Naphtho[1,8-cd]-1,2-dithiole-3-carboxaldehyde

Base Information

• Chemical Name: Naphtho[1,8-cd]-1,2-dithiole-3-carboxaldehyde
• CAS No.: 935552-37-7
• Molecular Formula: C₁₁H₆OS₂
• Molecular Weight: 218.3
• Mol file: 935552-37-7.mol

Synonyms:Naphtho[1,8-cd][1,2]dithiol-3-carbaldehyd;

Chemical Property of Naphtho[1,8-cd]-1,2-dithiole-3-carboxaldehyde

Chemical Property:

• PSA: 67.67000
• LogP: 3.76510

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Naphtho[1,8-cd]-1,2-dithiole-3-carboxaldehyde

There total 3 articles about Naphtho[1,8-cd]-1,2-dithiole-3-carboxaldehyde 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: 54.0%

1,8-naphthalenedisulfide (209-22-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → naphtho[1,8-cd][1,2]dithiole-3-carbaldehyde (935552-37-7) + naphthalene-1,8-disulfide-4-carboxaldehyde (935552-38-8)

Guidance literature:

1,8-naphthalenedisulfide; N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃;

With water; Further stages.;

DOI:10.1021/ja0668973

Reference yield:

naphthalene (91-20-3,71998-51-1,72931-45-4) → naphtho[1,8-cd][1,2]dithiole-3-carbaldehyde (935552-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; n-butyllithium / tetrahydrofuran; hexane / Schlenk technique

2: trichlorophosphate / Schlenk technique

With sulfur; n-butyllithium; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1039/c5nj02074c

Reference yield:

1,8-naphthalenedisulfide (209-22-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → naphtho[1,8-cd][1,2]dithiole-3-carbaldehyde (935552-37-7)

Guidance literature:

1,8-naphthalenedisulfide; N,N-dimethyl-formamide; With trichlorophosphate; for 24h;

With water;

DOI:10.1021/ja201657s

upstream raw materials:

1,8-naphthalenedisulfide

N,N-dimethyl-formamide

naphthalene

Refernces

• 1、 Miller, Evan W.,Bian, Shelly X.,Chang, Christopher J.. "A fluorescent sensor for imaging reversible redox cycles in living cells". . p. 3458 - 3459. Retrieved 2007.
• 2、 Manna, Debasish,Mugesh, Govindasamy. "Regioselective deiodination of thyroxine by iodothyronine deiodinase mimics: An unusual mechanistic pathway involving cooperative chalcogen and halogen bonding". body text. p. 4269 - 4279. Retrieved 2012/04/10.