5,6,7,8-Tetrahydronaphthalene-1-carbonyl chloride

Base Information

• Chemical Name: 5,6,7,8-Tetrahydronaphthalene-1-carbonyl chloride
• CAS No.: 110808-69-0
• Molecular Formula: C11H11 Cl O
• Molecular Weight: 194.661
• DSSTox Substance ID: DTXSID00372971
• Wikidata: Q72506233
• Mol file: 110808-69-0.mol

Synonyms:110808-69-0;5,6,7,8-tetrahydronaphthalene-1-carbonyl chloride;5,6,7,8-TETRAHYDRO-NAPHTHALENE-1-CARBONYL CHLORIDE;5,6,7,8-tetrahydro-1-Naphthalenecarbonyl chloride;SCHEMBL1159789;DTXSID00372971;WXIAUXKXOZCTGZ-UHFFFAOYSA-N;MFCD01846271;AKOS004907838;1,2,3,4-Tetrahydro-5-naphthoyl chloride;5,6,7,8-tetrahydro-1-naphthoyl chloride;FT-0758392;5,6,7,8 tetrahydo-1-naphthalenecarbonyl chloride;5,6,7,8-tetrahydronaphtalen-1-carboxylic acid chloride;4-Isoxazolecarboxylic acid, 3-(4-chlorophenyl)-5-methyl-, methyl ester

Chemical Property of 5,6,7,8-Tetrahydronaphthalene-1-carbonyl chloride

Chemical Property:

• Boiling Point: 312.8±31.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.196
• LogP: 2.94440
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.0498427
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99%min. ^*data from raw suppliers

5,6,7,8-Tetrahydronaphthalene-1-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC=C2C(=O)Cl
• Uses: 5,6,7,8-Tetrahydronaphthalene-1-carbonyl Chloride is used in the synthesis of a sweetening agent, N-5,6,7,8-Tetrahydro-1-naphthoyl-α-L-glutamyl-5-amino-2-pyridine carbonitrile.

Technology Process of 5,6,7,8-Tetrahydronaphthalene-1-carbonyl chloride

There total 1 articles about 5,6,7,8-Tetrahydronaphthalene-1-carbonyl chloride 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:

5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid (4242-18-6) → 5,6,7,8-tetrahydronaphthylene-1-carboxylic acid chloride (110808-69-0)

Guidance literature:

With thionyl chloride;

Reference yield: 96.0%

5,6,7,8-tetrahydronaphthylene-1-carboxylic acid chloride (110808-69-0) + (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5) → N-<(S)-1-azabicyclo<2.2.2>oct-3-yl>-5,6,7,8-tetrahydronaphthalene-1-carboxamide (135729-78-1)

Guidance literature:

(S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride; With sodium hydroxide; water; In toluene; at 60 ℃; for 1h;

5,6,7,8-tetrahydronaphthylene-1-carboxylic acid chloride; In toluene; at 60 ℃; for 1.5h; Product distribution / selectivity;

Reference yield: 90.0%

5,6,7,8-tetrahydronaphthylene-1-carboxylic acid chloride (110808-69-0) → N-[2-(4-chlorophenyl)-4-hydroxybutyl]-N-methyl-5,6,7,8-tetrahydro-1-naphthamide (274929-58-7)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate;

upstream raw materials:

5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Downstream raw materials:

1-(5,6,7,8-tetrahydro-naphthalen-1-yl)-ethanone

N-<(S)-1-azabicyclo<2.2.2>oct-3-yl>-5,6,7,8-tetrahydronaphthalene-1-carboxamide

(2-chloro-phenyl)-(5,6,7,8-tetrahydro-[1]naphthyl)-ketone

5,6-Dihydro-1H,4H-naphto[1,8-cd]pyran-1-one

Refernces

• 1、 Iwaki, Yuzo,Yashiro, Kentaro,Kokubo, Masaya,Mori, Takahiro,Wieting, Joshua M.,McGowan, Kevin M.,Bridges, Thomas M.,Engers, Darren W.,Denton, Jerod S.,Kurata, Haruto,Lindsley, Craig W.. "Towards a TREK-1/2 (TWIK-Related K+ Channel 1 and 2) dual activator tool compound: Multi-dimensional optimization of BL-1249". . p. 1601 - 1604. Retrieved 2019.
• 2、 Liu, Sien,He, Bangyue,Li, Hongyi,Zhang, Xiaofeng,Shang, Yaping,Su, Weiping. "Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids". supporting information. p. 15628 - 15633. Retrieved 2021/10/05.