3,5-Bis(trifluoromethyl)phenylacetyl chloride

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)phenylacetyl chloride
• CAS No.: 174083-39-7
• Molecular Formula: C10H5 Cl F6 O
• Molecular Weight: 290.593
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50381295
• Wikidata: Q82172029
• Mol file: 174083-39-7.mol

Synonyms:174083-39-7;3,5-Bis(trifluoromethyl)phenylacetyl chloride;2-[3,5-bis(trifluoromethyl)phenyl]acetyl Chloride;3,5-Bis(trifluoromethyl)phenylacetylchloride;2-(3,5-Bis(trifluoromethyl)phenyl)acetyl chloride;[3,5-Bis(trifluoromethyl)phenyl]acetyl chloride;SCHEMBL3329702;DTXSID50381295;MFCD03788501;AKOS015890691;PS-10917;FT-0614473;2-(3,5-Bis(trifluoromethyl)phenyl)acetylchloride;A811612;2-[3,5-bis(trifluoromethyl)phenyl]ethanoyl chloride;3,5-bis(trifluoromethyl)phenylacetyl chloride, AldrichCPR

Chemical Property of 3,5-Bis(trifluoromethyl)phenylacetyl chloride

Chemical Property:

• Boiling Point: 204.8°Cat760mmHg
• Flash Point: 77.7°C
• PSA: 17.07000
• Density: 1.469g/cm³
• LogP: 4.03210
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 289.9933114
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

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

3,5-Bis(trifluoromethyl)phenylacetyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-41
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)CC(=O)Cl

Technology Process of 3,5-Bis(trifluoromethyl)phenylacetyl chloride

There total 5 articles about 3,5-Bis(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: 98.0%

3,5-bistrifluoromethylphenyl acetic acid (85068-33-3) → 2-(3,5-bis(trifluoromethyl)phenyl)acetyl chloride (174083-39-7)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

Reference yield: 94.0%

→ 2-(3,5-bis(trifluoromethyl)phenyl)acetyl chloride (174083-39-7)

Guidance literature:

With thionyl chloride; at 20 ℃; for 1.5h;

Reference yield:

3,5-bistrifluoromethylbenzoic acid (725-89-3) → 2-(3,5-bis(trifluoromethyl)phenyl)acetyl chloride (174083-39-7)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2; DMF / CH₂Cl₂

2: diethyl ether / 0 °C

3: aq. Ag₂O / dioxane

4: (COCl)2; DMF / CH₂Cl₂

With oxalyl dichloride; N,N-dimethyl-formamide; silver(l) oxide; In 1,4-dioxane; diethyl ether; dichloromethane; 1: Chlorination / 2: Substitution / 3: Rearrangement / 4: Chlorination;

DOI:10.1016/S0960-894X(00)00318-8

upstream raw materials:

3,5-bistrifluoromethylphenyl acetic acid

3,5-bistrifluoromethylbenzoic acid

3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

Downstream raw materials:

(4S)-3-[3,5-bis(trifluoromethyl)benzeneacetyl]-4-(phenylmethyl)-2-oxazolidinone

2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-bromo-2-(1H-tetrazol-5-yl)-phenyl]-acetamide

Refernces

• 1、 Nichols, Eva M.,Derrick, Jeffrey S.,Nistanaki, Sepand K.,Smith, Peter T.,Chang, Christopher J.. "Positional effects of second-sphere amide pendants on electrochemical CO2 reduction catalyzed by iron porphyrins". . p. 2952 - 2960. Retrieved 2018.
• 2、 -. "BIARYL INHIBITORS OF THE SODIUM CHANNEL". Page/Page column 68; 69. . Retrieved 2013/09/12.