2-(2-Bromoethyl)benzaldehyde

Base Information

• Chemical Name: 2-(2-Bromoethyl)benzaldehyde
• CAS No.: 22901-09-3
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• European Community (EC) Number: 839-555-6
• DSSTox Substance ID: DTXSID20443076
• Nikkaji Number: J1.293.808J
• Wikidata: Q72455381
• Mol file: 22901-09-3.mol

Synonyms:2-(2-bromoethyl)benzaldehyde;22901-09-3;1-FORMYL-2(2-BROMOETHYL)BENZENE;2-Bromoethylbenzaldehyde;2-Bromoethyl benzaldehyde;2(2' -bromoethyl)benzaldehyde;2-(2-Bromoethyl)-benzaldehyde;SCHEMBL4623589;DTXSID20443076;PHDOYZATHWYOJK-UHFFFAOYSA-N;Benzaldehyde, 2-(2-bromoethyl)-;1-Formyl-2-(2-bromoethyl)benzene;AMY17776;MFCD07787458;AKOS015888781;AS-37782;CS-0171418;FT-0657917;EN300-1700298;A816411

Chemical Property of 2-(2-Bromoethyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.5858
• Boiling Point: 273.74 °C at 760 mmHg
• Flash Point: 81.557 °C
• PSA: 17.07000
• Density: 1.448 g/cm³
• LogP: 2.43650
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Bromoethyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCBr)C=O

Technology Process of 2-(2-Bromoethyl)benzaldehyde

There total 10 articles about 2-(2-Bromoethyl)benzaldehyde 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: 84.8%

isochromane (493-05-0) → 2-(2-bromoethyl)benzaldehyde (22901-09-3)

Guidance literature:

With bromine; In dichloromethane; at 38 - 40 ℃; for 4h; strong light source;

Reference yield: 72.0%

1-Bromoisochromane (50683-32-4) → 2-(2-bromoethyl)benzaldehyde (22901-09-3)

Guidance literature:

With hydrogen bromide; In water; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2014.07.052

Reference yield: 71.0%

1-methoxyisochromane (34818-49-0) → 2-(2-bromoethyl)benzaldehyde (22901-09-3)

Guidance literature:

With trimethylsilyl bromide; tetrabutylammomium bromide; In toluene; at 80 ℃; for 4h;

DOI:10.1021/ja100787a

upstream raw materials:

isochromane

1-Bromoisochromane

bis(3,4-dihydro-1H-benzopyran-1-yl) ether

hydrogen bromide

Downstream raw materials:

1-ethoxyisochromane

3,4-dihydroisoquinoline

3,4-dihydro-isoquinoline 2-oxide

2,3,6,10b-tetrahydro-5H-thiazolo[2,3-a]isoquinoline

Refernces

• 1、 Page, Philip C. Bulman,Rassias, Gerasimos A.,Barros, David,Bethell, Donald,Schilling, Mark B.. "Dihydroisoquinolinium salts: Catalysts for asymmetric epoxidation". . p. 3325 - 3334. Retrieved 2000.
• 2、 Xu, Xiaoming,Zhong, Ying,Xing, Qingzhao,Gao, Ziwei,Gou, Jing,Yu, Binxun. "Ytterbium-Catalyzed Intramolecular [3 + 2] Cycloaddition based on Furan Dearomatization to Construct Fused Triazoles". supporting information. p. 5176 - 5181. Retrieved 2020/07/14.
• 3、 Callebaut, Brenda,Hullaert, Jan,Van Hecke, Kristof,Winne, Johan M.. "An Intramolecular Cycloaddition Approach to the Kauranoid Family of Diterpene Metabolites". supporting information. p. 310 - 314. Retrieved 2019/01/10.