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

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-2-naphthylamine
• CAS No.: 2954-50-9
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2921450090
• European Community (EC) Number: 220-973-7,630-714-3
• UNII: LGX8T83G7X
• DSSTox Substance ID: DTXSID10903058
• Nikkaji Number: J54.246F
• Wikipedia: 2-Aminotetralin
• Wikidata: Q4596863
• ChEMBL ID: CHEMBL30294
• Mol file: 2954-50-9.mol

Synonyms:2-aminotetrahydronaphthalene;2-aminotetralin;2-aminotetralin hydrobromide;2-aminotetralin hydrochloride;2-aminotetralin hydrochloride, (+-)-isomer;2-aminotetralin hydrochloride, (R)-isomer;2-aminotetralin hydrochloride, (S)-isomer;2-aminotetralin, (+-)-isomer;2-aminotetralin, (R)-isomer;2-aminotetralin, (S)-isomer;3-aminotetrahydronaphthalene;3-aminotetralin;3-aminotetraline

Chemical Property of 1,2,3,4-Tetrahydro-2-naphthylamine

Chemical Property:

• Melting Point: 149-151 °C
• Refractive Index: 1.5620 (estimate)
• Boiling Point: 250.665 °C at 760 mmHg
• PKA: 10.50±0.20(Predicted)
• Flash Point: 111.607 °C
• PSA: 26.02000
• Density: 1.024 g/cm³
• LogP: 2.20290
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Soluble, Sonicated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetrahydronaphthalen-2-amine(>80%) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2CC1N
• Uses: 1,2,3,4-Tetrahydronaphthalen-2-amine is a useful reagent for the preparation of N-heteroaryl-tetrahydrocarbazolamines as AHR inhibitors.

Technology Process of 1,2,3,4-Tetrahydro-2-naphthylamine

There total 54 articles about 1,2,3,4-Tetrahydro-2-naphthylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tert-butyl N-(1,2,3,4-tetrahydro-2-naphthalenyl)carbamate (136758-56-0) → 2-aminotetralin (2954-50-9)

Guidance literature:

tert-butyl N-(1,2,3,4-tetrahydro-2-naphthalenyl)carbamate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;

Alkaline conditions;

DOI:10.1016/j.ejmech.2009.09.020

Reference yield: 87.0%

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 2-aminotetralin (2954-50-9)

Guidance literature:

With 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; ammonium formate; In methanol; at 80 ℃; for 8h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201303541

Reference yield: 72.0%

1,2,3,4-tetrahydronaphthalen-2 ol (530-91-6) → 2-aminotetralin (2954-50-9)

Guidance literature:

With ammonium hydroxide; C₁₅H₂₉IrN₄⁽²⁺⁾*2I^(1-); at 150 ℃; for 40h; Sealed tube;

DOI:10.1002/cctc.201702037

upstream raw materials:

naphthalen-2-ylamine

tert-butyl N-(1,2,3,4-tetrahydro-2-naphthalenyl)carbamate

2-Hydrazinotetralin

3-nitro-1,2-dihydro-naphthalene

Downstream raw materials:

N-benzyl-1,2,3,4-tetrahydronaphthalen-2-amine

JGC 139

1,2-Dihydronaphthalene

α-naphthol

Refernces

• 1、 Orlek, Barry S.,Stemp, Geoffrey. "Stereoselective Synthesis of Protected Amines and Diamines from Alkenes using N,N-Dichloro-t-butylcarbamate". . p. 4045 - 4048. Retrieved 1991.
• 2、 Dai, Zengjin,Pan, Ying-Min,Wang, Shou-Guo,Yin, Qin,Zhang, Xumu. "Direct reductive amination of ketones with ammonium salt catalysed by Cp*Ir(iii) complexes bearing an amidato ligand". supporting information. p. 8934 - 8939. Retrieved 2021/11/04.
• 3、 Telzerow, Aline,Paris, Juraj,H?kansson, Maria,González-Sabín, Javier,Ríos-Lombardía, Nicolás,Schürmann, Martin,Gr?ger, Harald,Morís, Francisco,Kourist, Robert,Schwab, Helmut,Steiner, Kerstin. "Amine Transaminase from Exophiala Xenobiotica - Crystal Structure and Engineering of a Fold IV Transaminase that Naturally Converts Biaryl Ketones". . p. 1140 - 1148. Retrieved 2019/01/21.