(S)-1-(4-Bromophenyl)ethanol

Base Information

• Chemical Name: (S)-1-(4-Bromophenyl)ethanol
• CAS No.: 100760-04-1
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.063
• Hs Code.: 29062990
• European Community (EC) Number: 624-000-0
• Nikkaji Number: J620.331K
• Mol file: 100760-04-1.mol

Synonyms:(S)-1-(4-Bromophenyl)ethanol;100760-04-1;(1S)-1-(4-bromophenyl)ethanol;(S)-4-Bromo-alpha-methylbenzyl alcohol;(1S)-1-(4-bromophenyl)ethan-1-ol;MFCD06201860;SCHEMBL3889506;(S)-4'-Bromo-1-phenylethanol;(s)-1-(4-bromophenyl)-ethanol;XTDTYSBVMBQIBT-LURJTMIESA-N;Benzenemethanol, 4-bromo-a-methyl-;AKOS015835324;AC-9532;CS-W015566;DS-17625;(S)-4-Bromo- alpha -methylbenzyl alcohol;AM20020074;EN300-56125;(S)-4-Bromo-alpha-methylbenzyl alcohol, 95%;A800271;Benzenemethanol, 4-bromo-alpha-methyl-, (alphaS)-;J-000218;Z850973970

Chemical Property of (S)-1-(4-Bromophenyl)ethanol

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.00956mmHg at 25°C
• Refractive Index: n20/D 1.570
• Boiling Point: 253.3 °C at 760 mmHg
• PKA: 14.22±0.20(Predicted)
• Flash Point: 63.3 °C
• PSA: 20.23000
• Density: 1.47 g/cm³
• LogP: 2.50240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-(4-Bromophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)Br)O
• Isomeric SMILES: C[C@@H](C1=CC=C(C=C1)Br)O
• Uses: (S)-1-(4-Bromophenyl)ethanol is a building block used in organic synthesis of photochemically active and photophysical pthalocyanines.

Technology Process of (S)-1-(4-Bromophenyl)ethanol

There total 123 articles about (S)-1-(4-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: 86.0%

1-(4-bromophenyl)ethanol (5391-88-8) → (S)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1) + para-bromoacetophenone (99-90-1) + (R)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1)

Guidance literature:

With Arthrobacter atrocyaneus; In N,N-dimethyl-formamide; at 32 ℃; for 72h; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.molcatb.2012.06.013

Reference yield: 86.0%

1-(4-bromophenyl)ethanol (5391-88-8) → (S)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1) + para-bromoacetophenone (99-90-1) + (R)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1)

Guidance literature:

With Arthrobacter atrocyaneus; In N,N-dimethyl-formamide; at 32 ℃; for 72h; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.molcatb.2012.06.013

Reference yield: 51.0%

vinyl acetate (108-05-4,9003-20-7) + 1-(4-bromophenyl)ethanol (5391-88-8) → (S)-1-(4-bromophenyl)ethanol (5391-88-8,25675-29-0,76155-78-7,100760-04-1) + (R)-1-(4-bromophenyl)ethyl acetate (103966-62-7)

Guidance literature:

With Candida antarctica lipase; In hexane; at 70 ℃; for 2h; Enzymatic reaction;

DOI:10.3390/molecules200813575

upstream raw materials:

4-(α-acetoxyethyl)-1-bromobenzene

(-)-(S)-N,N-dimethyl-1-phenylethylamine

acetic anhydride

1-(4-bromophenyl)ethanol

Downstream raw materials:

(R)-2-(4-bromophenyl)-2-cyclopropyl-N′-hydroxypropanimidamide

(R)-2-(4-bromophenyl)-2-cyclopropylpropanal

(R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime

(S)-1-(4-bromophenyl)ethyl diisopropylcarbamate

Refernces

• 1、 Bleith, Tim,Wadepohl, Hubert,Gade, Lutz H.. "Iron achieves noble metal reactivity and selectivity: Highly reactive and enantioselective iron complexes as catalysts in the hydrosilylation of ketones". . p. 2456 - 2459. Retrieved 2015.
• 2、 Li, Xiaohong,Blacker, John,Houson, Ian,Wu, Xiaofeng,Xiao, Jianliang. "An efficient Ir(III) catalyst for the asymmetric transfer hydrogenation of ketones in neat water". . p. 1155 - 1160. Retrieved 2006.
• 3、 Kantam, M. Lakshmi,Yadav, Jagjit,Laha, Soumi,Srinivas, Pottabathula,Sreedhar, Bojja,Figueras. "Asymmetric hydrosilylation of ketones catalyzed by magnetically recoverable and reusable copper ferrite nanoparticles". . p. 4608 - 4611. Retrieved 2009.
• 4、 Aimar, Mario L.,Bordón, Daniela L.,Cantero, Juan J.,Decarlini, María F.,Demmel, Gabriela I.,Rossi, Laura I.,Ruiz, Gustavo M.,Vázquez, Ana M.. "Optimisation, scope and advantages of the synthesis of chiral phenylethanols using whole seeds of Bauhinia variegata L. (Fabaceae) as a new and stereoselective bio-reducer of carbonyl compounds". . p. 1 - 15. Retrieved 2020.
• 5、 Guo, Xun-Xiang,Xie, Jian-Hua,Hou, Guo-Hua,Shi, Wen-Jian,Wang, Li-Xin,Zhou, Qi-Lin. "Asymmetric palladium-catalyzed hydrosilylation of styrenes using efficient chiral spiro phosphoramidite ligands". . p. 2231 - 2234. Retrieved 2004.
• 6、 Yadav, Jhillu S.,Subba Reddy, Basi V.,Sreelakshmi, Chittamuru,Rao, Adari Bhaskar. "Enantioselective reduction of prochiral ketones employing sprouted Pisum sativa as biocatalyst". . p. 1881 - 1885. Retrieved 2009.
• 7、 Liu, Shuanglong,Wolf, Christian. "Chiral amplification based on enantioselective dual-phase distribution of a scalemic bisoxazolidine catalyst". . p. 2965 - 2968. Retrieved 2007.
• 8、 Nakamura,Matsuda. "Asymmetric reduction of ketones by the acetone powder of Geotrichum candidum". . p. 8957 - 8964. Retrieved 1998.
• 9、 Cuervo, Dario,Gamasa, M. Pilar,Gimeno, Jose. "New Chiral Ruthenium(II) Catalysts Containing 2,6-Bis(4′ -(R)-phenyloxazolin-2′-yl)pyridine (Ph-pybox) Ligands for Highly Enantioselective Transfer Hydrogenation of Ketones". . p. 425 - 432. Retrieved 2004.
• 10、 Liu, Xuerui,Chen, Chen,Xiu, Yuhe,Chen, Angjun,Guo, Li,Zhang, Ran,Chen, Jizhong,Hou, Zhenshan. "Asymmetric transfer hydrogenation of ketones catalyzed by thermoregulated ionic liquid-regulating ruthenium complexes". . p. 90 - 94. Retrieved 2015.