38565-52-5

Basic information

• Product Name: 3-PERFLUOROHEXYL-1,2-EPOXYPROPANE
• Synonyms: 3-(PERFLUORO-N-HEXYL)-1,2-PROPENOXIDE;3-(PERFLUORO-N-HEXYL)PROPENOXIDE;3-PERFLUOROHEXYL-1,2-EPOXYPROPANE;3-(PERFLUOROHEXYL)-1,2-PROPENOXIDE;2-(1H,1H-PERFLUOROHEPTYL)OXIRANE;(2,2,3,3,4,4,5,5,6,6,7,7,7-TRIDECAFLUOROHEPTYL)OXIRANE;DAIKIN E-1630;(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-oxiran
• CAS NO: 38565-52-5
• Molecular Formula: C₉H₅F₁₃O
• Molecular Weight: 376.11
• EINECS: 254-004-4
• Mol File: 38565-52-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 80 °C41 mm Hg(lit.)
• Flash Point: 195 °F
• Appearance: /
• Density: 1.637 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.27mmHg at 25°C
• Refractive Index: n20/D 1.381(lit.)
• CAS DataBase Reference: 3-PERFLUOROHEXYL-1,2-EPOXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PERFLUOROHEXYL-1,2-EPOXYPROPANE(38565-52-5)
• EPA Substance Registry System: 3-PERFLUOROHEXYL-1,2-EPOXYPROPANE(38565-52-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 38565-52-5(Hazardous Substances Data)

Usage

General Description

3-PERFLUOROHEXYL-1,2-EPOXYPROPANE is a chemical compound belonging to the class of perfluorinated compounds. It is an epoxy monomer with a perfluorohexyl group attached to the 3-position of the oxirane ring. This chemical is widely used in the production of fluorinated polymers and coatings due to its high chemical and thermal stability. Additionally, it is utilized as a building block in the synthesis of specialty materials such as surfactants, lubricants, and pharmaceuticals. However, its production and use raise concerns about potential environmental and health impacts, as perfluorinated compounds have been associated with persistence, bioaccumulation, and toxicity in the environment. Therefore, caution should be exercised in handling and disposing of 3-PERFLUOROHEXYL-1,2-EPOXYPROPANE to prevent adverse effects on human health and the environment.

InChI:InChI=1/C9H5F13O/c10-4(11,1-3-2-23-3)5(12,13)6(14,15)7(16,17)8(18,19)9(20,21)22/h3H,1-2H2

Upstream product

• 38550-44-6 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-iodononan-1-ol 
• 83310-90-1 2-Iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl acetate 
• 355-43-1 n-perfluorohexyl iodide 
• 107-18-6 allyl alcohol 
• 591-87-7 Allyl acetate 

Downstream Products

• 1262880-17-0 C₂₀H₁₆F₂₆NO₅S^(1-)*Li⁽¹⁺⁾ 
• 1262880-14-7 C₂₁H₁₈F₂₆NO₅S^(1-)*Na⁽¹⁺⁾ 
• 77893-60-8 tridecafluorohexyl-acetone 
• 107650-06-6 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononane-1,2-diol 

Relevant articles and documents

Highly selective synthesis of [(perfluoroalkyl)methyl]oxiranes (by the addition of iodoperfluoroalkanes to allyl acetate)

Mixtures of regioisomeric adducts of monoiodoperfluoroalkanes RF-I (RF = C4F9, C6F13, C8F17) with allyl acetate, RFCH2CHICH2OAc (1a-1c) and rearranged adducts RFCH2CH(OAc)-CH2I (2a-2c), were converted chemoselectively to the corresponding oxiranes RFCH2CH(-O-)CH2 (3a-3c) in yields of 94-96% (total yields of the two-step synthesis starting from RF-I were 85-87%). The chemoselectivity of the oxirane formation appeared to be very dependent on the solvent used. Dependence on the reaction conditions on formation of byproducts RFCH=CHCH2OAc (4a-4c) and RFCH=CHCH2OH (5a-5c) in the epoxidation reaction was studied.

Mixed fluoroalkyl-alkyl surfactants

A surfactant of formula 1 [in-line-formulae](Rf-A)a-Q-([B]k—R)b??Formula 1[/in-line-formulae] wherein a and b are each independently 1 or 2;Rf is a linear or branched perfluoroalkyl radical having from 2 to about 20 carbon atoms, optionally interrupted with at least one oxygen;R is a C1 to C20 linear, branched or cyclic alkyl, or a C6 to C10 aryl;B is —(CH2CHR1O)x—,k is 0 or 1, x is 1 to about 20,A is —(CH2)m[(CHR1CH2O)]s—[(CH2)m(CH)tCHOH(CH2)m]e—, wherein each m is independently 0 to 3, s is 0 to about 30, t is 0 or 1, and e is 0 or 1,R1 is H or CH3,Q is: —OP(O)(O?M+)(O)—,—O—,—S—(CH2)m—C(O)—O—,—SO2—O——CH2CH2O—C(O)CH2C(OH)(V)CH2C(O)O—;—(CH2CH2O)xCH2CH(OH)—(CH2CH2O)x—(CH2)m—Si[OSi(R2)3]2—, —SO2NR2—,—(CH2CH2O)zC(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—wherein z is 1 to about 15, or a bond when s is a positive integer,V is —C(O)OR3 and R3 is H, CH3 or Rf;R2 is C1 to C4 alkyl, andM+ is a Group 1 metal or an ammonium (NHxR2y)+ cation wherein x+y=4, and R2 is C1 to C4 alkyl,provided that when Q is —OP(O)(O?M+)(O)— or when Q is —(CH2CH2O)z—C(O)CH(SO3?M+)CH2C(O)(OCH2CH2)z—, then at least one of s or e is a positive integer.

Fluorine-containing polyfunctional (meth) acrylate composition low refractivity material and reflection reducing film

PCT No. PCT/JP97/01952 Sec. 371 Date Feb. 9, 1998 Sec. 102(e) Date Feb. 9, 1998 PCT Filed Jun. 9, 1997 PCT Pub. No. WO97/47585 PCT Pub. Date Dec. 18, 1997Fluorine-containing polyfunctional (meth)acrylate represented by the formula (1), as well as a composition, a low refractivity material and a reflection reducing film in which the (meth)acrylate is utilized: wherein X stands for a fluoroalkyl group of C1-14 having 3 or more F, or a fluorocycloalkyl group of C3-14 having 4 or more F; Y1, Y2, and Y3 stand for H, an acryloyl group or a methacryloyl group, and at least two of Y1, Y2, and Y3 stand for an acryloyl group or a methacryloyl group; Z stands for H or an alkyl group of C1-3; and n and m is an integer of 0 or 1, and n+m=1.