HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.9
  1. Home
  2. /Compound

1,3-Dioxolan-2-one, 4-fluoro-

HCID 2769656
New noteNew reactionRequest quotesPrint preview
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
114435-02-8
Standard SMILES
O=C1OCC(F)O1
InChIKey
SBLRHMKNNHXPHG-UHFFFAOYSA-N
Molecular formula
C3H3FO3
Average molar mass
106.05 g/mol
Monoisotopic mass
106.00662212

Names & identifiers

Preferred name
1,3-Dioxolan-2-one, 4-fluoro-
IUPAC
4-fluoro-1,3-dioxolan-2-one
English name
Fluoroethylene carbonate
Molecular formula
C3H3FO3
Molecular weight
106.05

Names & synonyms

4-fluoro-1,3-dioxolan-2-one114435-02-8Fluoroethylene carbonate1,3-Dioxolan-2-one, 4-fluoro-DTXSID20888867RefChem:414857DTXCID801028138483-360-5601-313-0MFCD062475434-Fluoro-2-oxo-1,3-dioxolaneFluoroethylene carbonate, 99%
Show more names
4-Fluoro-1,3-dioxolan-2-one 97%FloroEthylene carbonateFluoroethylene carbonate 99%(FEC)4-Fluoro-1,3-dioxolan-2-onean-2-one4-Fluoro-1uoro-1,3-dioxoL
Fluoroethylene carbonate (FEC)FEC, Lithium Ion Battery GradeC3H3FO3Fluoro ethylene carbonateSCHEMBL33933FD2018AKOS005063553FF33428

Database identifiers

CAS
114435-02-8
PubChem CID
2769656
DTXSID
DTXSID20888867
EC Number
483-360-5、601-313-0
Nikkaji
J1.182.000J

Properties

Computed structural properties

XLogP
-0.3
Topological polar surface area
35.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
7
Formal charge
0
Complexity
92.2

Experimental & physicochemical properties

Physical DescriptionLiquid

Physicochemical properties

Melting point
18 · 18-23 °C
Boiling point
212 ℃ · 212℃
Density
1.454 · 1.454
vapor pressure
51 Pa · 51Pa at 25℃
refractive index
1.396 to · 1.3960 to 1.4000
Flash point
102 ° · >102°(216°F)
storage temp.
2 · 2-8°C
form
Liquid
color
Colorless
Water Solubility
Slightly miscible with water.
Major Application
battery manufacturing
InChI
InChI=1S/C3H3FO3/c4-2-1-6-3(5)7-2/h2H,1H2
InChIKey
SBLRHMKNNHXPHG-UHFFFAOYSA-N

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H302 (98.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

This chemical does not meet GHS hazard criteria for 7% (3 of 43) of reports.

Warning

Hazard information

Regulatory Information · 3 items

1,3-Dioxolan-2-one, 4-fluoro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Dioxolan-2-one, 4-fluoro- 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)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

REACH registered substance: 4-fluoro-1,3-dioxolan-2-one (EC: 483-360-5)

Hazard Classes and Categories · 2 items

Acute Tox. 4 (98.6%)

Acute Tox. 4 (90.7%)

Safety data

wgk
1
tsca
TSCA listed
hs_code
29329990
risk_code
22-36/38-43-48/22
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 400,000 - <550,000 lb
Consumer UsesIon exchange agent
Industry UsesIon exchange agent
General Manufacturing Information · 2 items

Other (requires additional information)

1,3-Dioxolan-2-one, 4-fluoro-: ACTIVE

Applications · 2 items

Uses4-Fluoro-1,3-dioxolan-2-one is used as an electrolyte additive in lithium ion batteries. It also enables the formation of thin, smooth and stable passive solid electrolyte interphase (SEI) layer, which increases the cycling efficiency and discharge capacity retention of the secondary battery. Further, it is used as an intermediate in organic synthesis.

General DescriptionFluoroethylene carbonate (FEC) can be used as a co-solvent for the formation of electrolytes, which can exhibit a reversible capacity of 2.5 Ah g1. It can be further used in the fabrication of lithium-ion batteries. FEC enables the formation of thin, smooth and stable passive solid electrolyte interphase (SEI) layer, which is insoluble in the electrolyte, in turn increasing the cycling efficiency and discharge capacity retention of the secondary battery.

Preparation methods · 1 item

PreparationThe preparation of Fluoroethylene carbonate is as follows:Add 114g of liquid ethylene carbonate at 50, 1.14g of palladium acetate (II) and 114g of dry acetonitrile (water 100ppm) to a 500ml Monel reactor containing the monophenyl iodine difluoride prepared in step (1) , Stir at 50°C for 0.5h, raise the temperature to 70°C and react for 5h (the molar ratio of ethylene carbonate to hydrogen fluoride in step (1) is 1.1:2.5, the molar ratio of ethylene carbonate to acetonitrile is 1.1:2.8, palladium acetate (II) The dosage is 1.0% of the mass of ethylene carbonate). The tail gas during the reaction was absorbed by potassium hydroxide solution with a mass fraction of 10%. After the reaction, vacuum distillation was carried out under the condition of 3mmHg. The 65-71°C fraction was collected to obtain 103.3g of fluoroethylene carbonate with a GC content of 99.3%. The yield of FEC was 75%.

Suppliers

Loading…

Open inquiries

Loading…

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
SMILES
O1CC(F)OC1=O
LogP
-0.435 at · -0.435 at 20.1℃
CAS DataBase Reference
114435 · 114435-02-8(CAS DataBase Reference)
EPA Substance Registry System
1 · 1,3-Dioxolan-2-one, 4-fluoro- (114435-02-8)
UNSPSC Code
26111700 · 26111700
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H317-H319
Precautionary statements
261 · P261-P264-P280-P333+P313-P337+P313-P362+P364
Hazard Codes
Xn
Risk Statements
22 · 22-36/38-43-48/22
Safety Statements
26 · 26-36/37
WGK Germany
1 · 1
TSCA
TSCA listed
HS Code
29329990 · 29329990
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1
REACH Registrations
Active
safety_code
26-36/37
Storage Class
10 - Combustible liquids
Hazard statements
H302-H315-H317-H319
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1
Precautionary statements
P261-P264-P280-P333+P313-P337+P313-P362+P364

Upstream & downstream products

Upstream raw materials

Chloroethylene carbonateEthylene carbonate