-211-5
  • CAS No. 93-02-7
  • Article Data109
  • CAS DataBase
  • Density 1.114 g/cm3
  • Solubility Soluble in chloroform and methanol. Slightly soluble in water.
  • Melting Point 46-48 °C(lit.)
  • Formula C9H10O3
  • Boiling Point 283.842 °C at 760 mmHg
  • Molecular Weight 166.177
  • Flash Point 120.644 °C
  • Transport Information
  • Appearance yellow crystalline solid
  • Safety 26-36/37/39-24/25
  • Risk Codes 36/37/38-43
  • Molecular Structure Molecular Structure of 93-02-7 (2,5-Dimethoxybenzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms NSC 6315;Benzaldehyde, 2,5-dimethoxy-;
  • PSA 35.53000
  • LogP 1.51630

Synthetic route

2,5-dimethoxybenzyl alcohol
33524-31-1

2,5-dimethoxybenzyl alcohol

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium osmate(VI) dihydrate; potassium carbonate; potassium hexacyanoferrate(III) In water; acetonitrile at 60℃; for 0.75h; chemoselective reaction;100%
With air; potassium carbonate In toluene at 20℃; for 8h;99%
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate for 0.0166667h; Oxidation;96%
1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane
55669-73-3

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h;100%
With bismuth(III) chloride In chloroform for 0.166667h; deprotection; Heating;99%
With aluminium trichloride In acetonitrile for 0.05h; Deacetylation; Heating;99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃;100%
With titanium tetrachloride In dichloromethane at -5 - 20℃; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere;97.6%
With titanium tetrachloride In dichloromethane at 20℃; for 0.25h;
octanol
111-87-5

octanol

2,5-dimethoxybenzyl alcohol
33524-31-1

2,5-dimethoxybenzyl alcohol

A

Octanal
124-13-0

Octanal

B

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 16h;A 2%
B 99%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

2,5-dimethoxybenzyl alcohol
33524-31-1

2,5-dimethoxybenzyl alcohol

A

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 8h;A 99%
B 10%
2,5-dimethoxybenzaldehyde semicarbazone

2,5-dimethoxybenzaldehyde semicarbazone

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate at 20℃; for 0.0108333h;96%
1,4-Dimethoxy-2-phenethyloxymethyl-benzene
121336-24-1

1,4-Dimethoxy-2-phenethyloxymethyl-benzene

A

2-phenylethanol
60-12-8

2-phenylethanol

B

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 2.5h;A 95%
B 16%
(2,5-dimethoxy-benzyloxy)-trimethyl-silane

(2,5-dimethoxy-benzyloxy)-trimethyl-silane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 1.08333h; Heating;95%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In dichloromethane for 0.0583333h; microwave irradiation;80%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In acetonitrile for 0.5h; Heating;75%
With benzyltriphenylphosphonium chlorate; aluminium trichloride In acetonitrile for 8h; Heating;75%
With aluminium trichloride; benzyltriphenylphosphonium chlorochromate In acetonitrile for 0.5h; Heating;75%
2,5‐dimethoxybenzaldoxime
67184-41-2, 34967-19-6

2,5‐dimethoxybenzaldoxime

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 2-iodoxybenzoic acid; β‐cyclodextrin In water; acetone at 20℃; for 12h;91%
With iodobenzene; β‐cyclodextrin; potassium bromide In water; acetone at 20℃; for 12h;90%
With N-Bromosuccinimide; β‐cyclodextrin In water; acetone at 20℃; for 0.333333h;80%
2-(2,5-dimethoxyphenyl)-1,3-dithiane
137709-38-7

2-(2,5-dimethoxyphenyl)-1,3-dithiane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 1h;90%
formaldehyd
50-00-0

formaldehyd

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With sulfuric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 5h;89%
(2,5-dimethoxyphenyl)acetic acid
1758-25-4

(2,5-dimethoxyphenyl)acetic acid

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With sodium azide; [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 0.25h;89%
dimethyl sulfate
77-78-1

dimethyl sulfate

2-hydroxy-5-methoxybenzaldehyde; potassium salt

2-hydroxy-5-methoxybenzaldehyde; potassium salt

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
In acetone at 35 - 40℃; for 2h; Product distribution / selectivity;88.3%
With tetrabutylammomium bromide In isopropyl alcohol at 35 - 40℃; for 0.5h; Product distribution / selectivity;70%
In n-heptane; N,N-dimethyl-formamide for 0.5h; Product distribution / selectivity; Heating / reflux;62%
Sodio 5-methoxy-salicylaldehyde
79043-42-8

Sodio 5-methoxy-salicylaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
In acetone for 3h; Product distribution / selectivity; Heating / reflux;88.3%
2-(2,5-dimethoxy-benzyloxy)-tetrahydro-pyran

2-(2,5-dimethoxy-benzyloxy)-tetrahydro-pyran

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate for 0.25h; Product distribution; Further Variations:; Reagents; reaction times;88%
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 1h; Heating;88%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In dichloromethane for 0.0666667h; microwave irradiation;85%
2,5-Dihydroxybenzaldehyde
1194-98-5

2,5-Dihydroxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 18h;85%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;73%
With potassium hydroxide
With potassium carbonate In acetone at 25℃; for 20h;
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 16h;2.4 g
5-(2',5'-dimethoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
117646-10-3

5-(2',5'-dimethoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With oxone In water; acetonitrile at 45℃; for 1h; Reagent/catalyst; Solvent; Temperature;84%
2,5-dimethoxy-1-(2',2'-dicyanovinyl)benzene
2972-75-0

2,5-dimethoxy-1-(2',2'-dicyanovinyl)benzene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In tetrahydrofuran at 20℃; for 1h;78%
2-hydroxy-5-methoxybenzaldehyde
672-13-9

2-hydroxy-5-methoxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Product distribution / selectivity; Heating / reflux;77%
With sodium hydroxide
With sodium hydroxide In water at 65℃; for 0.5h; Yield given;
1-tert-butyldimethylsilyloxymethyl-2,5-dimethoxybenzene
161435-89-8

1-tert-butyldimethylsilyloxymethyl-2,5-dimethoxybenzene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide; β‐cyclodextrin In ethyl acetate; acetone at 20℃; for 7h;72%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 100℃; for 5h;66%
With sodium hydroxide; pyrophosphoryl chloride 1) 100 deg C, 48 h; Yield given. Multistep reaction;
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

Cyclohexyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

Cyclohexyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

A

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

B

5-methoxy-2-(naphthalen-2-yl)benzaldehyde
217074-77-6

5-methoxy-2-(naphthalen-2-yl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-naphthyl pivalate; Cyclohexyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine With chromium dichloride; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 48h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.5h;
A 65%
B 19%
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

C12H17NO2

C12H17NO2

A

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

B

5-methoxy-2-(naphthalen-2-yl)benzaldehyde
217074-77-6

5-methoxy-2-(naphthalen-2-yl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-naphthyl pivalate; C12H17NO2 With chromium dichloride; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 48h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.5h;
A 28%
B 61%
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

C28H25NO2

C28H25NO2

A

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

B

5-methoxy-2-(naphthalen-2-yl)benzaldehyde
217074-77-6

5-methoxy-2-(naphthalen-2-yl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-naphthyl pivalate; C28H25NO2 With chromium dichloride; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 48h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.5h;
A 27%
B 56%
Benzyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

Benzyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: Benzyl-[1-(2,5-dimethoxy-phenyl)-meth-(E)-ylidene]-amine With chromium dichloride; 2-naphthyl pivalate; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 48h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.5h;
56%
1-(2,5-Dimethoxy-phenyl)-2-phenyl-ethanol
76246-95-2

1-(2,5-Dimethoxy-phenyl)-2-phenyl-ethanol

A

Benzyl acetate
140-11-4

Benzyl acetate

B

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With lead(IV) acetate In benzene Heating;A n/a
B 55%
(+/-)-4-(2',5'-dimethoxyphenyl)-3-methylbutane-1,3-diol

(+/-)-4-(2',5'-dimethoxyphenyl)-3-methylbutane-1,3-diol

A

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

B

(+/-)-4-(2',5'-dimethoxyphenyl)-3-hydroxy-3-methylbutanal
300661-24-9

(+/-)-4-(2',5'-dimethoxyphenyl)-3-hydroxy-3-methylbutanal

Conditions
ConditionsYield
With dipyridinium dichromate; 3 A molecular sieve; acetic acid In dichloromethane at 20℃; for 1.5h; Oxidation;A 16%
B 37%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

ethyl 2,5-dimethoxy benzoate
81722-06-7

ethyl 2,5-dimethoxy benzoate

B

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,4-dimethoxybezene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h;
Stage #2: formic acid ethyl ester In tetrahydrofuran; hexane at -78℃; for 3h;
Stage #3: With ethanol; iodine; potassium carbonate In tetrahydrofuran; hexane at -78 - 20℃; for 14h;
A 7%
B 32%
(1S,4R)-1-Benzyl-4-[(S)-(2,5-dimethoxy-phenyl)-hydroxy-methyl]-2,5-dimethoxy-cyclohexa-2,5-dienecarbaldehyde

(1S,4R)-1-Benzyl-4-[(S)-(2,5-dimethoxy-phenyl)-hydroxy-methyl]-2,5-dimethoxy-cyclohexa-2,5-dienecarbaldehyde

A

2-benzyl-1,4-dimethoxybenzene
43037-60-1

2-benzyl-1,4-dimethoxybenzene

B

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane at 21℃; for 5h; other reagent PDC;A 23%
B 30%
acetic anhydride
108-24-7

acetic anhydride

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane
55669-73-3

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane

Conditions
ConditionsYield
With titanium tetrachloride at 20℃; for 15h; screw-capped vial; Inert atmosphere; neat (no solvent);100%
With copper(II) sulfate96%
With lithium trifluoromethanesulfonate at 20℃; for 36h;90%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

acetone
67-64-1

acetone

trans-1-(2,5-dimethoxyphenyl)-2-buten-3-one
118709-30-1

trans-1-(2,5-dimethoxyphenyl)-2-buten-3-one

Conditions
ConditionsYield
With sodium hydroxide at 23℃; for 6.5h;100%
Stage #1: 2,5-dimethoxybenzaldehyde; acetone With L-proline In dimethyl sulfoxide at 20℃; for 48h;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide for 3h;
62.5%
With sodium hydroxide at 20℃; for 0.5h;53%
piperidine
110-89-4

piperidine

BARBITURIC ACID
67-52-7

BARBITURIC ACID

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

5-(2,5-Dimethoxy-benzylidene)-pyrimidine-2,4,6-trione; compound with piperidine

5-(2,5-Dimethoxy-benzylidene)-pyrimidine-2,4,6-trione; compound with piperidine

Conditions
ConditionsYield
In methanol for 5h; Heating;100%
ethylene glycol
107-21-1

ethylene glycol

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2-(2',5'-dimethoxyphenyl)-1,3-dioxolane
72054-76-3

2-(2',5'-dimethoxyphenyl)-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;100%
With toluene-4-sulfonic acid In benzene Heating;97%
With toluene-4-sulfonic acid In benzene for 4h; Heating;83%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

methylamine
74-89-5

methylamine

[1-(2,5-Dimethoxy-phenyl)-meth-(Z)-ylidene]-methyl-amine
114943-72-5

[1-(2,5-Dimethoxy-phenyl)-meth-(Z)-ylidene]-methyl-amine

Conditions
ConditionsYield
at 20℃; for 12h;100%
In ethanol at 0 - 40℃;90%
In methanol; water for 2h;
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

acetaldehyde dimethyl acetal
54879-66-2

acetaldehyde dimethyl acetal

Conditions
ConditionsYield
In toluene Heating;100%
In toluene for 4h; Heating;100%
With magnesium sulfate In chloroform at 20℃; for 24h;100%
With magnesium sulfate In chloroform at 20℃; for 24h;100%
In toluene for 4h; Reflux; Dean-Stark;
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

(2E)-ethyl 3-(2,5-dimethoxyphenyl)propenoate
15804-86-1, 24393-64-4

(2E)-ethyl 3-(2,5-dimethoxyphenyl)propenoate

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2,5-dimethoxybenzaldehyde In tetrahydrofuran at 20℃; for 6h; Horner-Wadsworth-Emmons reaction;
100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 23℃; Inert atmosphere; Cooling with ice;
Stage #2: 2,5-dimethoxybenzaldehyde In tetrahydrofuran; mineral oil at 0 - 23℃; for 0.5h; Inert atmosphere;
94%
thiosemicarbazide
79-19-6

thiosemicarbazide

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2,5-dimethoxybenzaldehyde thiosemicarbazone
329069-71-8

2,5-dimethoxybenzaldehyde thiosemicarbazone

Conditions
ConditionsYield
In neat (no solvent) for 0.25h; Milling; Green chemistry;100%
With acetic acid In ethanol for 24h; Reflux;82%
With sodium acetate In ethanol; water at 20℃; for 0.25h;
In ethanol Reflux;
2-acetyl benzo[b]thiophene
22720-75-8

2-acetyl benzo[b]thiophene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

(E)-1-(1-benzothiophen-2-yl)-3-(2,5-dimethoxyphenyl)-2-propen-1-one

(E)-1-(1-benzothiophen-2-yl)-3-(2,5-dimethoxyphenyl)-2-propen-1-one

Conditions
ConditionsYield
With pyrrolidine; acetic acid In tetrahydrofuran for 13h; Aldol Condensation; Reflux; Inert atmosphere;100%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2-(2,5-dimethoxybenzylidene)-1H-indene-1,3(2H)-dione
67200-96-8

2-(2,5-dimethoxybenzylidene)-1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In ethanol; water at 50 - 60℃; Reagent/catalyst; Solvent;99%
Stage #1: 1H-indene-1,3(2H)-dione With pyridine
Stage #2: 2,5-dimethoxybenzaldehyde at 100℃; for 1h;
75%
With ethanol
malonic acid
141-82-2

malonic acid

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

trans-2,5-dimethoxycinnamic acid
38489-74-6

trans-2,5-dimethoxycinnamic acid

Conditions
ConditionsYield
Stage #1: 2,5-dimethoxybenzaldehyde With pyridine at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: malonic acid With piperidine for 5h; Reflux; Inert atmosphere;
99%
With piperidine; pyridine at 110℃;88%
With piperazine for 0.075h; Knoevenagel condensation; microwave irradiation;86%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

malononitrile
109-77-3

malononitrile

2,5-dimethoxy-1-(2',2'-dicyanovinyl)benzene
2972-75-0

2,5-dimethoxy-1-(2',2'-dicyanovinyl)benzene

Conditions
ConditionsYield
With polystyrene-supported DABCO In methanol at 25℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;99%
With Zn(II), 1,3,5-benzene tricarboxylic acid and 4,4'-bipyridine based metal organic framework In methanol at 60℃; for 4h; Catalytic behavior; Temperature; Knoevenagel Condensation;92%
With calcium ferrite In methanol for 0.666667h; Knoevenagel Condensation; Reflux; Green chemistry;85%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2,5-dimethoxybenzyl alcohol
33524-31-1

2,5-dimethoxybenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃;99%
With sodium tetrahydroborate In diethyl ether; water at 20℃; for 1h;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.333333h;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2-(2,5-dimethoxyphenyl)-2-trimethylsilyloxyacetonitrile
141367-35-3

2-(2,5-dimethoxyphenyl)-2-trimethylsilyloxyacetonitrile

Conditions
ConditionsYield
With C29H38AlN4O2(1+)*CF3O3S(1-) at 20℃; for 0.333333h; Catalytic behavior; Inert atmosphere; Schlenk technique;99%
With zinc(II) iodide for 1h; Ambient temperature;90%
With [(3-isopropyl-1-(1R-phenylethyl)imidazol-2-ylidene)CpFe(CO)2]I In neat (no solvent) at 27℃; for 6h; Glovebox; Schlenk technique; UV-irradiation;87%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2,5-dimethoxyphenol
18113-18-3

2,5-dimethoxyphenol

Conditions
ConditionsYield
With bis(2-phenyltrifluoromethanesulfonate)diselenide; dihydrogen peroxide In dichloromethane at 20℃; for 3h;99%
Stage #1: 2,5-dimethoxybenzaldehyde With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;
Stage #2: With methanol; sodium hydroxide at 20℃; for 3h; Inert atmosphere;
98%
With Monoperoxyphthalic acid, magnesium salt In methanol at 20℃; for 18h; Reduction;94%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2,5-dimethoxybenzonitrile
5312-97-0

2,5-dimethoxybenzonitrile

Conditions
ConditionsYield
With oxygen; copper; ammonium chloride In pyridine at 60℃; for 24h;99%
Stage #1: 2,5-dimethoxybenzaldehyde With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 26℃; for 0.0833333h;
Stage #2: With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 26℃; for 18h;
88%
With Nitroethane; ammonium acetate In acetic acid for 10h; Heating;
nitromethane
75-52-5

nitromethane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

1-(2,5-dimethoxyphenyl)-2-nitroethanol
14438-63-2

1-(2,5-dimethoxyphenyl)-2-nitroethanol

Conditions
ConditionsYield
With C12H24KO6*HO(1-) In methanol at 20℃; for 0.416667h; Henry reaction;99%
With sodium hydroxide In ethanol; water at 10 - 15℃; for 0.5h; Temperature; Solvent; Reagent/catalyst;96%
With {(C6H3C(CH3)3OCHNCH2CH2NCHO(CH3)3CC6H3)Co}; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h; Reagent/catalyst; Henry Nitro Aldol Condensation;70%
1,2-bis(trimethylsiloxy)cyclobutene
17082-61-0

1,2-bis(trimethylsiloxy)cyclobutene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2-((2,5-dimethoxyphenyl)(trimethylsilyloxy)methyl)-2-(trimethylsilyloxy)cyclobutanone

2-((2,5-dimethoxyphenyl)(trimethylsilyloxy)methyl)-2-(trimethylsilyloxy)cyclobutanone

Conditions
ConditionsYield
With 2-Trifluoromethylbenzaldehyde; magnesium iodide In dichloromethane; benzene at 20℃; for 0.25h; Mukaiyama aldol coupling;99%
With 4-O2NPhOMgI In dichloromethane at 20℃; Mukaiyama aldol reaction; Inert atmosphere;93%
N-(4-aminophenyl)-N'-phenylurea
10141-46-5

N-(4-aminophenyl)-N'-phenylurea

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

1-[4-(2,5-dimethoxy-benzylamino)phenyl]-3-phenylurea
1173493-06-5

1-[4-(2,5-dimethoxy-benzylamino)phenyl]-3-phenylurea

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol Reflux; Inert atmosphere;99%
carbon tetrabromide
558-13-4

carbon tetrabromide

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

2-(2,2-dibromoethenyl)-1,4-dimethoxybenzene
1224168-51-7

2-(2,2-dibromoethenyl)-1,4-dimethoxybenzene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #2: 2,5-dimethoxybenzaldehyde In dichloromethane at 0℃; Inert atmosphere;
99%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #2: 2,5-dimethoxybenzaldehyde In dichloromethane at 0℃; for 0.333333h; Inert atmosphere;
99%
With triphenylphosphine In dichloromethane at 0℃; for 1.25h; Inert atmosphere;
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide
117560-06-2

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione
1240385-26-5

2-(2,5-dimethoxyphenyl)-3-hydroxynaphthalene-1,4-dione

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform for 1h; Reflux;99%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

methyl 2-naphthyl ketone
93-08-3

methyl 2-naphthyl ketone

(2E)-1-(2-naphthyl)-3-(2,5-dimethoxyphenyl)-2-propen-1-one
1332627-22-1

(2E)-1-(2-naphthyl)-3-(2,5-dimethoxyphenyl)-2-propen-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 24h; Aldol condensation;99%
With sodium hydroxide In methanol; water at 20℃; for 15h; Claisen-Schmidt Condensation;73%
Nitroethane
79-24-3

Nitroethane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

(1S,2R)-1-(2,5-dimethoxyphenyl)-2-nitropropan-1-ol
1372810-65-5

(1S,2R)-1-(2,5-dimethoxyphenyl)-2-nitropropan-1-ol

Conditions
ConditionsYield
With 1-ethyl-piperidine; 3,5-bistrifluoromethylbenzoic acid; bis((3,5-bis(trifluoromethyl)phenyl)ureido)-(salen)cobalt In tert-butyl methyl ether at -50℃; for 16h; Henry reaction; optical yield given as %ee; diastereoselective reaction;99%
Nitroethane
79-24-3

Nitroethane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

(1R,2S)-1-(2,5-dimethoxyphenyl)-2-nitropropan-1-ol
1372810-66-6

(1R,2S)-1-(2,5-dimethoxyphenyl)-2-nitropropan-1-ol

Conditions
ConditionsYield
With 1-ethyl-piperidine; 3,5-bistrifluoromethylbenzoic acid; bis((3,5-bis(trifluoromethyl)phenyl)ureido)-(salen)cobalt In tert-butyl methyl ether at -50℃; for 16h; Henry reaction; optical yield given as %ee; diastereoselective reaction;99%
nitromethane
75-52-5

nitromethane

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

C10H13NO5

C10H13NO5

Conditions
ConditionsYield
With (2S,5R)-2-(methylaminomethyl)-1-methyl-5-phenylpyrrolidine; triethylamine; copper(ll) bromide In tetrahydrofuran at -25℃; for 39h; Henry Nitro Aldol Condensation; Inert atmosphere; Schlenk technique; enantioselective reaction;99%

2,5-Dimethoxybenzaldehyde Specification

The 2,5-Dimethoxybenzaldehyde, with the CAS registry number 93-02-7 and EINECS registry number 202-211-5, is a kind of yellow crystalline solid. It is sensitive to air, and belongs to the following product categories: Fine chemical & Intermediates; Building blocks; Benzaldehyde; Adehydes, Acetals & Ketones; Anisoles, Alkyloxy Compounds & Phenylacetates; Aldehydes; C9; Carbonyl Compounds. And the molecular formula of this chemical is C9H10O3.

The physical properties of 2,5-Dimethoxybenzaldehyde are as following: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.856; (4)ACD/LogD (pH 7.4): 1.856; (5)ACD/BCF (pH 5.5): 15.161; (6)ACD/BCF (pH 7.4): 15.161; (7)ACD/KOC (pH 5.5): 243.662; (8)ACD/KOC (pH 7.4): 243.662; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 46.363 cm3; (15)Molar Volume: 149.104 cm3; (16)Polarizability: 18.38×10-24cm3; (17)Surface Tension: 36.175 dyne/cm; (18)Density: 1.114 g/cm3; (19)Flash Point: 120.644 °C; (20)Enthalpy of Vaporization: 52.279 kJ/mol; (21)Boiling Point: 283.842 °C at 760 mmHg; (22)Vapour Pressure: 0.003 mmHg at 25°C.

Preparation of 2,5-Dimethoxybenzaldehyde: It is often synthesized from 2-methyl-4-methoxyphenol by clandestine chemists. One of its uses is the production of 2,5-dimethoxyphenethylamine also known as 2C-H. 2C-H is used to produce many other psychoactive drugs, such as 2C-B, 2C-I and 2C-C. And it is usually used as organic intermediate.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and may cause sensitization by skin contact. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Avoid contact with skin and eyes.
 
You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccc(c(c1)C=O)OC
(2)InChI: InChI=1/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3
(3)InChIKey: AFUKNJHPZAVHGQ-UHFFFAOYAN

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1600mg/kg (1600mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533614,
mouse LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533614,
rat LD50 intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0533614,
rat LD50 oral > 3200mg/kg (3200mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533614,

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View