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54265

Sigma-Aldrich

N-(2-Hydroxyethyl)aniline

technical, ≥98.0% (T)

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
Beilstein:
774672
MDL number:
MFCD00002832
UNSPSC Code:
12352100
PubChem Substance ID:
329758024
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

100

vapor pressure

<0.01 mmHg ( 20 °C)

grade

technical

Assay

≥98.0% (T)

refractive index

n20/D 1.578 (lit.)
n20/D 1.578

bp

278-282 °C/760 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl

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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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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Certificates of Analysis (COA)

Lot/Batch Number
BCBL0248V

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Mercedes Amat et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(28), 7724-7732 (2011-06-15)
Phenylglycinol-derived, unsaturated oxazolopiperidone lactams are extremely useful building blocks that undergo stereoselective conjugate addition reactions with organocuprates, enolates, and sulfur-stabilized anions, allowing the stereocontrolled introduction of substituents at the piperidine 4-position. The factors governing the exo- or endo-facial selectivity are
Alok K Awasthi et al.
The Journal of organic chemistry, 70(14), 5387-5397 (2005-07-02)
[reaction: see text] A practical, large-scale synthesis of a beta-amino ester 1 was developed. A chiral imine derived from (S)-phenylglycinol and 3-trimethylsilylpropanal was coupled with the Reformatsky reagent 3 with high diastereoselectivity (de > 98%) to give (SS)-4a as the
Nadja Grobe et al.
Archives of biochemistry and biophysics, 506(1), 42-47 (2010-11-26)
The biosynthesis of morphine, a stereochemically complex alkaloid, has been shown to occur in plants and animals. A search in the human genome for methyltransferases capable of catalyzing the N-methylation of benzylisoquinoline alkaloids, as biosynthetic precursors of morphine, yielded two
A P Owens et al.
Bioorganic & medicinal chemistry letters, 8(1), 51-56 (1999-01-01)
Heterocyclic replacements for the carboxamido group of the previously disclosed phenylglycinol-based human NK1 (hNK1) receptor antagonists have been investigated, ultimately leading to acyclic compounds with sub-nanomolar affinity for the hNK1 receptor.
Katarina Babić et al.
Journal of chromatography. A, 1142(1), 84-92 (2006-10-19)
The performance of extractant impregnated resin (EIR) technology for chiral separation of amino-alcohols has been investigated. Phenylglycinol was selected as an archetype model enantiomer and azophenolic crown ether was used as a versatile enantioselective extractant. 1-Phenyloctane was selected as a
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