(R)-1,2,3,4-Tetrahydronaphthalen-2-amine

Base Information

• Chemical Name: (R)-1,2,3,4-Tetrahydronaphthalen-2-amine
• CAS No.: 21966-60-9
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• ChEMBL ID: CHEMBL2114376
• DSSTox Substance ID: DTXSID40513124
• Nikkaji Number: J1.311.137E
• Wikidata: Q72506273
• Mol file: 21966-60-9.mol

Synonyms:21966-60-9;(R)-1,2,3,4-Tetrahydronaphthalen-2-amine;(2R)-1,2,3,4-Tetrahydronaphthalen-2-amine;(R)-1,2,3,4-tetrahydro-2-naphthylamine;(R)-2-Aminotetralin;(R)-1,2,3,4-TETRAHYDRO-NAPHTHALEN-2-YLAMINE;CHEMBL2114376;MFCD00671631;2-Naphthalenamine, 1,2,3,4-tetrahydro-, (2R)-;(R)-2-Aminotetraline;SCHEMBL895905;AMY6049;DTXSID40513124;BDBM50405616;AKOS006273412;CS-W007303;GS-5410;2217-42-7;(2R)-1, 2, 3, 4-tetrahydronaphthalen-2-amine;A911603

Chemical Property of (R)-1,2,3,4-Tetrahydronaphthalen-2-amine

Chemical Property:

• Vapor Pressure: 0.0214mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 250.7°Cat760mmHg
• Flash Point: 111.6°C
• PSA: 26.02000
• Density: 1.023g/cm³
• LogP: 2.20290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: R36/38:Irritating to eyes and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2CC1N
• Isomeric SMILES: C1CC2=CC=CC=C2C[C@@H]1N

Technology Process of (R)-1,2,3,4-Tetrahydronaphthalen-2-amine

There total 27 articles about (R)-1,2,3,4-Tetrahydronaphthalen-2-amine 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: 95.0%

(R)-2-(1,2,3,4-Tetrahydro-naphthalen-2-yl)-isoindole-1,3-dione (61523-37-3) → (2R)-2-amino-1,2,3,4-tetrahydronaphthalene (2217-42-7,2954-50-9,21880-87-5,21966-60-9)

Guidance literature:

With hydrazine; In ethanol;

DOI:10.1016/S0040-4039(00)00327-0

Reference yield: 87.0%

benzyl(1,2,3,4-tetrahydronaphthalen-2-yl)amine (1246472-55-8) → (2S)-(1,2,3,4-tetrahydronaphthalen-2-yl)amine (2217-42-7,2954-50-9,21880-87-5,21966-60-9)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; at 45 ℃; for 2h; under 3750.38 Torr; Autoclave;

DOI:10.1016/j.tetasy.2010.03.027

Reference yield: 83.0%

(2R)-2-azido-1,2,3,4-tetrahydronaphthalene (460740-21-0) → (2R)-2-amino-1,2,3,4-tetrahydronaphthalene (2217-42-7,2954-50-9,21880-87-5,21966-60-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0957-4166(02)00098-8

upstream raw materials:

(R)-2-(1,2,3,4-Tetrahydro-naphthalen-2-yl)-isoindole-1,3-dione

(2R)-2-azido-1,2,3,4-tetrahydronaphthalene

(1R,2S)-1,2-dihydronaphthalene-1,2-diol

(1R,2S)-1,2,3,4-tetrahydronaphthalene-1,2-diol

Downstream raw materials:

N-[-(R)-1,2,3,4-tetrahydronaphth-2-yl]-(S)-2-hydroxy-3-(2-allylphenoxy)propanamine

Refernces

• 1、 -. "(R)- SELECTIVE AMINATION". Paragraph 0120; 0121; 0122. . Retrieved 2016/03/22.
• 2、 Fesko, Kateryna,Steiner, Kerstin,Breinbauer, Rolf,Schwab, Helmut,Schuermann, Martin,Strohmeier, Gernot A.. "Investigation of one-enzyme systems in the ω-transaminase-catalyzed synthesis of chiral amines". . p. 103 - 110. Retrieved 2013/10/22.