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247820

Sigma-Aldrich

1,2,3,4-Tetrahydro-1-naphthylamine

97%

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About This Item

Empirical Formula (Hill Notation):
C10H13N
CAS Number:
2217-40-5
Molecular Weight:
147.22
EC Number:
218-712-7
MDL number:
MFCD00001740
UNSPSC Code:
12352100
PubChem Substance ID:
24854894
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.562 (lit.)

bp

246-247 °C/714 mmHg (lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

NC1CCCc2ccccc12

InChI

1S/C10H13N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6,10H,3,5,7,11H2

InChI key

JRZGPXSSNPTNMA-UHFFFAOYSA-N

General description

(R)-1,2,3,4-Tetrahydro-1-naphthylamine is an efficient reagent for iodocyclization of 4-aryl-4-pentenoic acids.

Application

1,2,3,4-Tetrahydro-1-naphthylamine has been used in the preparation of new chiral phosphine-aminophosphine ligands.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jürgen Haas et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(19), 5777-5785 (2005-07-23)
Lactonizations are important steps in many synthetic sequences. Substrate-controlled reactions that use chiral auxiliaries or chiral alkenes have already been studied in depth. This study focuses on stereoselective reagent-controlled iodolactonizations, by application of a new method that uses complexes of
Modular Phosphine-Aminophosphine Ligands Based on Chiral 1, 2, 3, 4-Tetrahydro-1-naphthylamine Backbone: A New Class of Practical Ligands for Enantioselective Hydrogenations.
Qiu M, et al.
Advanced Synthesis & Catalysis, 350(17), 2683-2689 (2008)
J S Shin et al.
Biotechnology and bioengineering, 73(3), 179-187 (2001-03-21)
A kinetic resolution process for the production of chiral amines was developed using an enzyme-membrane reactor (EMR) and a hollow-fiber membrane contactor with (S)-specific omega-transaminases (omega-TA) from Vibrio fluvialis JS17 and Bacillus thuringiensis JS64. The substrate solution containing racemic amine
Noelia Madroñal et al.
Nature communications, 7, 10923-10923 (2016-03-19)
The hippocampus is critical for the acquisition and retrieval of episodic and contextual memories. Lesions of the dentate gyrus, a principal input of the hippocampus, block memory acquisition, but it remains unclear whether this region also plays a role in
N S Kula et al.
Life sciences, 37(11), 1051-1057 (1985-09-16)
The optical isomers of apomorphine (APO) and N-propylnorapomorphine (NPA) were interacted with three biochemical indices of dopamine (DA) receptors in extrapyramidal and limbic preparations of rat brain tissue. There were consistent isomeric preferences for the R(-) configuration of both DA
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