Trifluoroiodomethane

Base Information

• Chemical Name: Trifluoroiodomethane
• CAS No.: 2314-97-8
• Deprecated CAS: 263005-66-9,1519044-54-2,2189727-17-9
• Molecular Formula: CF3I
• Molecular Weight: 195.911
• Hs Code.: 2903780020
• European Community (EC) Number: 219-014-5
• UNII: 42A379KB0U
• DSSTox Substance ID: DTXSID2062325
• Nikkaji Number: J86.147B
• Wikipedia: Trifluoroiodomethane
• Wikidata: Q7841502
• Mol file: 2314-97-8.mol

Synonyms:C-F3-I;iodotrifluoromethane;trifluoroiodomethane

Chemical Property of Trifluoroiodomethane

Chemical Property:

• Appearance/Colour: colourless gas
• Vapor Pressure: 0.0115mmHg at 25°C
• Melting Point: <?78°C(lit.)
• Refractive Index: 1.379
• Boiling Point: -21.111 °C at 760 mmHg
• Flash Point: -26.936 °C
• PSA: 0.00000
• Density: 2.44 g/cm³
• LogP: 1.94120
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 195.89968
• Heavy Atom Count: 5
• Complexity: 28.4

Purity/Quality:

85% ^*data from raw suppliers

Iodotrifluoromethane - For bulk pricing, see 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 68
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(F)(F)(F)I
• Uses: Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst. Reagent used in the rhodium-catalyzed α-trifluoromethylation of α,?-unsaturated ketones.

Technology Process of Trifluoroiodomethane

There total 147 articles about Trifluoroiodomethane 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: 8.0%

tris(trifluoromethyl)arsine (432-02-0) + iodine (7553-56-2,12190-71-5,8031-47-8) → iodotrifluoromethane (2314-97-8,263005-66-9) + trifluoromethyl-arsonous acid diiodide (353-91-3) + iodo-bis-trifluoromethyl-arsine (359-55-7) + arsenic triiodide (7784-45-4)

Guidance literature:

100°C, 48 h; at high temp. more AsI3 and CF3I;

Reference yield:

vanadium pentafluoride (7783-72-4,44247-54-3) + carbon tetraiodide (507-25-5) → vanadium(IV) fluoride (10049-16-8) + vanadium(III) fluoride (10049-12-4) + iodine pentafluoride (676353-70-1,51096-45-8,7783-66-6) + carbon tetrafluoride (75-73-0) + iodotrifluoromethane (2314-97-8,263005-66-9)

Guidance literature:

In neat (no solvent); after 48 h at ambiente temp.;;

Reference yield:

vanadium pentafluoride (7783-72-4,44247-54-3) + carbon tetraiodide (507-25-5) → iodine pentafluoride (676353-70-1,51096-45-8,7783-66-6) + carbon tetrafluoride (75-73-0) + iodotrifluoromethane (2314-97-8,263005-66-9) + iodine (7553-56-2,12190-71-5,8031-47-8) + vanadium(II) iodide (15513-84-5)

Guidance literature:

In neat (no solvent); reaction of CI4 with an excess of VF5 for 48 hours; further products;;

upstream raw materials:

trifluoracetyl chloride

iodo-bis-trifluoromethyl-phosphine

carbon tetraiodide

tris(trifluoromethyl)arsine

Downstream raw materials:

1,1,1,3,3-pentafluoro-3-iodo-2-trifluoromethyl-propane

trifluoromethan

Hexafluoroethane

1,1,1,2,2,3,4,4,4-nonafluoro-3-iodo-butane

Refernces

• 1、 Oudrhiri-Hassani, M.,Brunel, D.,Germain, A.,Commeyras, A.. "THERMOLYSE DES HALOGENURES DE PERFLUOROALCANESULFONYLE". . p. 491 - 504. Retrieved 1984.
• 2、 Naumann, Dieter,Tyrra, Wieland,Kock, Birgit,Rudolph, Werner,Wilkes, Bernd. "Preparation and properties of ZnBr(CF3)*2L - a convenient route for the preparation of CF3I". . p. 91 - 94. Retrieved 1994.
• 3、 Mao, Aiqin,Wang, Hua,Tan, Linhua,Nin, Xiangyang,Pan, Renming. "Preparation of trifluoroiodomethane via vapour-phase catalytic reaction between pentafluoroethane and iodine". . p. 4640 - 4642. Retrieved 2013.
• 4、 Crawford,Simons. "-". . p. 5737. Retrieved 1953.
• 5、 Yang, Guang-Cheng,Lei, Shi,Pan, Ren-Ming,Quan, Heng-Dao. "Investigation of CF2 carbene on the surface of activated charcoal in the synthesis of trifluoroiodomethane via vapor-phase catalytic reaction". . p. 231 - 235. Retrieved 2009.
• 6、 Naumann,Baumanns. "". . p. 177,180. Retrieved 1976.
• 7、 Krespan. "-". . p. 2016. Retrieved 1958.
• 8、 Blaya, Mara,Bautista, Delia,Gil-Rubio, Juan,Vicente, Jos. "Synthesis of Au(I) trifluoromethyl complexes. Oxidation to Au(III) and reductive elimination of halotrifluoromethanes". . p. 6358 - 6368. Retrieved 2014.
• 9、 -. "PROCESSES FOR PRODUCING TRIFLUOROIODOMETHANE". Paragraph 0053-0055. . Retrieved 2020/03/09.
• 10、 -. "PROCESSES FOR PRODUCING TRIFLUOROIODOMETHANE USING METAL TRIFLUOROACETATES". Paragraph 0025-0030. . Retrieved 2020/09/19.