4-Bromothioanisole

Base Information

• Chemical Name: 4-Bromothioanisole
• CAS No.: 104-95-0
• Molecular Formula: C7H7BrS
• Molecular Weight: 203.103
• Hs Code.: 29093090
• European Community (EC) Number: 203-255-8
• NSC Number: 73383
• DSSTox Substance ID: DTXSID90146209
• Nikkaji Number: J31.962G
• Wikidata: Q72513008
• Mol file: 104-95-0.mol

Synonyms:4-bromothioanisole;p-bromothioanisole

Chemical Property of 4-Bromothioanisole

Chemical Property:

• Appearance/Colour: slightly brown solid
• Vapor Pressure: 0.0537mmHg at 25°C
• Melting Point: 38-40 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 242.1 °C at 760 mmHg
• Flash Point: 100.2 °C
• PSA: 25.30000
• Density: 1.52 g/cm³
• LogP: 3.17100
• Storage Temp.: 0-10°C
• Sensitive.: Stench
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.94518
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

4-Bromothioanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)Br
• Uses: 4-Bromothioanisole is a urinary metabolites of bromobenzene in rats. 4-Bromothioanisole was used in the synthesis of:4′-nitro-4-mercaptobiphenyl4′-iodo-4-mercaptobiphenyl3′-nitro-4-mercaptobiphenyl3′-iodo-4-mercaptiobiphenyl(S)-(–)-p-bromophenyl methyl sulfoxide

Technology Process of 4-Bromothioanisole

There total 53 articles about 4-Bromothioanisole 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: 99.0%

para-bromobenzenethiol (106-53-6) + methyl iodide (74-88-4) → (4-bromophenyl)thioanisole (104-95-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 12h; Reflux;

DOI:10.1039/c6ra14093a

Reference yield: 95.0%

1-bromo-4-(methylsulfinyl)benzene (934-71-4) → (4-bromophenyl)thioanisole (104-95-0)

Guidance literature:

With niobium pentachloride; zinc; In tetrahydrofuran; benzene; at 23 ℃; for 3.5h; Inert atmosphere;

DOI:10.1016/j.tet.2009.02.013

Reference yield: 92.0%

methyl-phenyl-thioether (100-68-5) → (4-bromophenyl)thioanisole (104-95-0)

Guidance literature:

With N-Bromosuccinimide; methyl 2-n-pentyl-1H-indole-3-carboxylate; In n-heptane; at 23 ℃; for 48h; Reagent/catalyst; regioselective reaction; Darkness; Green chemistry;

DOI:10.1039/c8gc02415d

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

methyl-phenyl-thioether

(4-bromophenyl)magnesium bromide

Downstream raw materials:

1-bromo-4-(methylsulfinyl)benzene

1-bromo-4-[(chloromethyl)sulfanyl]benzene

4-bromoohenyl methyl sulfone

4-(methylthio)benzoic acid

Refernces

• 1、 Ahmed. "". . p. 2363. Retrieved 1972.
• 2、 Kong, Zhenshuo,Pan, Chao,Li, Ming,Wen, Lirong,Guo, Weisi. "Scalable electrochemical reduction of sulfoxides to sulfides". . p. 2773 - 2777. Retrieved 2021.
• 3、 Takahashi, Yusuke,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi. "Highly efficient deoxygenation of sulfoxides using hydroxyapatite-supported ruthenium nanoparticles". . p. 420 - 422. Retrieved 2014.
• 4、 Hu, Jieying,Deng, Xiangling,Zhang, Hu,Diao, Yingxue,Cheng, Shengxian,Zheng, Sai-Li,Liao, Wei-Ming,He, Jun,Xu, Zhengtao. "Linker Deficiency, Aromatic Ring Fusion, and Electrocatalysis in a Porous Ni8-Pyrazolate Network". . p. 161 - 166. Retrieved 2021.
• 5、 Wang, Guoqiang,Zhang, Honglin,Zhao, Jiyang,Li, Wei,Cao, Jia,Zhu, Chengjian,Li, Shuhua. "Homolytic Cleavage of a B-B Bond by the Cooperative Catalysis of Two Lewis Bases: Computational Design and Experimental Verification". . p. 5985 - 5989. Retrieved 2016.
• 6、 Arakawa, Yuki,Kang, Sungmin,Tsuji, Hideto,Watanabe, Junji,Konishi, Gen-Ichi. "The design of liquid crystalline bistolane-based materials with extremely high birefringence". . p. 92845 - 92851. Retrieved 2016.
• 7、 Sonopo, Molahlehi S.,Pillay, Adushan,Chibale, Kelly,Marjanovic-Painter, Biljana,Donini, Cristina,Zeevaart, Jan R.. "Carbon-14 radiolabeling and tissue distribution evaluation of MMV390048". . p. 680 - 688. Retrieved 2016.
• 8、 Tang, Yu,Yu, Biao. "A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination". . . Retrieved 2022/03/27.