Benzyl iodide

Base Information

• Chemical Name: Benzyl iodide
• CAS No.: 620-05-3
• Molecular Formula: C7H7I
• Molecular Weight: 218.037
• Hs Code.: 29039990
• European Community (EC) Number: 210-623-1
• UN Number: 2653
• UNII: 859JV557EV
• DSSTox Substance ID: DTXSID6060715
• Nikkaji Number: J7.045I
• Wikipedia: Benzyl_iodide
• Wikidata: Q425422
• Mol file: 620-05-3.mol

Synonyms:(Iodomethyl)benzene;BENZYL IODIDE;620-05-3;iodomethylbenzene;Benzene, (iodomethyl)-;Iodophenylmethane;alpha-Iodotoluene;Benzyliodide;Toluene, .alpha.-iodo-;EINECS 210-623-1;UN2653;859JV557EV;Fraissite;a-Iodotoluene;.alpha.-Iodotoluene;Benceno, (yodometil)-;SCHEMBL35459;UNII-859JV557EV;ghl.PD_Mitscher_leg0.1133;DTXSID6060715;Benzyl iodide [UN2653] [Poison];MFCD00013717;NA2653;AKOS014117789;Benzyl iodide [UN2653] [Poison];AB88243;CS-W005987;UN 2653;DS-14470;LS-30384;FT-0601819;A833527;Q425422

Chemical Property of Benzyl iodide

Chemical Property:

• Vapor Pressure: 0.188mmHg at 25°C
• Melting Point: 280-282℃
• Refractive Index: 1.6330
• Boiling Point: 218.2 °C at 760 mmHg
• Flash Point: 97.6 °C
• PSA: 0.00000
• Density: 1.75 g/cm³
• LogP: 2.62160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 217.95925
• Heavy Atom Count: 8
• Complexity: 55.4
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

(Iodomethyl)benzene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC=C(C=C1)CI
• Uses: A tear gas. (Iodomethyl)benzene can be used as sensory irritants.

Technology Process of Benzyl iodide

There total 204 articles about Benzyl iodide 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: 98.0%

benzyl azide (622-79-7) → iodomethylbenzene (620-05-3)

Guidance literature:

With tert-Butyl iodide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.066

Reference yield: 97.0%

benzyl alcohol (100-51-6,185532-71-2) → iodomethylbenzene (620-05-3)

Guidance literature:

benzyl alcohol; With 1,2,3-Benzotriazole; thionyl chloride; In dichloromethane; at 20 ℃; for 0.0833333h;

With potassium iodide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1007/s00706-004-0212-8

Reference yield: 96.0%

benzaldehyde (100-52-7) → iodomethylbenzene (620-05-3)

Guidance literature:

With diiodosilane; In dichloromethane; at 22 ℃; for 0.0833333h; 150 molpercent DIS;

DOI:10.1021/jo00296a068

upstream raw materials:

ethanol

chloroform

dibutyl ether

benzyl 2,4,6-trimethylbenzoate

Downstream raw materials:

4-benzyl-morpholine

2-benzylisoquinolin-2-ium iodide

2-benzyl-2H-indazole

Refernces

• 1、 Ishikawa, Kunio,Fukuzumi, Shunichi,Goto, Tatsushi,Tanaka, Toshio. "Photoinduced Radical Chain Reactions between Alkylcobalt(III) Complexes and Iodide". . p. 85 - 90. Retrieved 1990.
• 2、 Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin. "Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols". supporting information. p. 1179 - 1183. Retrieved 2021/02/01.
• 3、 Lv, Fang,Xiao, Jing,Xiang, Junchun,Guo, Fengzhe,Tang, Zi-Long,Han, Li-Biao. "Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H3PO3/I2". supporting information. p. 3081 - 3088. Retrieved 2021/02/01.