Basic information
- Standard SMILES
COS(=O)(=O)C(F)(F)F- InChIKey
OIRDBPQYVWXNSJ-UHFFFAOYSA-N- Molecular formula
- C2H3F3O3S
- Average molar mass
- 164.11 g/mol
- Monoisotopic mass
- 163.97549962
Overview
Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
Names & identifiers
- Preferred name
- Methyl triflate
- IUPAC
- methyl trifluoromethanesulfonate
- English name
- Methyl trifluoromethanesulfonate
- Molecular formula
- C2H3F3O3S
- Molecular weight
- 164.1
Names & synonyms
Show more names
Database identifiers
- CAS
333-27-7- PubChem CID
- 9526
- DTXSID
DTXSID6049272- ChEMBL
CHEMBL3185488- UNII
- 7B25Z22EPV
- EC Number
- 206-371-7
- Nikkaji
- J193.765K
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 51.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 172
Experimental & physicochemical properties
Density
1.45 at 68 °F (NTP, 1992) - Denser than water; will sink
1.45 @25 °C
Physical Description
Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
Brown liquid; [CAMEO] Clear light yellow liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Boiling point
- 94 · 94-99 °C(lit.)
- Density
- 1.45 g/mL · 1.45 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.326(lit.)
- Flash point
- 101 °F · 101 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Sparingly), Ethyl Acetate (Slightly)
- form
- Liquid
- Specific Gravity
- 1.45 · 1.450
- color
- Clear colorless to yellow
- Sensitive
- Air Sensitive
- BRN
- 774772 · 774772
- Stability
- Hygroscopic, Moisture Sensitive, Volatile
- InChI
- InChI=1S/C2H3F3O3S/c1-8-9(6,7)2(3,4)5/h1H3
- InChIKey
- OIRDBPQYVWXNSJ-UHFFFAOYSA-N
- SMILES
- C(F)(F)(F)S(OC)(=O)=O
- CAS DataBase Reference
- 333 · 333-27-7(CAS DataBase Reference)
- FDA UNII
- 7 B25Z22EPV · 7B25Z22EPV
- EPA Substance Registry System
- Methyl trifluoromethanesulfonate (333-27-7)
- UNSPSC Code
- 41116105 · 41116105
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 226 · H226-H301+H311-H314-H330
- Precautionary statements
- 210 · P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
- Hazard Codes
- C,T
- Risk Statements
- 10 · 10-34-20/21/22
- Safety Statements
- 26 · 26-36/37/39-45-16
- RIDADR
- 2920 · UN 2920 8/PG 2
- WGK Germany
- 3 · 3
- F
- 10 · 10
- Hazard Note
- Highly Toxic/Corrosive
- TSCA
- TSCA listed
- HazardClass
- 3.2 · 3.2
- PackingGroup
- III
- HS Code
- 29049020 · 29049020
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 1 InhalationAcute · Acute Tox. 1 InhalationAcute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1B
- Limited Quantities
- 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 62 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Methanesulfonic acid, trifluoro-, methyl ester
Methyl trifluoromethanesulphonate: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
METHYL TRIFLUOROMETHANE SULFONATE is sensitive to heat. (NTP, 1992). Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Safety & protection
First Aid
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 Response
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Protective Action Criteria (PAC)
22 [mg/m3]
240 [mg/m3]
1400 [mg/m3]
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face chemical cartridge respirator equipped with the appropriate organic vapor cartridges. If that is not available, a half face respirator similarly equipped plus airtight goggles can be substituted. However, please note that half face respirators provide a substantially lower level of protection than do full face respirators. (NTP, 1992)
Toxicology
Safety data
- F
- 10
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2920 8/PG 2
- hs_code
- 29049020
- risk_code
- 10-34-20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS06
- hazard_code
- C,T
- hazard_note
- Highly Toxic/Corrosive
- safety_code
- 26-36/37/39-45-16
- hazard_class
- 3.2
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226-H301+H311-H314-H330
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1B
- Precautionary statements
- P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
UsesMethyl trifluoromethanesulfonate is used as a powerful methylating reagent in chemistry. Further, it is used in the conversion of amines to methyl ammonium triflates. In addition, it is also used in Suzuki reaction.
General DescriptionMethyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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