620-05-3 Usage
Description
BENZYL IODIDE, also known as (Iodomethyl)benzene, is a low-melting crystalline substance or a colorless liquid with a melting point of 34.1°C. It is insoluble in water and has a density of 1.74 g/cm3, making it denser than water and causing it to sink when placed in water. BENZYL IODIDE is toxic by ingestion, inhalation, and skin absorption, and is very irritating to the skin and eyes.
Uses
Used in Tear Gas Industry:
BENZYL IODIDE is used as a sensory irritant in the tear gas industry, causing discomfort and irritation to the eyes and respiratory system when inhaled or when it comes into contact with the skin.
Used in Chemical Industry:
BENZYL IODIDE is used as a chemical intermediate in the chemical industry due to its unique properties. It is soluble in alcohol, carbon disulfide, and ether, making it a versatile compound for various chemical reactions and processes.
Synthesis Reference(s)
The Journal of Organic Chemistry, 48, p. 3667, 1983 DOI: 10.1021/jo00169a010Tetrahedron Letters, 36, p. 609, 1995 DOI: 10.1016/0040-4039(94)02315-3Synthesis, p. 853, 1980 DOI: 10.1055/s-1980-29239
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Look at benzyl chloride, benzyl bromide.
Hazard
Powerful irritant.
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Check Digit Verification of cas no
The CAS Registry Mumber 620-05-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 620-05:
(5*6)+(4*2)+(3*0)+(2*0)+(1*5)=43
43 % 10 = 3
So 620-05-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H7I/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
620-05-3Relevant articles and documents
A novel synthetic route to pentaalkylcyclopentadienylgallium(I) compounds
Jutzi, Peter,Schebaum, Lars Oliver
, p. 176 - 179 (2002)
The reaction of 'GaI' with potassium cyclopentadienides allows a simple access to cyclopentadienylgallium(I)-complexes. Thus, the compounds Me5C5Ga 1 and Me4EtC5Ga 2 have been prepared in high yields. Performing the synthesis of 'GaI' under ultrasonic conditions not in toluene but in benzene as solvent, avoids the formation of benzyl iodide as side product.
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Petrosyan et al.
, (1974)
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Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H3PO3/I2
Lv, Fang,Xiao, Jing,Xiang, Junchun,Guo, Fengzhe,Tang, Zi-Long,Han, Li-Biao
supporting information, p. 3081 - 3088 (2021/02/01)
For the first time, H3PO3 was used as both the reducing reagent and the promotor in the reductive benzylation reactions with aryl aldehydes. By using a H3PO3/I2 combination, various aromatic aldehydes underwent iodination reactions and Friedel-Crafts type reactions with arenes via benzyl iodide intermediates, readily producing benzyl iodides and diarylmethanes in good yields. Intramolecular cyclization reactions also took place, giving the corresponding cyclic compounds. This new strategy features easy-handling, low-cost, and metal-free conditions.
Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols
Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 1179 - 1183 (2021/02/01)
We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.
