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Merck
CN

156876

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:
122-98-5
Molecular Weight:
137.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849642
MDL number:
MFCD00002832
Beilstein/REAXYS Number:
774672
Assay:
98%
Form:
liquid

Key Documents

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refractive index

n20/D 1.578 (lit.)

bp

278-282 °C/760 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

InChI

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

SMILES string

OCCNc1ccccc1

InChI key

MWGATWIBSKHFMR-UHFFFAOYSA-N

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

assay

98%

form

liquid

Quality Level

200

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Application

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

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL0248V
1433059V
1433059
1384616
1195456

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Mercedes Amat et al.
The Journal of organic chemistry, 73(17), 6920-6923 (2008-08-01)
A synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.
Mercedes Amat et al.
The Journal of organic chemistry, 72(12), 4431-4439 (2007-05-10)
The stereochemical outcome of the enolate dialkylation of simple phenylglycinol-derived oxazolopiperidone lactams is studied. High stereoselectivities in the generation of the quaternary stereocenter are obtained by the appropriate choice of both the configuration of the starting lactam and the order
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
Mercedes Amat et al.
The Journal of organic chemistry, 69(25), 8681-8693 (2004-12-04)
The stereochemical outcome of the conjugate addition of a variety of stabilized nucleophiles (2-indoleacetic enolates and sulfur-stabilized anions) to the phenylglycinol-derived unsaturated lactams trans-2, cis-2, and its 8-ethyl-substituted analogue 10 is studied. The factors governing the exo or endo facial
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
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