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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

247820-VAR:
247820-BULK:
247820-25G:
247820-5G:

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)
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
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
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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