(R)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL

Base Information

• Chemical Name: (R)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL
• CAS No.: 75968-40-0
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.612
• Hs Code.: 2906299090
• Mol file: 75968-40-0.mol

Synonyms:Benzenemethanol,4-chloro-a-methyl-, (R)-;(+)-1-(4-Chlorophenyl)ethanol;(+)-1-(p-Chlorophenyl)ethanol;(1R)-1-(4-Chlorophenyl)ethanol;(R)-1-(4-Chlorophenyl)ethanol;(R)-1-(p-Chlorophenyl)ethanol;(aR)-4-Chloro-a-methylbenzenemethanol;R-4-Chloro-a-methylbenzyl alcohol;R-4'-Chlorophenylethanol;

Chemical Property of (R)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL

Chemical Property:

• Refractive Index: n20/D 1.544
• Boiling Point: 240.6 °C at 760 mmHg
• PKA: 14.22±0.20(Predicted)
• Flash Point: 99.3 °C
• PSA: 20.23000
• Density: 1.182 g/cm³
• LogP: 2.39330
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(4-Chlorophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41-52/53
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-1-(4-Chlorophenyl)ethanol is a useful research chemical. (R)-4-Chloro-α-methylbenzyl alcohol can be used:As a substrate in the racemization process of secondary alcohols using ruthenium hydroxide complexes.In the synthesis of 2,3,4,9-tetrahydro-1H-carbazole as potent DP1 antagonists.As a substrate in the synthesis of chiral 3-aryl-3-substituted propanoic acids through Mitsunobu reaction.

Technology Process of (R)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL

There total 66 articles about (R)-4-CHLORO-ALPHA-METHYLBENZYL ALCOHOL 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: 100.0%

1-(p-chlorophenyl)ethyl alcohol (3391-10-4) → para-chloroacetophenone (99-91-2) + (R)-1-(4-chlorophenyl)ethan-1-ol (3391-10-4,75968-35-3,75968-40-0,99528-42-4)

Guidance literature:

1-(p-chlorophenyl)ethyl alcohol; (S)-(-)-3,3,5,5-tetramethyl-4H-dinaphtho[2,1-c:1',2'-e]-azipin-N-onyl; In acetone; for 0.0833333h; silica gel

With sodium hydrogencarbonate; sodium bromide; In water; at -15 ℃; for 0.68h; Electrolysis;

Reference yield: 94.0%

Isopropenyl acetate (108-22-5) + 1-(p-chlorophenyl)ethyl alcohol (3391-10-4) → (S)-1-(4-Chlorophenyl)ethanol (3391-10-4) + (R)-1-(4-chlorophenyl)ethan-1-ol (3391-10-4,75968-35-3,75968-40-0,99528-42-4) + (R)-1-(4-chlorophenyl)ethyl acetate (19759-43-4,103966-61-6,137408-28-7,137491-94-2)

Guidance literature:

With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η⁵-C4CNH(i-Pr))]Ru(CO)2Cl; In toluene; at 25 ℃; for 48h;

DOI:10.1021/jo0355799

Reference yield: 89.0%

methyllithium (917-54-4) + 4-chlorobenzaldehyde (104-88-1) → (S)-1-(4-Chlorophenyl)ethanol (3391-10-4) + (R)-1-(4-chlorophenyl)ethan-1-ol (3391-10-4,75968-35-3,75968-40-0,99528-42-4)

Guidance literature:

With triisopropoxytitanium(IV) chloride; (S_a)-2'-((S)-hydroxy(phenyl)methyl)-[1,1'-binaphthalen]-2-ol; In diethyl ether; hexane; at -20 ℃; for 0.166667h; enantioselective reaction;

DOI:10.1002/ejoc.201600104

upstream raw materials:

4-vinylbenzyl chloride

1-(4-chlorophenyl)ethyl acetate

dimethyl zinc(II)

4-chlorobenzaldehyde

Downstream raw materials:

triethyl (2S)-2-[4-(chlorophenyl)propane]-1,1,1-tricarboxylate

(3,5-Dinitro-phenyl)-carbamic acid (R)-1-(4-chloro-phenyl)-ethyl ester

[(1R)-9-[(1S)-1-(4-chlorophenyl)ethyl]-6-fluoro-8-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl] acetatic acid

Refernces

• 1、 Klein Gebbink, Robertus J. M.,Li, Fanshi,Lutz, Martin,Masferrer-Rius, Eduard. "Exploration of highly electron-rich manganese complexes in enantioselective oxidation catalysis; A focus on enantioselective benzylic oxidation". . p. 7751 - 7763. Retrieved 2021/12/13.
• 2、 Titze, Marvin,Heitk?mper, Juliane,Junge, Thorsten,K?stner, Johannes,Peters, René. "Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones". supporting information. p. 5544 - 5553. Retrieved 2021/02/05.