2-(2-Bromophenyl)ethanol

Base Information

• Chemical Name: 2-(2-Bromophenyl)ethanol
• CAS No.: 1074-16-4
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• Hs Code.: 29062990
• European Community (EC) Number: 839-968-1
• DSSTox Substance ID: DTXSID60370115
• Nikkaji Number: J1.491.455B
• Wikidata: Q72449412
• Mol file: 1074-16-4.mol

Synonyms:2-(2-Bromophenyl)ethanol;1074-16-4;2-Bromophenethyl alcohol;2-Bromophenethylalcohol;Benzeneethanol, 2-bromo-;2-(2-Bromophenyl)Ethan-1-Ol;o-Bromophenethyl Alcohol;2-(2-Bromophenyl)ethyl Alcohol;MFCD00093566;2-Bromobenzeneethanol;2-(bromophenyl)ethylalcohol;2-bromophenyl ethyl alcohol;2-(2-bromo-phenyl)-ethanol;SCHEMBL286557;2-(o-bromophenyl)-1-ethanol;2-Bromophenethyl alcohol, 99%;DTXSID60370115;BBL102164;STL555963;AKOS009156753;CS-W002365;GS-3691;SY011299;B3516;FT-0608437;EN300-212273;Q-102017;F0001-0153;Z1183459188

Chemical Property of 2-(2-Bromophenyl)ethanol

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.0036mmHg at 25°C
• Refractive Index: n20/D 1.577(lit.)
• Boiling Point: 269.3 °C at 760 mmHg
• PKA: 14.70±0.10(Predicted)
• Flash Point: 116.7 °C
• PSA: 20.23000
• Density: 1.479 g/cm³
• LogP: 1.98390
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO, Ethyl Acetate
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Bromophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCO)Br
• Uses: 2-Bromophenethyl alcohol is a brominated phenethanol derivative used as a building block in the preparation or bicyclic and tricyclic heterocycles. 2-Bromophenethyl alcohol is used as an end capping reagent during the synthesis of rod-coil block copolymers and also as a test compound in the study to evaluate the potential Aedes aegypti repellent chemotype.

Technology Process of 2-(2-Bromophenyl)ethanol

There total 15 articles about 2-(2-Bromophenyl)ethanol 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: 98.0%

ortho-bromophenylacetic acid (18698-97-0) → 2-bromophenylethyl alcohol (1074-16-4)

Guidance literature:

ortho-bromophenylacetic acid; With sodium tetrahydroborate; In tetrahydrofuran; for 0.25h; Inert atmosphere; Cooling with ice;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02406

Reference yield: 74.0%

C8H7BrO → 2-bromophenylethyl alcohol (1074-16-4)

Guidance literature:

With K⁽¹⁺⁾*BH₃*H⁽¹⁺⁾; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.17.104

Reference yield: 55.0%

methyl 2-(2-bromophenyl)acetate (57486-69-8) → 2-bromophenylethyl alcohol (1074-16-4)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In ethanol; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2013.07.095

upstream raw materials:

ortho-bromophenylacetic acid

2-bromostyrene

2-phenylethanol

2-bromophenylacetaldehyde

Downstream raw materials:

S-2-bromophenethyl ethanethioate

2.3-dihydrobenzofuran

5-benzyloxy-1-[2-(2-bromo-phenyl)-ethyl]-3-(4-methyl-thiazol-2-yl)-1H-pyridin-2-one

4-Hydroxy-4-[2-(2-hydroxy-ethyl)-phenyl]-piperidine-1-carboxylic acid ethyl ester

Refernces

• 1、 Langston, Steven P.,Grossman, Stephen,England, Dylan,Afroze, Roushan,Bence, Neil,Bowman, Douglas,Bump, Nancy,Chau, Ryan,Chuang, Bei-Ching,Claiborne, Christopher,Cohen, Larry,Connolly, Kelly,Duffey, Matthew,Durvasula, Nitya,Freeze, Scott,Gallery, Melissa,Galvin, Katherine,Gaulin, Jeffrey,Gershman, Rachel,Greenspan, Paul,Grieves, Jessica,Guo, Jianping,Gulavita, Nanda,Hailu, Shumet,He, Xingyue,Hoar, Kara,Hu, Yongbo,Hu, Zhigen,Ito, Mitsuhiro,Kim, Mi-Sook,Lane, Scott Weston,Lok, David,Lublinsky, Anya,Mallender, William,McIntyre, Charles,Minissale, James,Mizutani, Hirotake,Mizutani, Miho,Molchinova, Nina,Ono, Koji,Patil, Ashok,Qian, Mark,Riceberg, Jessica,Shindi, Vaishali,Sintchak, Michael D.,Song, Keli,Soucy, Teresa,Wang, Yana,Xu, He,Yang, Xiaofeng,Zawadzka, Agatha,Zhang, Ji,Pulukuri, Sai M.. "Discovery of TAK-981, a First-in-Class Inhibitor of SUMO-Activating Enzyme for the Treatment of Cancer". supporting information. p. 2501 - 2520. Retrieved 2021/04/02.
• 2、 Wu, Ting,Kang, Xuehua,Bai, Heng,Xiong, Wenrui,Xu, Guangqing,Tang, Wenjun,Tang, Wenjun. "Enantioselective Construction of Spiro Quaternary Carbon Stereocenters via Pd-Catalyzed Intramolecular α-Arylation". supporting information. p. 4602 - 4607. Retrieved 2020/06/29.