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337110

Sigma-Aldrich

2-Fluoro-4-methylaniline

99%

Synonym(s):

2-Fluoro-p-toluidine

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About This Item

Linear Formula:
FC6H3(CH3)NH2
CAS Number:
452-80-2
Molecular Weight:
125.14
MDL number:
MFCD00040975
UNSPSC Code:
12352100
PubChem Substance ID:
24860458
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.533 (lit.)

bp

70-71 °C/7 mmHg (lit.)

density

1.108 g/mL at 25 °C (lit.)

functional group

fluoro

SMILES string

Cc1ccc(N)c(F)c1

InChI

1S/C7H8FN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3

InChI key

ZQEXBVHABAJPHJ-UHFFFAOYSA-N

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General description

Rat liver microsomal metabolism of 2-fluoro-4-methylaniline was studied by HPLC.

Application

2-Fluoro-4-methylaniline was used in the preparation of 6-chloro-5-fluoroindole via Leimgruber-Batcho reaction. It was also used in the preparation of an (S)-amino alcohol, 2-amino-3-(2-fluoro-4-methylphenyl)-propan-1-ol.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
34596EJ
05415EJ
10326TH
00530PH
05026PH

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S Boeren et al.
Xenobiotica; the fate of foreign compounds in biological systems, 22(12), 1403-1423 (1992-12-01)
1. Rat liver microsomal metabolism of 2-fluoro-, 2-chloro- and 2-bromo-4-methylaniline was investigated using h.p.l.c. Metabolites identified include products from side-chain C-hydroxylation (benzyl alcohols and benzaldehydes) and N-hydroxylation (hydroxylamines and nitroso derivatives). Aromatic ring hydroxylation was not a major reaction pathway.
Sharon T Marino et al.
Molecules (Basel, Switzerland), 9(6), 405-426 (2007-11-17)
In the past decade there has been a significant growth in the sales of pharmaceutical drugs worldwide, but more importantly there has been a dramatic growth in the sales of single enantiomer drugs. The pharmaceutical industry has a rising demand
J M Bentley et al.
Bioorganic & medicinal chemistry letters, 14(9), 2367-2370 (2004-04-15)
A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT(2C) receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds

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