6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine

Base Information

• Chemical Name: 6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine
• CAS No.: 7197-96-8
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• European Community (EC) Number: 230-568-7
• UNII: FT76EZW9PS
• DSSTox Substance ID: DTXSID50992663
• Nikkaji Number: J227.439F
• Wikidata: Q82983000
• Mol file: 7197-96-8.mol

Synonyms:6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine;7197-96-8;2,3-Cycloheptenopyridine;5H-Cyclohepta[b]pyridine, 6,7,8,9-tetrahydro-;FT76EZW9PS;6,7,8,9-Tetrahydro-5H-cyclohepta(b)pyridine;EINECS 230-568-7;5H-Cyclohepta(b)pyridine, 6,7,8,9-tetrahydro-;UNII-FT76EZW9PS;SCHEMBL830033;2,3-Cycloheptenopyridine, 97%;DTXSID50992663;AKOS015892317;FT-0620845;5H,6H,7H,8H,9H-CYCLOHEPTA(B)PYRIDINE;F53451;5H-Cyclohepta[b]pyridine,6,7,8,9-tetrahydro-;6,7,8,9-Tetrahydro-5H-cyclohepta[b] pyridine;6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine #;A837372

Chemical Property of 6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine

Chemical Property:

• Vapor Pressure: 0.133mmHg at 25°C
• Refractive Index: n20/D 1.54(lit.)
• Boiling Point: 224.9 °C at 760 mmHg
• PKA: 6.30±0.20(Predicted)
• Flash Point: 93.3 °C
• PSA: 12.89000
• Density: 0.999 g/cm³
• LogP: 2.35050
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

99.0%Min ^*data from raw suppliers

2,3-Cycloheptenopyridine 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC2=C(CC1)N=CC=C2
• Uses: 2,3-Cycloheptenopyridine may be used in chemical synthesis studies.

Technology Process of 6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine

There total 17 articles about 6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine 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: 92.0%

cycloheptanol (502-41-0) + propan-1-ol-3-amine (156-87-6) → 2,3-cycloheptenopyridine (7197-96-8)

Guidance literature:

With C₁₈H₂₈ClN₄OPRu; potassium tert-butylate; In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.organomet.7b00774

Reference yield: 87.0%

6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine N-oxide (41043-09-8) → 2,3-cycloheptenopyridine (7197-96-8)

Guidance literature:

With bismuth(III) chloride; indium; In methanol; at 20 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1080/00397910902788190

Reference yield: 83.0%

→ 2,3-cycloheptenopyridine (7197-96-8)

Guidance literature:

With C₄₂H₄₀N₂OP₂Rh; potassium tert-butylate; In tetrahydrofuran; toluene; Reflux; Inert atmosphere;

upstream raw materials:

2-chlorocycloheptapyridine

6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-2,4-diol

allyl alcohol

cycloheptanone

Downstream raw materials:

9-Benzyliden-6,7,8,9-tetrahydro-5H-cycloheptapyridin

9-(3-Methoxybenzyliden)-6,7,8,9-tetrahydro-5H-cycloheptapyridin

N-phenacyl-2,3-cycloheptenopyridinium bromide

6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine-2-carbonitrile

Refernces

• 1、 Sotnik, Svitlana O.,Subota, Andrii I.,Kliuchynskyi, Anton Y.,Yehorov, Dmytro V.,Lytvynenko, Anton S.,Rozhenko, Alexander B.,Kolotilov, Sergey V.,Ryabukhin, Sergey V.,Volochnyuk, Dmitriy M.. "Cu-Catalyzed Pyridine Synthesis via Oxidative Annulation of Cyclic Ketones with Propargylamine". . p. 7315 - 7325. Retrieved 2021/05/29.
• 2、 Mondal, Rajarshi,Herbert, David E.. "Synthesis of Pyridines, Quinolines, and Pyrimidines via Acceptorless Dehydrogenative Coupling Catalyzed by a Simple Bidentate P^ N Ligand Supported Ru Complex". supporting information. p. 1310 - 1317. Retrieved 2020/04/15.