4-Methylbenzyl bromide

Base Information

• Chemical Name: 4-Methylbenzyl bromide
• CAS No.: 104-81-4
• Molecular Formula: C8H9Br
• Molecular Weight: 185.063
• Hs Code.: 29039990
• European Community (EC) Number: 203-240-6
• NSC Number: 8050
• UNII: V2DIK2AP5I
• DSSTox Substance ID: DTXSID7059305
• Nikkaji Number: J5.034B
• Wikidata: Q27291445
• Mol file: 104-81-4.mol

Synonyms:4-Methylbenzyl bromide;104-81-4;1-(Bromomethyl)-4-methylbenzene;P-XYLYL BROMIDE;p-Methylbenzyl bromide;alpha-Bromo-p-xylene;Benzene, 1-(bromomethyl)-4-methyl-;4-(Bromomethyl)toluene;p-(Bromomethyl)toluene;1-(Bromomethyl)-4-Methyl-Benzene;alpha-Bromo-p-xylol;p-Xylyl alpha-bromide;p-Xylyl-alpha-bromide;.alpha.-Bromo-p-xylol;.alpha.-Bromo-p-xylene;p-Xylene, alpha-bromo-;NSC 8050;p-Xylene, .alpha.-bromo-;4-bromomethyltoluene;HSDB 2193;p-Xylyl-.alpha.-bromide;EINECS 203-240-6;UNII-V2DIK2AP5I;V2DIK2AP5I;NSC-8050;4-Methylbenzylbromide;p-Xylylbromid;alpha-brom-p-xylen;4methylbenzyl bromide;4-methybenzyl bromide;4-methyl-benzylbromide;p-methyl benzyl bromide;4-methyl benzyl bromide;4-methyl-benzyl bromide;.omega.-Bromo-p-xylene;para methylbenzyl bromide;4-(methyl)benzyl bromide;4-methylphenylmethyl bromide;1-Bromomethyl-4-methylbenzene;P-XYLYL BROMIDE [MI];SCHEMBL121442;4-Methylbenzyl bromide, 97%;1-bromomethyl-4-methyl-benzene;DTXSID7059305;P-XYLYL .ALPHA.-BROMIDE;NSC8050;STR01086;MFCD00000181;AKOS009158727;AC-7078;LS-29206;B0138;FT-0631577;A24594;A831991;J-001269;1-(bromomethyl)-4-methyl-benzen;alpha-bromo-p-xylen;Q27291445

Chemical Property of 4-Methylbenzyl bromide

Chemical Property:

• Appearance/Colour: White to pale yellow solid
• Vapor Pressure: 0.132mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.56
• Boiling Point: 225 °C at 760 mmHg
• Flash Point: 97.8 °C
• PSA: 0.00000
• Density: 1.368 g/cm³
• LogP: 2.88990
• Storage Temp.: 2-8°C
• Water Solubility.: practically insoluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

4-Methylbenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC1=CC=C(C=C1)CBr
• Uses: In organic syntheses; in war-gas formulations. 4-Methylbenzyl bromide is used as a pharmaceutical intermediate.

Technology Process of 4-Methylbenzyl bromide

There total 64 articles about 4-Methylbenzyl 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: 100.0%

para-xylene (106-42-3) → 4-Methylbenzyl bromide (104-81-4)

Guidance literature:

With bromine; In tetrachloromethane; Solvent;

DOI:10.1039/c4ra10557e

Reference yield: 96.0%

4-methyl-benzaldehyde (104-87-0) → 4-Methylbenzyl bromide (104-81-4)

Guidance literature:

With polymethylhydrosiloxane; dimethylbromosulphonium bromide; In chloroform; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2007.07.125

Reference yield: 87.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-Methylbenzyl bromide (104-81-4)

Guidance literature:

With hydrogen bromide; In acetic acid; for 7h; Irradiation;

upstream raw materials:

bromocyane

2-methylbenzyl 4-methylbenzyl sulfide

ethyl-benzyl-(4-methyl-benzyl)-amine

methyl-(3-methyl-benzyl)-(4-methyl-benzyl)-amine

Downstream raw materials:

4-((3R)-4c-ethyl-5-oxo-tetrahydro-furan-3r-ylmethyl)-3-methyl-1-(4-methyl-benzyl)-imidazolium; bromide

3-bromopropyl p-methylbenzyl sulfide

2-(p-methylbenzyl)-1,3-dithiane

2-Methyl-5-<(4-methylphenyl)methyl>furan

Refernces

• 1、 Futamura, Shigeru,Zong, Zhi-Min. "Photobromination of Side-Chain Methyl Groups on Arenes with N-Bromosuccinimide - Convenient and Selective Syntheses of Bis(bromomethyl)- and (Bromomethyl)methylarenes -". . p. 345 - 348. Retrieved 1992.
• 2、 Espenson, James H.,Yiu, Douglas Tak-Yeung. "Kinetics and activation energy of the oxidation of para-tolyl radical by cobalt(III) in acetic acid: Competition kinetics". . p. 599 - 604. Retrieved 2005.
• 3、 Chauffe,L. et al.. "-". . p. 3758 - 3764. Retrieved 1966.
• 4、 Battu, Satyanarayana,Joolakanti, Hima Bindhu,Kamepalli, Ramanjaneyulu,Miryala, Jeevanreddy. "Synthesis, Docking, and Biological activities of novel Metacetamol embedded [1,2,3]-triazole derivatives". . . Retrieved 2021/06/18.
• 5、 Gaikwad, Nikhil B.,Bansode, Sapana,Biradar, Shankar,Ban, Mayuri,Srinivas, Nanduri,Godugu, Chandraiah,Yaddanapudi, Venkata M.. "New 3-(1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one-based triazole derivatives: Design, synthesis, and biological evaluation as antiproliferative and apoptosis-inducing agents". . . Retrieved 2021/08/07.