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

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-1-naphthylamine
• CAS No.: 2217-40-5
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 29214500
• European Community (EC) Number: 218-712-7
• NSC Number: 30349
• UNII: O7A3GV2PNX
• DSSTox Substance ID: DTXSID70903059
• Nikkaji Number: J135.688G
• Wikidata: Q27285437
• Mol file: 2217-40-5.mol

Synonyms:1-aminotetrahydronaphthalene;1-aminotetralin;1-aminotetralin hydrochloride;1-aminotetralin, (+-)-isomer

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

Chemical Property:

• Appearance/Colour: yellow clear liquid.
• Vapor Pressure: 0.0228mmHg at 25°C
• Refractive Index: n20/D 1.562(lit.)
• Boiling Point: 249.6 °C at 760 mmHg
• PKA: 9.39±0.20(Predicted)
• Flash Point: 110.8 °C
• PSA: 26.02000
• Density: 1.023 g/cm³
• LogP: 2.72300
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• XLogP3: 1.6
• 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

1,2,3,4-Tetrahydro-1-naphthylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(C2=CC=CC=C2C1)N
• Uses: 1,2,3,4-Tetrahydro-1-naphthylamine has been used in the preparation of new chiral phosphine-aminophosphine ligands.

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

There total 32 articles about 1,2,3,4-Tetrahydro-1-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: 94.0%

1-tetralone oxime (3349-64-2,68253-36-1,100485-58-3) → 1,2,3,4-tetrahydronaphthalen-1-amine (2217-40-5)

Guidance literature:

With sodium; In propan-1-ol; for 1h; Heating;

DOI:10.1016/j.bmc.2004.05.039

Reference yield: 92.0%

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 1,2,3,4-tetrahydronaphthalen-1-amine (2217-40-5)

Guidance literature:

With formic acid; C₂₆H₃₄ClIrN₄O; ammonium formate; In methanol; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b01565

Reference yield: 90.0%

N-chloro-3,4-dihydronaphthyl-1(2H)-imine (1559065-85-8) → 1,2,3,4-tetrahydronaphthalen-1-amine (2217-40-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1134/S1070363213120359

upstream raw materials:

1-Nitronaphthalene

1-tetralone oxime

1-tetralone oxime

1-nitro-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

C₁₈H₂₀N₂O₃S

1-Cyclohexyl-3-(1,2,3,4-tetrahydro-naphthalen-1-yl)-urea

(S)-1,2,3,4-tetrahydronapht-1-yl-amine

(R)-1,2,3,4-Tetrahydro-1-naphthylamine

Refernces

• 1、 Rudulier, M. Le,Moinet, C.. "Preparation de cations chiraux (η5-cyclopentadienyl fer η6-arene)+ comportant une fonction oxime ou cetone en α du ligande arene, reduction electrochimique en amine ou en alcool optiquement actifs". . p. 337 - 356. Retrieved 1988.
• 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、 Chu, Benfa,Fang, Lili,Guo, Shan,Qi, Bing,Shi, Pengfei,Wang, Qi,Zhu, Jin. "Rh(III)-catalyzed synthesis of isoquinolines using the N-Cl bond of N-chloroimines as an internal oxidant". supporting information. . Retrieved 2020/03/10.