2-Iodobenzaldehyde

Base Information

• Chemical Name: 2-Iodobenzaldehyde
• CAS No.: 26260-02-6
• Molecular Formula: C7H5IO
• Molecular Weight: 232.021
• Hs Code.: 29130000
• DSSTox Substance ID: DTXSID40180895
• Nikkaji Number: J149.345K
• Wikidata: Q72483346
• Mol file: 26260-02-6.mol

Synonyms:2-iodobenzaldehyde;26260-02-6;Benzaldehyde, 2-iodo-;2-iodo-benzaldehyde;O-IODOBENZALDEHYDE;MFCD00039570;iodobenzaldehyde;2-Iodo benzaldehyde;2-iodobenzenealdehyde;ortho-Iodobenzaldehyde;2-Iodobenzaldehyde, 97%;SCHEMBL97071;DTXSID40180895;BCP07495;CL8289;GEO-01591;STL294784;AKOS000478332;CS-W007846;PB15618;PS-5798;AC-28479;SY025787;A5222;AM20040047;FT-0612662;I0610;EN300-17171;W-200264;Z56899024

Chemical Property of 2-Iodobenzaldehyde

Chemical Property:

• Appearance/Colour: white to light beige low melting crystalline
• Vapor Pressure: 0.00873mmHg at 25°C
• Melting Point: 36-39 °C(lit.)
• Refractive Index: 1.668
• Boiling Point: 266.3 °C at 760 mmHg
• Flash Point: 114.8 °C
• PSA: 17.07000
• Density: 1.883 g/cm³
• LogP: 2.10370
• Storage Temp.: Store Cold
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 231.93851
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

2-Iodo-benzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)I
• Uses: 2-Iodo-benzaldehyde is a very useful synthetic intermediate. It is halogenated Benzaldehyde (B119740) which is mainly used as a precursor to other organic compounds, such as pharmaceuticals, and plastic additives. 2-Iodobenzaldehyde may be used as a reactant in the synthesis of the following heterocycles:2,3-diaryl-1-indenonesindolo[1,2-a]quinazolinesBaylis-Hillman (BH) adductsIt may also be used in preparing:5-phenylindazolo[3,2-b]quinazolin-7(5H)-one4-(3-iodophenyl)-2,2:6,2-terpyridinefluoren-9-one2-formyl-3′-methoxybiphenyl

Technology Process of 2-Iodobenzaldehyde

There total 55 articles about 2-Iodobenzaldehyde 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: 99.0%

ortho-bromobenzaldehyde (6630-33-7) → 2-iodobenzaldehyde (26260-02-6)

Guidance literature:

With copper(l) iodide; Trimethylenediamine; sodium iodide; In 1,4-dioxane; for 24h; Reflux; Inert atmosphere;

DOI:10.1155/2019/2385064

Reference yield: 98.0%

(2-iodophenyl)methyl acetate (80953-51-1) → 2-iodobenzaldehyde (26260-02-6)

Guidance literature:

With methanol; potassium permanganate; In ethyl acetate; at 25 ℃; for 14h;

DOI:10.1039/d0nj04321d

Reference yield: 98.0%

2-bromobenzaldehyde diethyl acetal (35822-58-3) → 2-iodobenzaldehyde (26260-02-6)

Guidance literature:

2-bromobenzaldehyde diethyl acetal; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃; for 1.41667h;

With iodine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12.6667h;

DOI:10.1002/adsc.201000044

upstream raw materials:

ortho-methylphenyl iodide

2-iodobenzonitrile

2-iodobenzyl alcohol

2-Iodobenzyl bromide

Downstream raw materials:

(E)-3-(2-Iodophenyl)propenoic acid

2-Iodobenzoic acid

2-iodobenzyl alcohol

o-iodosobenzoic acid

Refernces

• 1、 Field,Grundy. "-". . p. 1110. Retrieved 1955.
• 2、 Rej, Supriya,Chatani, Naoto. "Transient imine as a directing group for the metal-free o-C-H borylation of benzaldehydes". supporting information. p. 2920 - 2929. Retrieved 2021/03/01.
• 3、 -. "METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND". Paragraph 0053-0054; 0062-0063. . Retrieved 2021/03/19.