Allyl trifluoroacetate

Base Information

• Chemical Name: Allyl trifluoroacetate
• CAS No.: 383-67-5
• Molecular Formula: C5H5F3O2
• Molecular Weight: 154.089
• Hs Code.: 29159000
• European Community (EC) Number: 206-853-7
• NSC Number: 20943
• UNII: 93U29ZRD8S
• DSSTox Substance ID: DTXSID70191671
• Nikkaji Number: J213.613I
• Wikidata: Q83064246
• Mol file: 383-67-5.mol

Synonyms:Allyl trifluoroacetate;383-67-5;Allyl trifluoracetate;Allyltrifluoroacetate;prop-2-enyl 2,2,2-trifluoroacetate;93U29ZRD8S;Trifluoroacetic Acid Allyl Ester;EINECS 206-853-7;NSC-20943;prop-2-en-1-yl 2,2,2-trifluoroacetate;Acetic acid, trifluoro-, 2-propenyl ester;2-propenyl trifluoroacetate;Allyltrifluoroacetate, 98%;UNII-93U29ZRD8S;Allyl trifluoroacetate, 97%;Allyl 2,2,2-trifluoroacetate;Allyl alcohol, trifluoroacetate;SCHEMBL1082749;DTXSID70191671;Allyl Trifluoroacetate, >/=95%;NSC20943;MFCD00013567;NSC 20943;PC1007;Acetic acid, trifluoro-, allyl ester;AKOS005207182;ALLYL-2,2,2-TRIFLUOROACETATE;Trifluoroacetic acid, 2-propenyl ester;BS-43809;2-PROPENYL 2,2,2-TRIFLUOROACETATE;FT-0622013;T1765;D92523;ACETIC ACID, 2,2,2-TRIFLUORO-, 2-PROPEN-1-YL ESTER

Chemical Property of Allyl trifluoroacetate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 151mmHg at 25°C
• Refractive Index: n20/D 1.335(lit.)
• Boiling Point: 66.5 °C at 760 mmHg
• Flash Point: 30 °F
• PSA: 26.30000
• Density: 1.222 g/cm³
• LogP: 1.27790
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 154.02416388
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98% ^*data from raw suppliers

Allyl Trifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34-36/37
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)C(F)(F)F
• Uses: Used as nucleophilic ally metal precursor in alkylation reaction that generates homoallylic amines. Also used as chemical reagent and intermediate for pharmaceutical.

Technology Process of Allyl trifluoroacetate

There total 8 articles about Allyl trifluoroacetate 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: 73.0%

allyl alcohol (107-18-6) + trifluoroacetic anhydride (407-25-0) → allyl trifluoroacetate (383-67-5)

Guidance literature:

With 2,6-dimethylpyridine; at 0 ℃;

DOI:10.1021/jo00293a027

Reference yield: 60.0%

allyl alcohol (107-18-6) + trifluoroacetic acid (76-05-1) → allyl trifluoroacetate (383-67-5)

Guidance literature:

With sulfuric acid;

DOI:10.1134/S1070427208100182

Reference yield:

1-trifluoroacetoxy-3-acetoxypropane (67140-48-1) → Allyl acetate (591-87-7) + allyl trifluoroacetate (383-67-5)

Guidance literature:

With methanolate; In gas;

DOI:10.1002/(SICI)1099-1395(199707)10:7<585::AID-POC921>3.0.CO;2-V

upstream raw materials:

allyl alcohol

trifluoroacetic acid

allyl iodid

silver trifluoroacetate

Downstream raw materials:

2-(Phenylthio)-1,3-propanediol

allyl pentyl sulfide

diethyl allylmethylmalonate

(E)-1-phenyl-2-buten-1-one

Refernces

• 1、 Grabowski, Jakub,Granda, Jaros?aw M.,Jurczak, Janusz. "Preparation of acetals from aldehydes and alcohols under basic conditions". supporting information. p. 3114 - 3120. Retrieved 2018/05/17.
• 2、 Kyazymova,Mamedbeili,Abdiev,Nagiev,Alieva,Nagiev. "Synthesis of 1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1]hept-5- enylmethyl haloacetates". experimental part. p. 102 - 106. Retrieved 2009/09/06.