(R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride

Base Information

• Chemical Name: (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride
• CAS No.: 39637-99-5
• Molecular Formula: C10H8 Cl F3 O2
• Molecular Weight: 252.621
• Hs Code.: 29189900
• European Community (EC) Number: 621-758-4
• UNII: 81UT10UHV3
• Nikkaji Number: J1.032.962K
• Wikidata: Q27269271
• Mol file: 39637-99-5.mol

Synonyms:(+)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride;(-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride

Chemical Property of (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride

Chemical Property:

• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 213.5°Cat760mmHg
• Flash Point: 90°C
• PSA: 26.30000
• Density: 1.348g/cm³
• LogP: 2.85600
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Sparingly miscible with water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 252.0164917
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(?)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)(C(=O)Cl)C(F)(F)F
• Isomeric SMILES: CO[C@@](C1=CC=CC=C1)(C(=O)Cl)C(F)(F)F
• Uses: (R)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride is used as a chiral acylating reagent, which is used in the resolution of amino acid enantiomers like 2,5-dimethoxy-4-methylamphetamine. It is also suitable for the determination of the optical composition of compounds extracted from biological fluids.

Technology Process of (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride

There total 20 articles about (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride 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%

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) → (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4)

Guidance literature:

With Chloro-oxo-acetic acid; N,N-dimethyl-formamide; In hexane; at 20 ℃; for 24h;

DOI:10.1021/np800294q

Reference yield: 100.0%

(S)-Mosher acid (17257-71-5,20445-31-2,56135-03-6,81655-41-6) → (R)-methoxytrifluoromethylphenylacetyl chloride (20445-33-4,39637-99-5)

Guidance literature:

With Chloro-oxo-acetic acid; N,N-dimethyl-formamide; In hexane; at 20 ℃; for 24h;

DOI:10.1021/np800294q

Reference yield: 81.3%

(-)-MTPA (17257-71-5) → (-)-methoxytrifluoromethylphenylacetyl chloride (39637-99-5)

Guidance literature:

With thionyl chloride; sodium chloride; at 90 ℃; for 25h;

DOI:10.1016/S0031-9422(99)00451-3

upstream raw materials:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

(S)-Mosher acid

2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone

(RS)-metoprolol

Downstream raw materials:

(2S,3S)-2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester

(2S,3R)-2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester

(R)-1-((S)-4-Ethyl-2-thioxo-oxazolidin-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenyl-propan-1-one

(+)-(S)-p-nitrophenyl α-methoxy-α-trifluoromethylphenylacetate

Refernces

• 1、 Rey-Tarrío, Francisco,Rodríguez, Rafael,Qui?oá, Emilio,Riguera, Ricardo,Freire, Félix. "Photochemical Electrocyclization of Poly(phenylacetylene)s: Unwinding Helices to Elucidate their 3D Structure in Solution". supporting information. p. 8095 - 8103. Retrieved 2021/02/26.
• 2、 Saito, Masato,Kawamata, Yu,Meanwell, Michael,Navratil, Rafael,Chiodi, Debora,Carlson, Ethan,Hu, Pengfei,Chen, Longrui,Udyavara, Sagar,Kingston, Cian,Tanwar, Mayank,Tyagi, Sameer,McKillican, Bruce P.,Gichinga, Moses G.,Schmidt, Michael A.,Eastgate, Martin D.,Lamberto, Massimiliano,He, Chi,Tang, Tianhua,Malapit, Christian A.,Sigman, Matthew S.,Minteer, Shelley D.,Neurock, Matthew,Baran, Phil S.. "N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation". supporting information. p. 7859 - 7867. Retrieved 2021/05/26.