3-Iodobenzyl bromide

Base Information

• Chemical Name: 3-Iodobenzyl bromide
• CAS No.: 49617-83-6
• Molecular Formula: C7H6BrI
• Molecular Weight: 296.933
• Hs Code.: 29036990
• European Community (EC) Number: 628-893-8
• DSSTox Substance ID: DTXSID70374760
• Nikkaji Number: J587.175A
• Wikidata: Q72483457
• Mol file: 49617-83-6.mol

Synonyms:3-Iodobenzyl bromide;49617-83-6;1-(bromomethyl)-3-iodobenzene;alpha-Bromo-3-iodotoluene;3-iodobenzylbromide;Benzene, 1-(bromomethyl)-3-iodo-;m-iodobenzyl bromide;8Z5;3-iodo-benzylbromide;MFCD00019016;3-iodo-benzyl bromide;meta-iodobenzyl bromide;1-bromomethyl-3-iodobenzene;3-Iodobenzyl bromide, 95%;1-bromomethyl-3-iodo-benzene;SCHEMBL378889;DTXSID70374760;AB3175;BBL100456;STL554250;AKOS005254295;CS-W007657;AC-26201;AS-11493;AM20040565;FT-0615901;I0603;EN300-224933;InChI=1/C7H6BrI/c8-5-6-2-1-3-7(9)4-6/h1-4H,5H

Chemical Property of 3-Iodobenzyl bromide

Chemical Property:

• Appearance/Colour: pale orange to red or brown crystalline powder
• Vapor Pressure: 0.00615mmHg at 25°C
• Melting Point: 46-51 °C(lit.)
• Refractive Index: 1.656
• Boiling Point: 281.2 °C at 760 mmHg
• Flash Point: 123.9 °C
• PSA: 0.00000
• Density: 2.105 g/cm³
• LogP: 3.18610
• Storage Temp.: Refrigerator
• Sensitive.: Lachrymatory
• Solubility.: soluble in Toluene
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 295.86976
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99.9% ^*data from raw suppliers

3-Iodobenzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)CBr
• Uses: 3-Iodobenzyl bromide (3-IBBr, m-iodobenzyl bromide) was used as a derivatization reagent for the extraction and purification of thiouracil (TU).It may be used in the synthesis of the following:meta-substituted phenylalanine derivativesN6-substituted aristeromycin derivative(N)-methanocarba-N6-(3-iodobenzyl)adenosine

Technology Process of 3-Iodobenzyl bromide

There total 6 articles about 3-Iodobenzyl bromide 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: 80.0%

3-Iodotoluene (625-95-6) → m-Iodobenzyl bromide (49617-83-6)

Guidance literature:

With N-Bromosuccinimide; trityl tetrafluoroborate; In dichloromethane; benzene; at 20 ℃; chemoselective reaction; Irradiation; Inert atmosphere;

DOI:10.1002/adsc.201800788

Reference yield:

bromocyane (506-68-3) + (2-chloro-benzyl)-(3-iodo-benzyl)-methyl-amine → (2-chloro-benzyl)-methyl-carbamonitrile + (3-iodo-benzyl)-methyl-carbamonitrile + 1-bromomethyl-2-chlorobenzene (611-17-6) + m-Iodobenzyl bromide (49617-83-6)

Guidance literature:

Reference yield:

3-iodobenzylalcohol (57455-06-8) → m-Iodobenzyl bromide (49617-83-6)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.1c05206

upstream raw materials:

bromocyane

3-Iodotoluene

3-Iodobenzoic acid

3-iodobenzylalcohol

Downstream raw materials:

methyl 3-[3,5-dichloro-4-(3-iodobenzyloxy)phenyl]propanoate

C₂₀H₂₅IN₂

diethyl [(tert-butoxycarbonyl)amino](3-iodo-benzyl)malonate

3-iodophenylacetic acid

Refernces

• 1、 Ni, Shengjun,El Remaily, Mahmoud Abd El Aleem Ali Ali,Franzén, Johan. "Carbocation Catalyzed Bromination of Alkyl Arenes, a Chemoselective sp3 vs. sp2 C?H functionalization.". supporting information. p. 4197 - 4204. Retrieved 2018/09/25.
• 2、 Glock, Jutta,Allen, James,Niderman, Thierry,Haas, Hans Ulrich,Chollet, Renold,Eberle, Martin,Renold, Peter,Lutz, William,Ehrler, Juerg,Valentini, Marian,Walti, Markus,Sieger, Evelyne,Vettiger, Thomas,Brunner, Hans,Penzotti, Julie E.,Grootenhuis, Peter D. J.,Bondy, Steven,Comer, Daniel D.,Cheng, Soan,Steiger, Arthur,Zeller, Martin,Laue, Grit,Friedmann, Adrian,Jacob, Olivier,Nina, Mafalda,Widmer, Hans-Juerg,Kreuz, Klaus,Craig, G. Wayne. "Lead-discovery of bis-aromatic alkynes: A novel class of herbicides". . p. 23 - 28. Retrieved 2008/09/20.