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3,5-Dimethoxyaniline

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Name

3,5-Dimethoxyaniline

EINECS 233-616-5
CAS No. 10272-07-8 Density 1.096 g/cm3
PSA 44.48000 LogP 1.86720
Solubility insoluble in water Melting Point 54-57 ºC
Formula C8H11NO2 Boiling Point 178 ºC (20 mmHg)
Molecular Weight 153.181 Flash Point 135 ºC
Transport Information UN 2811 Appearance White crystal or Colorless liquid
Safety 26-36-36/37/39-22 Risk Codes 22-36/37/38-20/21/22
Molecular Structure Molecular Structure of 10272-07-8 (3,5-Dimethoxyaniline) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

3,5-Dimethoxy-phenylamine;3,5-Dimethoxybenzeneamine;Benzenamine, 3,5-dimethoxy-;3,5-dimethoxy aniline;5-Aminoresorcinol dimethylether;

Article Data 36

3,5-Dimethoxyaniline Synthetic route

85862-68-6

1-azido-3,5-dimethoxybenzene

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium In water for 1.5h; Inert atmosphere;99%
With sodium sulfide; water for 0.5h; Reflux;96%
With ammonium hydroxide at 90℃; for 0.5h;90%
With triethylamine; tris[tert-butyl]phosphonium tetrafluoroborate In tetrahydrofuran; water at 20℃; for 15h; Staudinger Azide Reduction;94 %Spectr.
85657-94-9

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With water; potassium carbonate In methanol for 20h; Ambient temperature;94%
106018-88-6

2-Trimethylsilanyl-ethanesulfonic acid (3,5-dimethoxy-phenyl)-amide

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 40h;93%
7051-16-3

1-chloro-3,5-dimethoxybenzene

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;93%
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In water; dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere;88%
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;88%
79257-61-7

N-(3,5-dimethoxy-phenyl)-acetamide

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: N-(3,5-dimethoxy-phenyl)-acetamide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.05h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran Inert atmosphere; chemoselective reaction;
86%
With alkaline solution
192182-54-0

3,5-dimethoxyphenylboronic acid

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;82%
20469-65-2

1-bromo-3,5-dimethoxybenzene

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 1-bromo-3,5-dimethoxybenzene With magnesium In tetrahydrofuran Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
78%
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; Sealed tube;68%
With ammonia; sodium; ferric nitrate
25245-27-6

1-iodo-3,5-dimethoxybenzene

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube;75%
500-99-2

3,5-dimethoxyphenol

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 3,5-dimethoxyphenol With Nonafluorobutanesulfonyl fluoride; tris(trimethylsilyl)amine; potassium hexamethylsilazane In tetrahydrofuran at 60℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; for 0.0833333h; pH=3 - 4; Reagent/catalyst; Solvent;
75%
1132-21-4

3,5-dimethoxybenzoic acid

10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 3,5-dimethoxybenzoic acid With diphenylphosphoranyl azide; triethylamine In toluene at 80℃;
Stage #2: With sodium hydroxide In tetrahydrofuran; toluene at 20℃; for 2h;
43%
Stage #1: 3,5-dimethoxybenzoic acid With diphenylphosphoranyl azide; triethylamine In toluene at 80℃;
Stage #2: With sodium hydroxide In tetrahydrofuran for 2h;
43%

3,5-Dimethoxyaniline Chemical Properties

Formula:C8H11NO2
Molecular Weight:153.18
Appearance:Beige crystals
Solubility in water:Soluble
Melting Point:66 – 68
Boiling Point:303
3,5-Dimethoxyaniline`s Synonyms:BENZENAMINE, 3,5-DIMETHOXY-;3,5-DIMETHOXYANILINE;3,5-DIMETHOXYPHENYLAMINE;5-AMINORESORCINOL DIMETHYL ESTER;5-AMINORESORCINOL DIMETHYL ETHER;AKOS 91392;3,5-dimethoxy-benzenamin;3,5-dimethoxy-Benzenamine
Molecular Structure:

3,5-Dimethoxyaniline Toxicity Data With Reference

3,5-Dimethoxyaniline may cause gastrointestinal irritation with nausea, vomiting and diarrhea. respiratory tract irritation and skin or eyes irritation. The toxicological properties of this substance have not been fully investigated

3,5-Dimethoxyaniline Consensus Reports

Stability:Stable under normal temperatures and pressures
First Aid Measures:
Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation: Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical ai
Skin: Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Storage:Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:Wash thoroughly after handling. Use only in a well ventilated area. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.

3,5-Dimethoxyaniline Safety Profile

Hazard Codes: Xn, Xi
Risk Statements: 22-36/37/38-20/21/22
Safety Statements: 26-36-36/37/39-22
WGK Germany: 3
Hazard Note: Irritant
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with skin and if swallowed. 
R 36/37/38 Irritating to eyes, respiratory system and skin. 
Safety Phrases:
S 22 Do not breathe dust. 
S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection.

3,5-Dimethoxyaniline Specification

Flash Point: 142
Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. To extinguish fire, use water fog, dry chemical, carbon dioxide, or regular foam.
Personal Protection: Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
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