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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
form:
solid
Assay:
97%
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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.[1] Phthalimidomethyl derivatives formed by the condensation of 2,5-Diethoxyaniline and phthalimidomethyl could be used for the characterization of amines.[2]

Application

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
Antiulcer activity of 5-benzylthiazolidine-2, 4-dione derivatives.
Sohda T, et al.
Chemical & Pharmaceutical Bulletin, 31(2, 560-569 (1983)
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)

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