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3,4,5-Trimethoxyaniline

3,4,5-Trimethoxyaniline structure

CAS No:
24313-88-0
Formula:
C9H13NO3
Chemical Name:
3,4,5-Trimethoxyaniline
Synonyms:
Benzenamine,3,4,5-trimethoxy-;Aniline,3,4,5-trimethoxy-;3,4,5-Trimethoxybenzenamine;3,4,5-Trimethoxyaniline;3,4,5-Trimethoxyphenylamine;NSC 37006;[3,4,5-Tris(methyloxy)phenyl]amine;3,4,5-Tris(methyloxy)aniline;1-(3,4,5-Trimethoxyphenyl)aniline
Categories:
Organic Chemistry > Amides

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Description

3,4,5-Trimethoxyaniline is off-white to beige-brown, grey or pink powder

3,4,5-Trimethoxyaniline Basic Attributes

Molecular Weight：

183.2

Exact Mass：

183.20

BRN：

642919

EC Number：

246-154-4

NSC Number：

37006

DSSTox ID：

DTXSID8066979

HScode：

29222900

Characteristics

PSA：

53.7

XLogP3：

0.8

Appearance：

Off-white to beige-brown, gray, or pink Powder

Density：

1.1±0.1 g/cm3

Melting Point：

113-114 °C

Boiling Point：

130-140 °C @ Press: 1 Torr

Flash Point：

147.2±20.2 °C

Refractive Index：

1.529

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0.00112mmHg at 25°C

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

2811

wgk germany：

hazard class code：

37/38-36/37/38-20/21/22

safety instructions：

22-24/25-37/39-26-24-36

Marks：

Xi,Xn

Hazard note：

Harmful

Precautionary statement(s)：

P261

Hazard Statements：

H315-H335

GHS Classification：

|Warning|H302 (14.58%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 48 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

3,4,5-Trimethoxyaniline Use and Manufacturing

Methods of Manufacturing

Intermediate B9: 3, 4, 5-trimethoxyani.ineTo a solution of 1 , 2, 3-trimethoxy-5-nifrobenzene (6.64 g, 31.2 mrnol ) in ethanol (250 mL) was added palladium on carbon (10 percent, 300 mg) and hydrazine hydrate (85 percent, 5.7 mL). After emission of gas has ceased, the reaction mixture was heated at refluxed for 1 hour, cooling to room temperature, filtered and evaporated to afford the product 3, 4, 5-trimethoxyaniline as a white solid (5.5 g, yield 96.4 percent). H NMR (400 MHz, DMSO-d6) δ ppm 5.86 (s, 2H), 4.82 (br, 2H), 3.64 (s, 6H), 3.50 (s, 3H).261mg (1mmol) of 3, 4, 5-trimethoxybromobenzene, 0.35mL aqueous ammonia (25-28percent, 4.655mmol), 8mg (0.1mmol) CuO, 70mg (0.4mmol) ethylenediamine-N, N'-diacetic acid, 112mg (2mmol) KOH, 1mL HGeneral procedure: A mixture of aryl halide (1 mmol), NH4OH(2 mmol), Cs2CO3(1 mmol) and CuO/ZnO/Al2O3 nanocatalyst(0.1 g), in water was stirred at reflux condition. After reactioncompletion, (monitored by TLC), the mixture reactionwas cooled to room temperature and catalyst filtered. Thenthe residue was evaporated to dryness, the residue waspoured into a saturated NaCl solution, extracted with ethylacetate and dried over anhydrous MgSO4.Evaporation of the solvent followed by column chromatography on silicagel gave the pure products in high yields.

Uses

A tri-substituted aniline derivative with sympatholytic activity. It is used in the preparation of a novel class of anticancer agents.

Manufacturing Info：

Benzenamine, 3,4,5-trimethoxy-: INACTIVE

Computed Properties

Molecular Weight:183.20
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:183.08954328
Monoisotopic Mass:183.08954328
Topological Polar Surface Area:53.7
Heavy Atom Count:13
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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