1-Iodonaphthalene-2-carboxaldehyde

Base Information

• Chemical Name: 1-Iodonaphthalene-2-carboxaldehyde
• CAS No.: 364064-68-6
• Molecular Formula: C11H7IO
• Molecular Weight: 282.07700
• Mol file: 364064-68-6.mol

Synonyms:1-iodo-2-naphthalenecarboxaldehyde;1-iodo-2-naphtaldehyde;1-Iodonaphthalene-2-carboxaldehyde;

Chemical Property of 1-Iodonaphthalene-2-carboxaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 3.25690

Purity/Quality:

97% ^*data from raw suppliers

1-Iodonaphthalene-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Iodonaphthalene-2-carboxaldehyde

There total 5 articles about 1-Iodonaphthalene-2-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: 63.0%

1-iodo-2-hydroxymethylnaphtalene (213991-84-5) → 1-iodo-2-naphthalenecarboxaldehyde (364064-68-6)

Guidance literature:

With manganese(IV) oxide; In toluene;

DOI:10.1016/S0040-4039(00)00120-9

Reference yield: 60.0%

1-bromo-2-naphthaldehyde (3378-82-3) → 1-iodo-2-naphthalenecarboxaldehyde (364064-68-6)

Guidance literature:

1-bromo-2-naphthaldehyde; With toluene-4-sulfonic acid; ethylene glycol; In toluene; at 130 ℃; for 18h; Inert atmosphere; Dean-Stark;

With n-butyllithium; In tetrahydrofuran; for 0.5h; Further stages; Inert atmosphere;

DOI:10.1002/ejoc.201300407

Reference yield: 55.0%

2-(1-iodonaphthalen-2-yl)-1,3-dioxolane → 1-iodo-2-naphthalenecarboxaldehyde (364064-68-6)

Guidance literature:

With hydrogenchloride; water; In methanol; toluene; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c9tc06689f

upstream raw materials:

1-iodo-2-hydroxymethylnaphtalene

1-bromo-2-naphthaldehyde

1-bromo-2-naphthaldehyde ethylene glycol acetal

(1-bromo-2-naphthyl)methanol

Downstream raw materials:

1-Iodo-2-naphthoic acid

Refernces

• 1、 Liu, Jiaxi,Ye, Kaiqi,Shen, Yanbing,Peng, Jiang,Sun, Jingbo,Lu, Ran. "Photoactuators based on the dynamic molecular crystals of naphthalene acrylic acids driven by stereospecific [2+2] cycloaddition reactions". supporting information. p. 3165 - 3175. Retrieved 2020/03/19.
• 2、 Sakai, Hayato,Shinto, Sho,Araki, Yasuyuki,Wada, Takehiko,Sakanoue, Tomo,Takenobu, Taishi,Hasobe, Taku. "Formation of one-dimensional helical columns and excimerlike excited states by racemic quinoxaline-fused [7]carbohelicenes in the crystal". supporting information. p. 10099 - 10109. Retrieved 2014/08/18.