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524220

Sigma-Aldrich

2,5-Diethoxyaniline

97%

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About This Item

Linear Formula:
(C2H5O)2C6H3NH2
CAS Number:
Molecular Weight:
181.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

85-88 °C (lit.)

SMILES string

CCOc1ccc(OCC)c(N)c1

InChI

1S/C10H15NO2/c1-3-12-8-5-6-10(13-4-2)9(11)7-8/h5-7H,3-4,11H2,1-2H3

InChI key

XPKFTIYOZUJAGA-UHFFFAOYSA-N

General description

2,5-Diethoxyaniline is a primary aromatic amine. It can be obtained from 2,5-diethoxynitrobenzene, via reduction with Me3SiSNa. Phthalimidomethyl derivatives formed by the condensation of 2,5-Diethoxyaniline and phthalimidomethyl could be used for the characterization of amines.

Application

2,5-Diethoxyaniline may be used to synthesize 4-chloro-2′,5′-diethoxy-2-nitrodiphenylamine and methyl 2-chloro-3-(2,5-diethoxyphenyl)propionate.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Antiulcer activity of 5-benzylthiazolidine-2, 4-dione derivatives.
Sohda T, et al.
Chemical & Pharmaceutical Bulletin, 31(2, 560-569 (1983)
Identification of Amines. II. Phthalimidomethyl Derivatives of Primary and Secondary Amines1.
Heine HW, et al.
Journal of the American Chemical Society, 78(3), 672-674 (1956)
Reduction of aromatic nitro compounds to aromatic amines by sodium trimethylsilanethiolate.
Hwu JR, et al.
The Journal of Organic Chemistry, 57(19), 5254-5255 (1992)
Direct ring closure through the nitro group. Isomer formation in the synthesis of unsymmetrical phenazines, and some general observations on the phenazine syntheses.
Vivian DL ,et al.
The Journal of Organic Chemistry, 16(1), 1-7 (1951)

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