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p-Bromotoluene - 99%, high purity , CAS No.106-38-7
Basic Description
Synonyms
DTXCID804661 | J-514846 | C5O | para-methylphenyl bromide | NCGC00090876-01 | CAS-106-38-7 | 1-Bromo-4-methylbenzene | 1-bromo-4-methyl-benzene | FT-0617928 | B0661 | Q27272425 | 1-Methyl-4-bromobenzene | EINECS 203-391-8 | p-Tolyl bromide | Toluene, p-br
Specifications & Purity
≥99%
Shipped In
Normal
Product Description
4-Bromotoluene is a p-substituted aryl bromide. 4-Bromotoluene undergoes C-O coupling reaction with 2,4-dimethylphenol catalyzed by the CuI/K2CO3/phen system. Complexes [Cu(phen)(1-(2,4-dimethylphenoxy)-4-methylbenzene)]+, {H[Cu(phen)(2,4-dimethylphenoxy)]}+ and [Cu(2,4-dimethylphenoxy)2]- were reported as intermediates during the reaction by in situ electrospray ionization mass spectrometry (ESI-MS) analysis. Suzuki coupling reaction of 4-bromotoluene and non-fluorescent phenylboronic acid (PBA) in the presence of palladium (II) acetate as a catalyst has been studied. Palladium catalyzed C-N cross-coupling reaction of 4-bromotoluene with piperidine in a microstructured continuous reactor has been described.4-Bromotoluene has been reported to undergo Heck reaction with styrene in the presence of in situ generated palladium complexes of phosphine-functionalized N-heterocyclic carbene ligands.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Benzenoids
Class
Benzene and substituted derivatives
Subclass
Halobenzenes
Intermediate Tree Nodes
Not available
Direct Parent
Bromobenzenes
Alternative Parents
Toluenes Aryl bromides Organobromides Hydrocarbon derivatives
Molecular Framework
Aromatic homomonocyclic compounds
Substituents
Toluene - Bromobenzene - Aryl halide - Aryl bromide - Hydrocarbon derivative - Organobromide - Organohalogen compound - Aromatic homomonocyclic compound
Description
This compound belongs to the class of organic compounds known as bromobenzenes. These are organic compounds containing a bromine atom attached to a benzene ring.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
488180569
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488180569
IUPAC Name
1-bromo-4-methylbenzene
INCHI
InChI=1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3
InChIKey
ZBTMRBYMKUEVEU-UHFFFAOYSA-N
Smiles
CC1=CC=C(C=C1)Br
Isomeric SMILES
CC1=CC=C(C=C1)Br
WGK Germany
3
RTECS
XS7965600
Molecular Weight
171.03
Beilstein
1903636
Reaxy-Rn
1903636
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1903636&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Insoluble in water. Soluble in methanol.
Freezing Point(°C)
26 °C
Refractive Index
1.5477
Flash Point(°F)
185 °F
Flash Point(°C)
85 °C
Boil Point(°C)
184.3°C
Melt Point(°C)
28.5°C
Molecular Weight
171.030 g/mol
XLogP3
3.400
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
0
Exact Mass
169.973 Da
Monoisotopic Mass
169.973 Da
Topological Polar Surface Area
0.000 Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
62.800
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Lijing Zhang, Jiaqi Han, Yuchao Wang, Wenbo Yang, Shengyang Tao.
(2022)
Pd/Mg(OH)2/MgO–ZrO2 Nanocomposite Systems for Highly Efficient Suzuki–Miyaura Coupling Reaction at Room Temperature: Implications for Low-Carbon Green Organic Synthesis. ACS Applied Nano Materials,
5
(6):
(8059–8069).
2.
Jie Deng, Wanying Lei, Junwei Fu, Huile Jin, Quanlong Xu, Shun Wang.
(2022)
Enhanced Selective Photooxidation of Toluene to Benzaldehyde over Co3O4-Modified BiOBr/AgBr S-Scheme Heterojunction. Solar RRL,
6
(8):
(2200279).
3.
Wei Wang, Jiancun Gao, Yujing Li, Shengnan Wang, Chenguang Shi, Xiong Dai, Tianmeng Jiang, Guangming Sun.
(2022)
Thermal hazard assessment of cyclohexane-type liquid crystal monomer from the Grignard cross-coupling reaction by different calorimeters. THERMOCHIMICA ACTA,
714
(179225).
4.
Wei Wang, Jiancun Gao, Chenguang Shi, Shengnan Wang, Yujing Li, Xiong Dai, Tianmeng Jiang.
(2022)
Thermal Hazards of Synthesizing a Grignard Reagent under Different Dosing Rates. International Journal of Chemical Engineering,
2022
(6776179).
5.
Chunfeng Mao, Kai Yin, Chenghan Yang, Guomeng Dong, Guokai Tian, Yiwei Zhang, Yuming Zhou.
(2022)
Fe-based MOFs@Pd@COFs with spatial confinement effect and electron transfer synergy of highly dispersed Pd nanoparticles for Suzuki-Miyaura coupling reaction. JOURNAL OF COLLOID AND INTERFACE SCIENCE,
608
(809).
6.
Xue Li, Yuan-Yuan Cui, Cheng-Xiong Yang.
(2021)
Covalent coupling fabrication of microporous organic network bonded capillary columns for gas chromatographic separation. TALANTA,
224
(121914).
7.
Qinrui Fu, Yuan Meng, Zilin Fang, Quanqin Hu, Liang Xu, Wenhua Gao, Xiaochun Huang, Qiao Xue, Ya-Ping Sun, Fushen Lu.
(2017)
Boron Nitride Nanosheet-Anchored Pd–Fe Core–Shell Nanoparticles as Highly Efficient Catalysts for Suzuki–Miyaura Coupling Reactions. ACS Applied Materials & Interfaces,
9
(3):
(2469–2476).
8.
Yuanyuan Feng, Mian Wu, Faqiong Zhao, Baizhao Zeng.
(2016)
Facile fabrication of ionic liquid doped polycarbazole coating for the headspace solid-phase microextraction of some environmental pollutants. TALANTA,
148
(356).
9.
Mingxi Chen, Zhe Zhang, Lingzhi Li, Yu Liu, Wei Wang, Jianping Gao.
(2014)
Fast synthesis of Ag–Pd@reduced graphene oxide bimetallic nanoparticles and their applications as carbon–carbon coupling catalysts. RSC Advances,
4
(58):
(30914-30922).
10.
Junjie Wang, Yuanyuan Ma, Jianwei Song, Chuanyou Xiao, He Huang, Chenghui Sun, Siping Pang.
(2025)
A design strategy of high-activity swarm mobile nanocatalysts for hydrogenolysis of complex N-benzyl compounds via anchoring–confinement synergy. Journal of Materials Chemistry A,
11.
Mengxue Zhou, Zihao Wang, Mengyu Li, Qi Chen, Shengmin Zhang, Jianglin Wang.
(2025)
Passivated hydrogel interface: Armor against foreign body response and inflammation in small-diameter vascular grafts. BIOMATERIALS,
317
(123010).
12.
Zeqi Wu, Feng Niu, Wenhao Yao, Siyuan Gao, Da Chen, Yuexiang Huang.
(2024)
Photocatalytic Selective Oxidation of Toluene over Chlorine-Coordinated MIL-101(Fe) under Ambient Conditions. LANGMUIR,
40
(40):
(20841-20847).
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12 Citations
I2412068