헥사플루오로프로필렌

Hexafluoropropylene

HCID 8302CAS 116-15-4

기본 정보

표준 SMILES
FC(F)=C(F)C(F)(F)F
InChIKey
HCDGVLDPFQMKDK-UHFFFAOYSA-N
분자식
C3F6
평균 분자량
150.02 g/mol
단동위원소 질량
149.99041932

개요

Hexafluoropropylene is an odorless, colorless gas. It is noncombustible. It can asphyxiate by the displacement of air. Exposure of the container to prolonged heat or fire can cause it to rupture violently and rocket.

이름 및 식별자

우선 이름
Hexafluoropropylene
IUPAC
1,1,2,3,3,3-hexafluoroprop-1-ene
현지명
헥사플루오로프로필렌
영어명
Hexafluoropropylene
분자식
C3F6
분자량
150.02

이름 및 동의어

HexafluoropropeneHexafluoropropylene116-15-4PerfluoropropenePerfluoropropylenePropene, hexafluoro-Perfluoro-1-propenePropylene, hexafluoro-Hexfluoropropylene1,1,2,3,3,3-HEXAFLUORO-1-PROPENE1-Propene, 1,1,2,3,3,3-hexafluoro-propylene hexafluoride
이름 더 보기
육불화프로펜헥사플루오로프로펜헥사플루오로프로필렌CF3CF=CF2HexafluorpropenPerfluoroprop-1-eneHexafluofoproenehexafluoro-propen
TRW23XOS20DTXSID2026949RefChem:146013DTXCID206949204-127-41,1,2,3,3,3-hexafluoroprop-1-eneC3F6MFCD00000447

데이터베이스 식별자

CAS
116-15-4
PubChem CID
8302
DTXSID
DTXSID2026949
ChEMBL
CHEMBL4644489
UNII
TRW23XOS20
EC Number
204-127-4
Nikkaji
J35.205E

물성

구조 계산 물성

XLogP
1.9
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
6
회전 가능 결합 수
0
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Halogenated Aliphatics, Unsaturated

Reactive agents - 1st degree

PFAS · 5건

PFAS -> Other/unspecified

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

PFAS -> Other/unspecified

PFAS -> Other/unspecified

PFAS -> Intentionally added food contact chemicals

SpringerMaterials PropertiesSchoenflies notation
OdorOdorless gas
Density · 2건

1.583 AT -40 °C/4 °C

1.583 @ -40°C

Color/FormColorless gas

물리화학적 성질

녹는점
153 °C · −153 °C(lit.)
끓는 점
28 °C · −28 °C(lit.)
밀도
1 · 1,583 g/cm3
증기압
587.952 kPa · 587.952kPa at 25℃
굴절률
1.4 · 1.4000
물리적 상태
가스
화학적 성질 · 1건

Hexafluoropropylene (HFP) is a colourless, odourless, non-flammable gas that is only slightly soluble in water. It is used as chemical intermediate primarily in the synthesis of fluoropolymers, fluoro-elastomers and fluorinated materials (e.g. perfluoropolyether functional fluids, oils and greases).

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H332: Harmful if inhaled [Warning Acute toxicity, inhalation]

P261, P271, P304+P340, P317, P319, P403+P233, P405, and P501 (click each P-code to see the statement)

Warning

H280 (89.5%): Contains gas under pressure; may explode if heated [Warning Gases under pressure]

P203, P260, P261, P264, P270, P271, P273, P280, P304+P340, P308+P316, P317, P318, P319, P403+P233, P405, P410+P403, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 5건

Chemical: 1-Propene, 1,1,2,3,3,3-hexafluoro-

1-Propene, 1,1,2,3,3,3-hexafluoro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propene, 1,1,2,3,3,3-hexafluoro- 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)

Status: Active Update: 03-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15192

Hexafluoropropene: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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.)

Other Safety InformationIMAP assessments - 1-Propene, 1,1,2,3,3,3-hexafluoro-: Human health tier I assessment
DOT LabelNon-Flammable Gas
Fire Hazards · 3건

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

· Some may burn but none ignite readily.

· Some may burn but none ignite readily.

Health Hazards · 3건

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

· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.

· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.

Hazards SummaryProduces acute tubular necrosis in experimental animals exposed to high concentrations; [HSDB] A respiratory tract irritant; The kidney is the target organ; [ACGIH]

안전 및 보호

Fire FightingExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:
Accidental Release Measures · 4건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch or walk through spilled material.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· Do not touch or walk through spilled material.

First Aid · 3건

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

General First Aid:

General First Aid:

Exposure Control and Personal Protection · 2건

· Wear positive pressure self-contained breathing apparatus (SCBA).

· Wear positive pressure self-contained breathing apparatus (SCBA).

Nonfire Spill ResponseExcerpt from ERG Guide 126 [Gases - Compressed or Liquefied (Including Refrigerant Gases)]:
Isolation and Evacuation · 3건

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

Immediate precautionary measure

Immediate precautionary measure

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 470(SRC), determined from a structure estimation method(2), indicates that hexafluoropropene is expected to have moderate mobility in soil(SRC). Volatilization of hexafluoropropene is expected from moist soil surfaces(SRC) given an estimated Henry's Law constant of 5.34 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). Hexafluoropropene is expected to rapidly volatilize from dry soil surfaces based on a vapor pressure of 4.9X10+3 mm Hg(SRC), determined from a fragment constant method(4). Highly chlorinated/fluorinated compounds are not expected to biodegrade rapidly(5).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 470(SRC), determined from a structure estimation method(2), indicates that hexafluoropropene is expected to adsorb to suspended solids and sediment in water(SRC). Hexafluoropropene is expected to volatilize rapidly from water surfaces(3,SRC) based on an estimated Henry's Law constant of 5.34 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated half-lives for a model river and model lake are 4 and 116 hours, respectively(3,SRC). According to a classification scheme(5), an estimated BCF value of 24(3,SRC), from an estimated log Kow of 2.12(6,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Highly chlorinated/fluorinated compounds are not expected to biodegrade rapidly(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hexafluoropropene, which has a vapor pressure of 4.9X10+3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase hexafluoropropene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC); the half-lives for these reactions in air are estimated to be about 21(3,SRC) and 95(4,SRC) days, respectively.

Adverse EffectsOther Poison - Simple Asphyxiant
Effluent ConcentrationsHexafluoropropene was identified, not quantified, in the stack emissions of a hazardous waste incinerator(1).
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for hexafluoropropene can be estimated to be about 470(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that hexafluoropropene is expected to have moderate mobility in soil(SRC).

TSCA Test Submissions · 1건

The ability of hexafluoropropene (HFP) to cause aberrations in Chinese hamster ovary (CHO) cells in vitro was evaluated in the presence and absence of rat liver S9 metabolic activation. Based on preliminary toxicity tests, nonactivated cultures were treated with 0, 0.01, 0.02, 0.10, 0.17, 0.29, 0.37, 0.43 or 0.59% HFP and activated cultures were treated with 0, 0.09, 0.17, 0.33, 0.46, 0.55, 0.67, 0.85, 1.40% HFP. Significant increases were observed in numbers of aberrations/cell, percent abnormal cells, and percent cells with >1 aberration relative to controls in nonactivated and activated cultures at the highest four dose levels (0.29% and 0.55% and above, respectively). Positive dose-related trends were observed for all three measurements in both nonactivated and activated cultures.

Artificial Pollution SourcesHexafluoropropene's production and use in the manufacture of copolymers and hexafluoropropylene oxide(1), may result in its release to the environment through various waste streams(SRC).

규제 정보

TSCA RequirementsManufacturers and processors of hexafluoropropene are required to conduct health effects testing under TSCA section 4.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
UD0350000
ridadr
UN 1858 (HEXAFLUOROPROPYLENE (REFRIGERANT GAS R 1216))
독성
LC50 inhalation in mouse: 750ppm/4H
HS 번호
2903590030

화학 및 산업

용도 및 제조

Uses · 5건

About 90% is used as a monomer in closed systems to produce fluoropolymers, fluoroelastomers, and fluorolubricants; About 10% is used to produce replacement chlorofluorocarbons; [ACGIH]

MONOMER FOR FLUORINATED ETHYLENE-PROPYLENE COPOLYMERS

COMONOMER FOR VINYLIDENE FLUORIDE ELASTOMERS

CHEM INT FOR PERFLUOROALKYL POLYETHER FLUIDS

Production of copolymers and hexafluoropropylene oxide.

U.S. Production · 3건

2023: 10,000,000 - <25,000,000 lb

(1977) AT LEAST 4.54X10+8 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Consumption PatternsREFRIGERANTS, 39%; FOAM BLOWING AGENTS, 17%; SOLVENTS, 14%; FLUOROPOLYMERS, 14%; STERILANT GAS, 2%; AEROSOL PROPELLANTS, 2%; FOOD FREEZANT, 1%; OTHER, 8%; EXPORTS, 3% (1985) /FLUOROCARBONS/
Consumer UsesMonomers
Industry UsesIntermediate
Methods of Manufacturing · 2건

BY-PRODUCT IN THE PRODUCTION OF TETRAFLUOROETHYLENE BY REACTION OF HYDROGEN FLUORIDE WITH CHLOROFORM IN THE PRESENCE OF ANTIMONY TRIFLUORIDE CATALYST, FOLLOWED BY PYROLYSIS; PYROLYSIS OF POLYTETRAFLUOROETHYLENE; FLUORINATION OF 1,2,3-TRICHLOROPROPANE, THEN DEHALOGENATION

Produced by temperature controlled pyrolysis of chlorodifluoromethane. Also obtained from tetrafluoroethylene by heating at normal or reduced pressure in the presence of an inert gas or water vapor.

응용 분야 · 2건

용도Hexafluoropropene is used in the synthesis of polyvinylidene fluoride-co-hexafluoropropylene, a polymer which is currently being used in various fields of the nano and electronic sector ranging from membranes to nanoparticles.

일반 설명Hexafluoropropylene is an odorless, colorless gas. Hexafluoropropylene is noncombustible. Hexafluoropropylene can asphyxiate by the displacement of air. Exposure of the container to prolonged heat or fire can cause Hexafluoropropylene to rupture violently and rocket.

제조 방법 · 1건

Hexafluoropropylene can be produced by pyrolysis of tetrafluoroethylene (TFE):3 CF2=CF2 → 2 CF3CF=CFThis reaction is carried out in a closed continuous reactor at 600 to 900°C. The yield can be improved at low partial pressure, achieved either by operating under reduced total pressure (down to 0.1 bar) or by injecting an inert diluent such as steam or CO2.Significant quantities of by-products, including the highly toxic perfluoroisobutylene (PFIB), are formed during the pyrolysis of TFE. Such by-products are either incinerated directly or are collected and transported for incineration at a remote facility.Hexafluoropropylene can also be prepared from chlorodifluoromethane, or produced from various chlorofluorocarbons.

관련 반응

126건

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