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Key Documents

156876

Sigma-Aldrich

N-(2-Hydroxyethyl)aniline

98%

Synonym(s):

2-(Phenylamino)ethanol, 2-Anilinoethanol, N-Phenylethanolamine

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About This Item

Linear Formula:
C6H5NHCH2CH2OH
CAS Number:
Molecular Weight:
137.18
Beilstein:
774672
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.578 (lit.)

bp

278-282 °C/760 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

SMILES string

OCCNc1ccccc1

InChI

1S/C8H11NO/c10-7-6-9-8-4-2-1-3-5-8/h1-5,9-10H,6-7H2

InChI key

MWGATWIBSKHFMR-UHFFFAOYSA-N

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Application

N-(2-Hydroxyethyl)aniline was employed as substrate for human olfactory UDP-glucuronosyltransferase.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - STOT RE 2 - STOT SE 1

Target Organs

Blood, Blood,hematopoietic system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Santos Fustero et al.
The Journal of organic chemistry, 74(11), 4429-4432 (2009-05-15)
The preparation of cyclic dipeptide mimetics from chiral imino lactones derived from (R)-phenylglycinol is described. Key steps of the synthetic route included the fully stereoselective construction of a quaternary center, the formation of six-, seven-, or eight-membered lactams by means
Mercedes Amat et al.
The Journal of organic chemistry, 71(10), 3804-3815 (2006-05-06)
The stereochemical outcome of the alkylation of a variety of phenylglycinol-derived oxazolopiperidone lactams is studied. The influence of the configuration of the C-8a stereocenter and the effect of the substituents at the C-8 and C-8a positions on the stereoselectivity of
N Philippe et al.
Organic letters, 2(15), 2185-2187 (2000-08-10)
Highly diastereoselective protonation of chiral lactam enolates of 4-substituted-1,4-dihydroisoquinolin-3-ones is reported. Protonation and alkylation processes of these lactam enolates derived from phenylglycinol occur with opposite diastereofacial selectivity. This diastereoselective protonation has been applied to the asymmetric synthesis of (4S)-N-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 9
Mercedes Amat et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(30), 7872-7881 (2006-07-20)
A straightforward procedure for the synthesis of enantiopure polysubstituted piperidines is reported. It involves the direct generation of chiral non-racemic oxazolo[3,2-a]piperidone lactams that already incorporate carbon substituents on the heterocyclic ring and the subsequent removal of the chiral auxiliary. The
Fui-Mee Ng et al.
Molecular brain, 1, 16-16 (2008-11-20)
Phenylethanolamines selectively bind to NR2B subunit-containing N-methyl-D-aspartate-subtype of ionotropic glutamate receptors and negatively modulate receptor activity. To investigate the structural and functional properties of the ifenprodil binding domain on the NR2B protein, we have purified a soluble recombinant rat NR2B

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