Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium hydroxide In methanol; water for 8.5h; Reflux; | 95% |
With tert.-butylhydroperoxide; copper(l) chloride In acetonitrile at 20℃; for 2h; | 91% |
With permanganate(VII) ion | |
With potassium hydroxide; dihydrogen peroxide In methanol; water Heating; |
C12H16O6
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With niobium pentachloride In acetonitrile at 0 - 20℃; for 1h; | 93% |
malonic acid
1,2,3-trimethoxybenzene
A
2,3,4-Trimethoxy-benzoic acid
B
2,3,4-trimethoxybenzaldehyde
Conditions | Yield |
---|---|
With manganese triacetate In acetic acid for 0.0166667h; Heating; Yields of byproduct given; | A 9% B n/a |
Conditions | Yield |
---|---|
With n-dodecyllithium; Petroleum ether anschliessend Behandeln mit festem Kohlendioxid unter Zusatz von Aether; | |
Multi-step reaction with 2 steps 1: hydrogen chloride; benzene; aluminium chloride / 0 - 40 °C / und nachfolgenden Zersetzen mit Eis 2: permanganate View Scheme | |
Multi-step reaction with 2 steps 1: aluminium chloride; carbon disulfide 2: alcoholic KOH-solution View Scheme | |
Multi-step reaction with 2 steps 1: AlCl3 / diethyl ether 2: aq. KOH / Heating View Scheme |
2',3',4'-trimethoxyacetophenone
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With sodium hypochlorite |
Conditions | Yield |
---|---|
With potassium carbonate |
Conditions | Yield |
---|---|
With permanganate(VII) ion; acetone |
2,3,4-trimethoxybenzonitrile
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
(2,3,4-trimethoxy-phenyl)-glyoxylic acid methyl ester
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide Behandeln der Reaktionsloesung mit wss. H2O2; |
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
methanol
2,3,4-trihydroxybenzoic acid
dimethyl sulfate
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
2-hydroxy-3,4-dimethoxybenzoic acid
dimethyl sulfate
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide die Loesung unter Zusatz von Aetznatron bezw. konz. Natronlauge kochen; | |
With sodium hydroxide |
2,3,4-trimethoxybenzaldehyde
A
2,3,4-trimethoxyphenol
B
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With chloroform; ozone Erhitzen der Reaktionsprodukte mit Wasser, Zink und geringen Mengen Silbernitrat; |
(2,3,4-trimethoxy-phenyl)-glyoxylonitrile
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide Heating; |
chloroform
ozone
2,3,4-trimethoxybenzaldehyde
A
2,3,4-trimethoxyphenol
B
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
at 0℃; Erhitzen des Reaktionsprodukts mit Wasser,Zink-Pulver und wenig AgNO3; |
sulfuric acid
(2,3,4-trimethoxy-phenyl)-glyoxylic acid
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
Verduennen mit Wasser; |
Conditions | Yield |
---|---|
folgende Behandlung mit festem CO2; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diluted alkaline solution 2: NaOH-solution / die Loesung unter Zusatz von Aetznatron bezw. konz. Natronlauge kochen View Scheme |
2,3,4-Trimethoxy-benzoic acid
methyl iodide
methyl 2,3,4-trimethoxybenzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 5h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2,3,4-Trimethoxy-benzoic acid With thionyl chloride; N,N-dimethyl-formamide In toluene at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: 1-indoline With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; | 98% |
Conditions | Yield |
---|---|
With boron trichloride In n-heptane; dichloromethane at -78 - 20℃; for 3h; Inert atmosphere; | 96.4% |
With boron tribromide In dichloromethane at -20℃; for 0.5h; | 62.2% |
2,3,4-Trimethoxy-benzoic acid
2-Amino-2-methyl-1-propanol
4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-4,5-oxazoline
Conditions | Yield |
---|---|
Stage #1: 2,3,4-Trimethoxy-benzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h; Chlorination; Stage #2: 2-Amino-2-methyl-1-propanol With thionyl chloride In dichloromethane at 20℃; for 12h; Cyclization; | 96% |
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; sodium sulfate In N,N-dimethyl-formamide at 150℃; for 12h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In toluene for 3.5h; | 94% |
With thionyl chloride; sodium hydroxide In water; benzene for 2h; Reflux; | 85% |
With phosphorus pentachloride |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; | 93% |
Conditions | Yield |
---|---|
With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3,5-trimethyl-benzene at 145℃; for 16h; Inert atmosphere; Glovebox; | 92% |
2,3,4-Trimethoxy-benzoic acid
5-(chlorosulfonyl)-2,3,4-trimethoxybenzoic acid
Conditions | Yield |
---|---|
With chlorosulfonic acid at 20℃; for 4h; | 91% |
With chlorosulfonic acid In dichloromethane at 75℃; for 8h; Cooling with ice; |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h; Inert atmosphere; | 89% |
2,3,4-Trimethoxy-benzoic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 89% |
1-bromo-butane
2,3,4-Trimethoxy-benzoic acid
butyl 2,3,4-trimethoxybenzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; | 87% |
2,3,4-Trimethoxy-benzoic acid
1R-(1β,4α,5β,6β) 4-amino-5,6-bis(phenylmethoxy)-2-cyclohexen-1-ol
<1R-(1α,4β,5β,6β)> N-<5,6-bis(phenylmethoxy)-4-hydroxy-2-cyclohexen-1-yl>-2,3,4-tris-(methoxy)-benzamide
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran for 4h; Ambient temperature; | 86% |
2,3,4-Trimethoxy-benzoic acid
2,3,4-trimethoxybenzoic anhydride
Conditions | Yield |
---|---|
With methanesulfonyl chloride; triethylamine In tetrahydrofuran at 0℃; for 1h; | 85% |
With pyridine; thionyl chloride; diethyl ether |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 60℃; | 85% |
Conditions | Yield |
---|---|
With boron trichloride In dichloromethane at 0 - 20℃; for 11h; Inert atmosphere; | 83% |
With boron trichloride In dichloromethane at 0 - 20℃; for 14.17h; | 76% |
With boron trichloride In dichloromethane Ambient temperature; | 74% |
Stage #1: 2,3,4-Trimethoxy-benzoic acid With hydrogen iodide; acetic acid at 20 - 80℃; for 10h; Stage #2: With sodium hydroxide In water at 20℃; for 1h; pH=1.5; | 73% |
2,3,4-Trimethoxy-benzoic acid
1S-(1α,4α,5β,6β) 4-amino-5,6-bis(phenylmethoxy)-2-cyclohexen-1-ol
<1R-(1α,4α,5β,6β)> N-<5,6-bis(phenylmethoxy)-4-hydroxy-2-cyclohexen-1-yl>-2,3,4-tris-(methoxy)-benzamide
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran for 4h; Ambient temperature; | 82% |
2,3,4-Trimethoxy-benzoic acid
4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butan-1-amine
2,3,4-trimethoxy-N-(4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butyl)benzamide
Conditions | Yield |
---|---|
Stage #1: 2,3,4-Trimethoxy-benzoic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 4-(7-nitro-3,4-dihydroisoquinoline-2(1H)-yl)butan-1-amine In tetrahydrofuran at 20℃; | 82% |
2,3,4-Trimethoxy-benzoic acid
1,5-diiodo-2,3,4-trimethoxybenzene
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; lithium iodide In 1,1,1,3,3,3-hexafluoroisopropanol at 20℃; Hunsdiecker type reaction; | 81% |
2,3,4-Trimethoxy-benzoic acid
phenyl isocyanate
4,5,6-trimethoxy-2-phenylisoindoline-1,3-dione
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate In 1,4-dioxane at 100℃; for 36h; Inert atmosphere; | 81% |
2,3,4-Trimethoxy-benzoic acid
3,3',4,4',5,5'-hexamethoxybiphenyl-2,2'-dicarboxylic acid
Conditions | Yield |
---|---|
With manganese(IV) oxide; di-μ-chlorobis(norbornadiene)dirhodium(I) In water at 150℃; for 24h; Sealed tube; regiospecific reaction; | 81% |
With rhodium(III) chloride trihydrate; tetrabutylammonium acetate In N,N-dimethyl-formamide at 80℃; for 20h; Electrolysis; |
Conditions | Yield |
---|---|
With trichlorophosphate for 0.25h; microwave irradiation; | 79% |
Conditions | Yield |
---|---|
With trichlorophosphate for 0.25h; microwave irradiation; | 76% |
2,3,4-Trimethoxy-benzoic acid
diethylamine
2-(diethylamino)-3,4-dimethoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: diethylamine With n-butyllithium In hexane at -30 - 0℃; for 0.5h; Inert atmosphere; Stage #2: 2,3,4-Trimethoxy-benzoic acid In tetrahydrofuran; hexane at -30 - 0℃; for 4h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 0℃; pH=7; Inert atmosphere; | 76% |
Stage #1: diethylamine With n-butyllithium In tetrahydrofuran; hexane at -30 - 0℃; for 0.5h; Inert atmosphere; Stage #2: 2,3,4-Trimethoxy-benzoic acid In tetrahydrofuran; hexane at -30 - 0℃; for 4h; Stage #3: With hydrogenchloride In water pH=7; | 76% |
2,3,4-Trimethoxy-benzoic acid
2,3,4-trimethoxy-6-nitrobenzoic acid
Conditions | Yield |
---|---|
With nitric acid at 0℃; for 0.166667h; | 75% |
With nitric acid at 0℃; for 0.166667h; | 69% |
With nitric acid In water at 0℃; for 1.16667h; | 69% |
Conditions | Yield |
---|---|
Stage #1: 2,3,4-Trimethoxy-benzoic acid; 2,3-dimethylbenzoic acid With manganese(IV) oxide; di-μ-chlorobis(norbornadiene)dirhodium(I) In water at 150℃; for 24h; Sealed tube; Stage #2: methyl iodide With potassium carbonate In water; acetone at 60℃; for 24h; regiospecific reaction; | 75% |
2,3,4-Trimethoxy-benzoic acid
1R-(1β,4α,5β,6β) 4-amino-5,6-bis<(4-methoxyphenyl)methoxy>-2-cyclohexen-1-ol
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran for 4h; Ambient temperature; | 72% |
Molecular Formula: C10H12O5
Molar mass: 212.2 g/mol
EINECS: 209-350-0
Density: 1.219 g/cm3
Flash Point: 123.5 °C
Index of Refraction: 1.523
Boiling Point: 321 °C at 760 mmHg
Vapour Pressure: 0.000127 mmHg at 25°C
Melting point: 99-102 °C(lit.)
Appearance: White or almost white crystalline powder
Product categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Fine Chemical & Intermediates;Organic and Carboxylic Acids
Structure of 2,3,4-Trimethoxybenzoic acid (CAS NO.573-11-5):
XLogP3-AA: 1.7
H-Bond Donor: 1
H-Bond Acceptor: 5
IUPAC Name: 2,3,4-Trimethoxybenzoic acid
Canonical SMILES: COC1=C(C(=C(C=C1)C(=O)O)OC)OC
InChI: InChI=1S/C10H12O5/c1-13-7-5-4-6(10(11)12)8(14-2)9(7)15-3/h4-5H,1-3H3,(H,
11,12)
InChIKey: HZNQSWJZTWOTKM-UHFFFAOYSA-N
2,3,4-Trimethoxybenzoic acid (CAS NO.573-11-5) can be used as intermediate in organic synthesis.
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
2,3,4-Trimethoxybenzoic acid (CAS NO.573-11-5) also can be called Benzoic acid, 2,3,4-trimethoxy- .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, 2,3,4-Trimethoxybenzoic acid (CAS NO.573-11-5) is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: carbon dioxide, carbon monoxide.
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