4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid

Base Information

• Chemical Name: 4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid
• CAS No.: 179762-65-3
• Molecular Formula: C22H26O3S
• Molecular Weight: 370.505
• DSSTox Substance ID: DTXSID70939257
• Nikkaji Number: J775.107I
• ChEMBL ID: CHEMBL324960
• Mol file: 179762-65-3.mol

Synonyms:179762-65-3;4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid;CHEMBL324960;Benzoic acid, 4-((5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)-;C22H26O3S;DTXSID70939257;BDBM50052959;C22-H26-O3-S;4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid;4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalene-2-sulfinyl)benzoic acid;4-[[(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethylnaphthalen)-2-yl]sulfinyl]benzoic acid

Chemical Property of 4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid

Chemical Property:

• Vapor Pressure: 3.01E-12mmHg at 25°C
• Boiling Point: 534.3°C at 760 mmHg
• Flash Point: 277°C
• Density: 1.24g/cm³
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 370.16026586
• Heavy Atom Count: 26
• Complexity: 560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1S(=O)C3=CC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C

Technology Process of 4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid

There total 4 articles about 4-((5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)sulfinyl)benzoic acid 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: 72.0%

4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid ethyl ester (190596-56-6) → 4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid (179762-65-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; 1.) 55 deg C, 2 h, 2.) RT, 8 h;

DOI:10.1021/jm960386h

Reference yield:

4-iodobenzoic acid ethyl ester (51934-41-9) → 4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid (179762-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, 2.) CuI / 1.) HMPA, 50 deg C, 30 min, 2.) HMPA, a) 90 deg C, 5 h, 2.) RT, overnight

2: 52 percent / 0.42M aq. NaIO₄ / methanol; dioxane / 1.) RT, 42 h, 2.) 50 deg C, 5 d

3: 72 percent / 2M aq. LiOH / tetrahydrofuran; methanol / 1.) 55 deg C, 2 h, 2.) RT, 8 h

With lithium hydroxide; sodium periodate; copper(l) iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/jm960386h

Reference yield:

5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalene thiol (122284-29-1) → 4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid (179762-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, 2.) CuI / 1.) HMPA, 50 deg C, 30 min, 2.) HMPA, a) 90 deg C, 5 h, 2.) RT, overnight

2: 52 percent / 0.42M aq. NaIO₄ / methanol; dioxane / 1.) RT, 42 h, 2.) 50 deg C, 5 d

3: 72 percent / 2M aq. LiOH / tetrahydrofuran; methanol / 1.) 55 deg C, 2 h, 2.) RT, 8 h

With lithium hydroxide; sodium periodate; copper(l) iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/jm960386h

upstream raw materials:

4-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfinyl)-benzoic acid ethyl ester

4-iodobenzoic acid ethyl ester

5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalene thiol

ethyl 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzoate