Hexafluoropropylene oxide (HCID 9883)

Overview

Hexafluoropropylene oxide is a colorless odorless gas. It is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. Its vapors are heavier than air. It can cause asphyxiation by the displacement of air. Exposure of the container to prolonged heat or fire may cause it to rupture violently and rocket.

Names & identifiers

Preferred name: Hexafluoropropylene oxide
IUPAC: 2,2,3-trifluoro-3-(trifluoromethyl)oxirane
English name: Hexafluoropropylene oxide
Molecular formula: C3F6O
Molecular weight: 166.02

Names & synonyms

Hexafluoropropylene oxide428-59-1Hexafluoropropene oxide2,2,3-Trifluoro-3-(trifluoromethyl)oxiraneHfpoTRIFLUORO(TRIFLUOROMETHYL)OXIRANEPerfluoropropylene oxideHexafluoro-1,2-epoxypropaneHexafluoropropene epoxideHexafluoropropylene epoxideHexafluoroepoxypropanePropylene oxide hexafluoride

Show more names

1,1,2,3,3,3-Hexafluoro-1,2-epoxypropaneC3F6ONA 1956(S) TRIMETHYLOXIRANE

Oxirane, trifluoro(trifluoromethyl)-JPY12AP87NPropane, 1,2-epoxy-1,1,2,3,3,3-hexafluoro-RefChem:146014ACETONE, HEXAFLUOROHFPO hexafluoropropylene oxide207-050-4Poly(perfluoropropyleneoxide)

Database identifiers

CAS: 428-59-1
PubChem CID: 9883
DTXSID: DTXSID6029177
UNII: JPY12AP87N
EC Number: 207-050-4
Nikkaji: J27.198E

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 12.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 7
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 161

Experimental & physicochemical properties

PFAS · 6 items

PFAS -> OECD Category

PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds

PFAS

PFAS -> Intentionally added food contact chemicals

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

PFAS -> Other/unspecified

PolymersPlastics & Rubber -> Other Monomers

Boiling Point-18 °F at 760 mmHg (NTP, 1992)

Decomposition · 1 item

AT TEMP BETWEEN 500-800 °C, CARBONYL FLUORIDE (COF2) IS DOMINANT PYROLYSIS PRODUCT. THIS GAS IS VERY SUSCEPTIBLE TO HYDROLYSIS, READILY YIELDING HYDROFLUORIC ACID & CARBON DIOXIDE. ABOVE 800 °C, THE PYROLYSIS PRODUCTS CONSIST OF INORGANIC FLUORIDE, A LITTLE TETRAFLUOROMETHANE & CARBON DIOXIDE. /POLYFLUORINES/

Melting Point-200 °F (NTP, 1992)

Physical Description · 3 items

Hexafluoropropylene oxide is a colorless odorless gas. It is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. Its vapors are heavier than air. It can cause asphyxiation by the displacement of air. Exposure of the container to prolonged heat or fire may cause it to rupture violently and rocket.

Gas Vapor; CBI; Liquid

Colorless odorless gas; Shipped liquefied under its vapor pressure; [CAMEO]

Physicochemical properties

Melting point: -129 °C · -129°C
Boiling point: 42 °C · −42 °C(lit.)
Density: 1.67 · 1.67±0.1 g/cm3(Predicted)
vapor pressure: 680.85 kPa · 680.85kPa at 25℃
Water Solubility: 16.3 μg/L · 16.3μg/L at 22.7℃
Henry's Law Constant: 9.3 · 9.3×10-6 mol/(m3Pa) at 25℃, Clever et al. (2005)
InChI: InChI=1S/C3F6O/c4-1(2(5,6)7)3(8,9)10-1
InChIKey: PGFXOWRDDHCDTE-UHFFFAOYSA-N
SMILES: O1C(F)(C(F)(F)F)C1(F)F
LogP: 1.72 at · 1.72 at 25℃
CAS DataBase Reference: 428 · 428-59-1(CAS DataBase Reference)
FDA UNII: 12 AP87N · JPY12AP87N
NIST Chemistry Reference: Oxirane, trifluoro(trifluoromethyl)-(428-59-1)
EPA Substance Registry System: 2 · Oxirane, 2,2,3-trifluoro-3-(trifluoromethyl)- (428-59-1)
Symbol(GHS): 5 · GHS05,GHS02
Signal word: Danger
Hazard statements: 314 · H314-H225-H290
Precautionary statements: 501 · P501-P240-P210-P233-P234-P243-P241-P242-P264-P280-P370+P378-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-44
Safety Statements: 7 · 7-26-37/39-38
RIDADR: 1956 · UN 1956 2.2
WGK Germany: 3 · 3
Hazard Note: Irritant
TSCA: TSCA listed
HazardClass: 2.2 · 2.2
Hazardous Substances Data: 428 · 428-59-1(Hazardous Substances Data)
REACH Registrations: Active
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 24.2% (16 of 66) of reports.

Danger

H280 (74.2%): Contains gas under pressure; may explode if heated [Warning Gases under pressure]

P260, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P410+P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 66 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 4 items

Oxirane, 2,2,3-trifluoro-3-(trifluoromethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2,2,3-trifluoro-3-(trifluoromethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

S - indicates a substance that is identified in a final Significant New Use Rule.

Status: Active Update: 21-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5721

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelNon-Flammable Gas

Fire HazardsExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

Health HazardsExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

Hazards Summary · 1 item

May polymerize; Containers may explode from prolonged heat; Evaporating liquid can cause frostbite; In confined space spill, may displace air and act as simple asphyxiant; [CAMEO] May explode if heated under confinement; An irritant; In confined space spill, may displace air and act as simple asphyxiant; [MSDSonline]

Reactive GroupEpoxides

Safety & protection

Fire FightingExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill ResponseExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

Preventive Measures · 1 item

VENTILATION CONTROL: ...WHERE...RESINS ARE LIKELY TO UNDERGO PYROLYSIS & DECOMP DURING PROCESSING, PROVISION SHOULD BE MADE FOR ADEQUATE LOCAL EXHAUST & GENERAL VENTILATION TO KEEP CONCN OF DECOMP PRODUCTS AS LOW AS POSSIBLE. /POLYFLUORINES/

Isolation and EvacuationExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

Personal Protective Equipment (PPE)Excerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:

Toxicology

Adverse EffectsOther Poison - Simple Asphyxiant

Human Toxicity Excerpts · 1 item

A UNIQUE EFFECT FROM PYROLYSIS PRODUCTS OF PTFE /POLYTETRAFLUOROETHYLENE/ RESINS...BEEN OBSERVED IN MAN... THIS IS AN INFLUENZA-LIKE SYNDROME RESEMBLING METAL FUME FEVER & HAS BEEN TERMED "POLYMER FUME FEVER". IT IS SELF-LIMITING, LASTS...24-48 HR & REQUIRES ONLY SYMPTOMATIC TREATMENT. /POLYFLUORINES/

Non-Human Toxicity Excerpts · 1 item

IN ACUTE STUDIES WITH MICE & RATS IT CAUSED CHANGES IN LIVER & KIDNEY. IN SPLEEN IT CAUSED VASCULAR PERMEABILITY & DEGENERATIVE DYSTROPHIC CHANGES & INFLAMMATION. EXTENT & NATURE OF TOXICITY DEPENDS UPON TYPE OF METABOLITES THAT ARE PRODUCED.

Probable Routes of Human Exposure · 1 item

A UNIQUE EFFECT FROM PYROLYSIS PRODUCTS OF PTFE /POLYTETRAFLUOROETHYLENE/ RESINS...BEEN OBSERVED IN MAN... THIS IS AN INFLUENZA-LIKE SYNDROME RESEMBLING METAL FUME FEVER & HAS BEEN TERMED "POLYMER FUME FEVER". IT IS SELF-LIMITING, LASTS...24-48 HR & REQUIRES ONLY SYMPTOMATIC TREATMENT. /POLYFLUORINES/

Safety data

wgk: 3
tsca: TSCA listed
ridadr: UN 1956 2.2
risk_code: 36/37/38-44
Signal word: Danger
Symbol(GHS): GHS05,GHS02
hazard_code: Xi
hazard_note: Irritant
safety_code: 7-26-37/39-38
hazard_class: 2.2
Hazard statements: H314-H225-H290
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Precautionary statements: P501-P240-P210-P233-P234-P243-P241-P242-P264-P280-P370+P378-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405
Hazardous Substances Data: 428-59-1(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as monomer for heat-resistant hexafluoropropylene oxide polymers; [HSDB]

MONOMER FOR HEXAFLUOROPROPYLENE OXIDE POLYMERS THAT ARE HEAT RESISTANT TO 410 °C

U.S. Production2023: 2,500,000 - <4,000,000 lb

Industry UsesIntermediate

Methods of ManufacturingOXIDATION OF HEXAFLUOROPROPYLENE WITH ALKALINE HYDROGEN PEROXIDE...ABOUT -30 °C.

Use ClassificationPFAS (per- and polyfluoroalkyl substances) -> OECD Category

General Manufacturing Information · 4 items

All Other Basic Organic Chemical Manufacturing

Oxirane, 2,2,3-trifluoro-3-(trifluoromethyl)-: ACTIVE

"FREON E" /IS/ TRADEMARK FOR SERIES OF HYDROGEN END-CAPPED TETRAFLUOROETHYLENE EPOXIDE POLYMERS HAVING A DP /DEGREE OF POLYMERIZATION/ UP TO 10. BOILING RANGE 39-490 °C. HIGH DIELECTRIC CONSTANT. USED AS COOLANTS IN ELECTRONIC DEVICES. /FREON E/

"KRYTOX" /IS/ TRADEMARK FOR A SERIES OF HEXAFLUOROPROPYLENE EPOXIDE POLYMERS OF MEDIUM MOLECULAR WT, USED AS LUBRICATING OILS & GREASES. FOR USE IN HIGH TEMP OR CORROSIVE CONDITIONS; GOOD CHEM INERTNESS, EVEN WITH BOILING SULFURIC ACID; LOW SOLUBILITY IN MOST SOLVENTS; GOOD LUBRICITY UNDER LOAD... /KRYTOX/

Applications · 2 items

UsesHexafluoropropylene oxide is an important intermediate of organic fluorine material.HFPO is mainly used in the manufacture of high-quality fluorinated compounds.It is the main component of perfluor-vinyl ether(PPVE,PSVE,PFVE,PMVE) and the monomer of fluorinated surfactants and fluorinated ether oil.

General DescriptionHexafluoropropylene oxide is a colorless odorless gas. Hexafluoropropylene oxide is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. Its vapors are heavier than air. Hexafluoropropylene oxide can cause asphyxiation by the displacement of air. Exposure of the container to prolonged heat or fire may cause Hexafluoropropylene oxide to rupture violently and rocket.