192600

Sigma-Aldrich

2-Aminophenethyl alcohol

97%

Linear Formula:
H2NC6H4CH2CH2OH
CAS Number:
Molecular Weight:
137.18
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

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.)

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.

Application

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

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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)
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...
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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