1-Bromo-3-ethylbenzene

Base Information

• Chemical Name: 1-Bromo-3-ethylbenzene
• CAS No.: 2725-82-8
• Molecular Formula: C8H9Br
• Molecular Weight: 185.063
• Hs Code.: 2903999090
• European Community (EC) Number: 641-191-6
• DSSTox Substance ID: DTXSID40181706
• Nikkaji Number: J2.236.619J
• Wikidata: Q72455384
• Mol file: 2725-82-8.mol

Synonyms:1-Bromo-3-ethylbenzene;2725-82-8;Benzene, 1-bromo-3-ethyl-;3-ethylbromobenzene;1-Bromo-3-EthYl-Benzene;3-bromo-ethylbenzene;MFCD00156128;3-bromoethyl benzene;3ethylbromobenzene;m-Ethylbromobenzene;1bromo-3-ethylbenzene;(3-Ethylphenyl)bromide;3-bromo-1-ethylbenzene;1-bromo-3-ethyl benzene;SCHEMBL80602;DTXSID40181706;Benzene, 1-?bromo-?3-?ethyl-;AMY28339;STR03317;1-bromo-3-ethylbenzene, AldrichCPR;AKOS006229779;SY025138;A5306;CS-0020133;FT-0607484;EN300-100215;Z1201619408

Chemical Property of 1-Bromo-3-ethylbenzene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.373mmHg at 25°C
• Melting Point: -20.49°C (estimate)
• Refractive Index: 1.54
• Boiling Point: 204.6 °C at 760 mmHg
• Flash Point: 71.2 °C
• PSA: 0.00000
• Density: 1.336g/cm³
• LogP: 3.01150
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99%, ^*data from raw suppliers

1-Bromo-3-ethylbenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=CC=C1)Br
• Uses: 1-Bromo-3-ethylbenzene is a useful synthetic intermediate. 1-Bromo-3-ethylbenzene is also used as a reagent to synthesize novel benzo[1,4]diazepin-2-one derivatives, which act as Endothelin receptor agonists and can possibly be used to reduce arterial blood pressure in humans.

Technology Process of 1-Bromo-3-ethylbenzene

There total 18 articles about 1-Bromo-3-ethylbenzene 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%

3-bromostyrene (2039-86-3,25584-47-8) → 1-bromo-3-ethylbenzene (2725-82-8)

Guidance literature:

With methanol; palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In dichloromethane; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere;

Reference yield: 65.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → 1-bromo-3-ethylbenzene (2725-82-8)

Guidance literature:

With titanium tetrachloride; In 1,2-dichloro-ethane; for 3h; Reflux;

DOI:10.4314/bcse.v32i1.18

Reference yield: 65.0%

1,3-dibromobenzene (108-36-1) + ethyl iodide (75-03-6) → 1-bromo-3-ethylbenzene (2725-82-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jo991853g

upstream raw materials:

3-bromostyrene

N-(4-ethylphenyl)acetamide

2-acetamido-1-ethylbenzene

1-(3-Bromophenyl)ethanone

Downstream raw materials:

1-Ethyl-3-trimethylsilylbenzol

3-(3-Ethyl-benzoyl)-propionsaeure-methylester

3-ethyl-thiophenol

1-(3-Bromophenyl)ethanone

Refernces

• 1、 Wang, Yong,Cao, Xinyi,Zhao, Leyao,Pi, Chao,Ji, Jingfei,Cui, Xiuling,Wu, Yangjie. "Generalized Chemoselective Transfer Hydrogenation/Hydrodeuteration". supporting information. p. 4119 - 4129. Retrieved 2020/08/10.
• 2、 Betori, Rick C.,May, Catherine M.,Scheidt, Karl A.. "Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations". supporting information. p. 16490 - 16494. Retrieved 2019/11/03.