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192600

Sigma-Aldrich

2-Aminophenethyl alcohol

97%

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5 G
$54.40
25 G
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About This Item

Linear Formula:
H2NC6H4CH2CH2OH
CAS Number:
5339-85-5
Molecular Weight:
137.18
EC Number:
226-275-9
MDL number:
MFCD00007754
UNSPSC Code:
12352100
PubChem Substance ID:
24851553
NACRES:
NA.22

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In StockDetails

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Quality Level

100

assay

97%

refractive index

n20/D 1.588 (lit.)

bp

147-148 °C/3.5 mmHg (lit.)

density

1.045 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

Nc1ccccc1CCO

InChI

1S/C8H11NO/c9-8-4-2-1-3-7(8)5-6-10/h1-4,10H,5-6,9H2

InChI key

ILDXSRFKXABMHH-UHFFFAOYSA-N

Related Categories

General description

2-Aminophenethyl alcohol undergoes one-pot cyclization with carboxylic acids in the presence of PPh3, CCl4 and NEt3 to yield N-acyl indolines[1].

Application

2-Aminophenethyl alcohol was used in the synthesis of:
  • indole derivatives[2]
  • N-(cyanothioformyl)indoline[3]
  • dihydro-3,1-benzoxazepine[3]

Other Notes

This material may darken over time with minimal impact to chemical purity.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD4459V
WXBC9934V
WXBC8111V
SHBH0906V
SHBF1181V

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2′-Aminoacetophenone 98%

Sigma-Aldrich

A37804

2′-Aminoacetophenone

Zengxue Wang et al.
The Journal of organic chemistry, 72(24), 9364-9367 (2007-11-02)
A unique one-pot cyclization of 2-aminophenethyl alcohols with carboxylic acids in the presence of PPh3, CCl4, and NEt3 furnished the formation of N-acyl indolines in good to excellent yields. This new approach provides an efficient, scalable, low-cost, and direct access
N-(Cyanothioformyl) indoline; a new indoline ring forming reaction.
Besson T, et al.
Journal of the Chemical Society. Perkin Transactions 1, 24, 4057-4060 (1998)
Ruthenium-catalyzed dehydrogenative N-heterocyclization. Indoles from 2-aminophenethyl alcohols and 2-nitrophenethyl alcohols.
Tsuji Y, et al.
The Journal of Organic Chemistry, 55(2), 580-584 (1990)

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