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P14815

Sigma-Aldrich

4-Ethoxyaniline

98%

Synonym(s):

p-Phenetidine, 4-Ethoxyaniline

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About This Item

Linear Formula:
C2H5OC6H4NH2
CAS Number:
156-43-4
Molecular Weight:
137.18
Beilstein:
606666
EC Number:
205-855-5
MDL number:
MFCD00007865
UNSPSC Code:
12352100
PubChem Substance ID:
24898204
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.559 (lit.)

bp

250 °C (lit.)

mp

2-5 °C (lit.)

density

1.065 g/mL at 25 °C (lit.)

SMILES string

CCOc1ccc(N)cc1

InChI

1S/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3

InChI key

IMPPGHMHELILKG-UHFFFAOYSA-N

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Related Categories

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

251.6 °F - closed cup

Flash Point(C)

122 °C - closed cup

Personal Protective Equipment

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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J A Hinson et al.
The Journal of pharmacology and experimental therapeutics, 238(1), 106-112 (1986-07-01)
Addition of p-[3H]nitrosophenetole to protein incubations resulted in quantitative binding of radiolabel to protein. Preincubation of protein with N-methylmaleimide to derivatize sulfhydryl groups followed by addition of p-[3H]nitrosophenetole resulted in a 90% decrease in covalent binding. Treatment of the p-[3H]nitrosophenetole
E C McCoy et al.
Mutation research, 173(4), 245-250 (1986-04-01)
Two mutagenic metabolites of phenacetin, p-nitrosophenetol and N-hydroxy-p-phenetidine, were tested in S. typhimurium strains TA100, its nitroreductase-deficient derivative TA100NR, and O-acetylase-deficient strains TA100 Tn5-1,8-DNP1011 and -DNP1012 in the presence or absence of an exogenous metabolic activation system. The results indicate
C B Jensen et al.
Toxicology and applied pharmacology, 111(1), 1-12 (1991-10-01)
Phenacetin is well known to cause hemolytic anemia and methemoglobinemia in humans. Early mechanistic studies clearly established a causal role for active/reactive drug metabolites in the process but did not unequivocally identify these metabolite(s) or resolve the question of whether
T Lindqvist et al.
Pharmacology & toxicology, 69(2), 117-121 (1991-08-01)
The toxicity of some metabolic products pertinent to 4-ethoxyaniline in isolated hepatocytes were investigated. The compounds investigated were 4-ethoxynitrosobenzene (1), 4-ethoxy-4'-nitrosodiphenylamine (2), 3,6-bis(4-ethoxy-phenylimino)-4-ethoxy-1,4-cyclohexadienylamine (3), 4-(4-ethoxyphenylimino)-2,3-dimethyl-2,5-cyclohexadiene-1-one (4) and 4-(4-ethoxyphenylimino)-2,6-dimethyl-2,5-cyclohexadiene-1-one (5). Of these, 1, 2 and 3 are oxidation products of 4-ethoxyaniline.
D Ross et al.
The Journal of biological chemistry, 260(28), 15028-15032 (1985-12-05)
Horseradish peroxidase-catalyzed oxidation of p-phenetidine in the presence of either glutathione (GSH), cysteine, or N-acetylcysteine led to the production of the appropriate thioyl radical which could be observed using EPR spectroscopy in conjunction with the spin trap 5,5-dimethyl-1-pyrroline-N-oxide. This confirms
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