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Phenylmethylsulfonyl fluoride

CAS No.
329-98-6
Chemical Name:
Phenylmethylsulfonyl fluoride
Synonyms
PMSF;PHENYLMETHANESULFONYL FLUORIDE;TOSYL FLUORIDE;P-TOLUENESULFONYL FLUORIDE;α-toluenesulphonyl fluoride;ALPHA-TOLUENESULFONYL FLUORIDE;4-METHYLBENZENESULFONYL FLUORIDE;abs9146;PMSF PLUS;PMSF, PMs-F
CBNumber:
CB9454820
Molecular Formula:
C7H7FO2S
Molecular Weight:
174.19
MDL Number:
MFCD00007424
MOL File:
329-98-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41

Phenylmethylsulfonyl fluoride Properties

Melting point 92-95 °C
Boiling point 112 °C16 mm Hg(lit.)
Density 0.797 g/mL at 20 °C
Flash point 222 °F
storage temp. 2-8°C
solubility dry solvents (ethanol, methanol, and 2-propanol): 200 mM Stock solution are stable for months at 4°C.
form Needles (May Agglomerate)
pka 7.0
color White
biological source synthetic
Water Solubility hydrolysis
Sensitive Moisture Sensitive
Merck 14,7542
BRN 2088311
Stability Moisture Sensitive
Cosmetics Ingredients Functions SKIN CONDITIONING
InChI 1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
InChIKey YBYRMVIVWMBXKQ-UHFFFAOYSA-N
SMILES FS(=O)(=O)Cc1ccccc1
CAS DataBase Reference 329-98-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 57KD15003I
EPA Substance Registry System Benzenemethanesulfonyl fluoride (329-98-6)
UNSPSC Code 12352202
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H314
Precautionary statements  P260-P270-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  F,T,C
Risk Statements  11-34-25-23/24/25
Safety Statements  7-16-45-36/37/39-28A-26-27
RIDADR  UN 3261 8/PG 2
WGK Germany  3
RTECS  XT8050000
F  3-10-21
Hazard Note  Highly Toxic/Corrosive
TSCA  TSCA listed
HazardClass  8
PackingGroup  III
HS Code  29241990
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 3 Oral
Skin Corr. 1B
Toxicity LD50 (24 hr) in mice (mg/kg): 215 ±55 i.p. (Pinsky)
Limited Quantities 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
NFPA 704
1
3 1

Phenylmethylsulfonyl fluoride price More Price(92)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PMSF-RO PMSF Phenylmethylsulfonyl fluoride 329-98-6 10g $211 2026-04-30 Buy
Sigma-Aldrich PMSF-RO PMSF Phenylmethylsulfonyl fluoride 329-98-6 25g $342 2026-04-30 Buy
Sigma-Aldrich 93482 Phenylmethanesulfonyl fluoride solution ~0.1?M in ethanol (T) 329-98-6 50mL $160 2026-04-30 Buy
Sigma-Aldrich 93482 Phenylmethanesulfonyl fluoride solution ~0.1?M in ethanol (T) 329-98-6 250ML $632 2026-04-30 Buy
Sigma-Aldrich 7110-OP OmniPur Phenylmethyl Sulfonyl Fluoride - CAS 329-98-6 - Calbiochem 329-98-6 5G $103 2026-04-30 Buy
Product number Packaging Price Buy
PMSF-RO 10g $211 Buy
PMSF-RO 25g $342 Buy
93482 50mL $160 Buy
93482 250ML $632 Buy
7110-OP 5G $103 Buy

Phenylmethylsulfonyl fluoride Chemical Properties, Uses, Production

Chemical Properties

White to cream solid

Uses

PMSF is an irreversible serine/cysteine protease inhibitor

Uses

Phenylmethylsulfonyl fluoride is used as a Protease inhibitor such as Chymotrypsin, Trypsin and Thrombin as well as Acetylcholineesterase.

Uses

Standard protease inhibitor in biological research; in protein purification to prevent proteolytic degradation.

Definition

ChEBI: Phenylmethanesulfonyl fluoride is an acyl fluoride with phenylmethanesulfonyl as the acyl group. It has a role as a serine proteinase inhibitor. It derives from a phenylmethanesulfonic acid.

Hazard

Extremely corrosive and destructive to tissues. May cause irreversible eye damage. PMSF hydrolyzes upon exposure to water/moisture, liberating a toxic and corrosive gas (hydrogen flouride) that in contact with metal surfaces can generate flammable and/or explosive hydrogen gas.

General Description

In biochemistry, Phenylmethylsulfonyl fluoride (PMSF) is a serine protease inhibitor commonly used in preparation of cell lysates. It is rapidly degraded in water and stock solutions are usually made up in anhydrous ethanol, isopropanol, corn oil, or DMSO (Dimethyl sulfoxide).    

Biological Activity

pmsf (phenylmethanesulfonyl fluoride) is an irreversible inhibitor of serine proteinases, which is associated with the development of the delayed organophosphorus neuropathy. it has a role in a lot of cellular repair and regeneration processes in many kinds of tissues. pmsf is a long acting neuropathy target esterase (nte) inhibitor. nte is a protection was related to inhibition of the putative target of organophosphate-induced delayed polyneuropathy (opidp). pmsf can increase nte inhibition to more than 90%. pmsf also acts as an active site directed reagent for γ-glutamyl transpeptidase.thomas baker, herbert e. lowndes, martin k. johnson, irene c. sandborg. the effects of phenylmethanesulfonyl fluoride on delayed organophosphorus neuropathy. archives of toxicology. 1980; 46(3-4): 305 – 311.marcello lotti, stefano caroldi, eugenio capodicasa, angelo moretto. promotion of organophosphate-induced delayed polyneuropathy by phenylmethanesulfonyl fluoride. toxicology and applied pharmacology. 1991; 108(2): 234 – 241.masayasu inoue, seikoh horiuchi, yoshimasa morino. inactivation of γ-glutamyl transpeptidase by phenylmethanesulfonyl fluoride, a specific inactivator of serine enzymes. biochemical and biophysical research communications. 1978; 82(4): 1183 – 1188.

Biochem/physiol Actions

Phenylmethanesulfonyl fluoride has the ability to enhance the stability of plasma lipidome in lipidomic and metabolomic analysis. This serine protease inhibitor reduces the naloxone-precipitated withdrawal jumping behavior in morphine-dependent mice.

Synthesis

Dibenzyl disulfide

150-60-7

Phenylmethylsulfonyl fluoride

329-98-6

General procedure for the synthesis of phenylmethylsulfonyl fluoride from dibenzyl disulfide: Selectfluor (2306.2 mg, 6.5 mmol) was added to a stirred mixed solution of dibenzyl disulfide (246.3 mg, 1.0 mmol) in acetonitrile (10.0 mL) and water (1.0 mL). The reaction mixture was heated under reflux conditions for 1.5 h and the progress of the reaction was monitored by thin layer chromatography (TLC). After the dibenzyl disulfide and the corresponding thiosulfonate disappeared on TLC, water (10 mL) was added to the reaction mixture and extracted with ethyl acetate (20 mL × 3). The organic phases were combined, washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. Finally, it was purified by silica gel column chromatography to obtain phenylmethylsulfonyl fluoride (299.0 mg, 86% yield) in colorless crystal form.

storage

Desiccate at RT

storage

Phenylmethylsulfonyl fluoride (PMSF) is incompatible with water, acids, bases, and strong oxidizing agents. Do not store PMSF in glass or mild steel/galvanized containers. Store in a cool, dry, and well-ventilated area away from incompatible chemicals.

Purification Methods

Purify PMSF by recrystallisation from *C6H6, pet ether or CHCl3/pet ether. [Davies & Dick J Chem Soc 483 1932, cf Tullock & Coffman J Org Chem 23 2016 1960.] It is a general protease inhibitor (specific for trypsin and chymotrypsin) and is a good substitute for diisopropylphosphoro floridate [Fahrney & Gould J Am Chem Soc 85 997 1963]. [Beilstein 11 III 331.]

Description

Phenylmethanesulfonyl Fluoride (PMSF) is an inhibitor of serine proteases such as trypsin, chymotrypsin, thrombin, and papain. It is routinely added as a supplement to lysis buffers just prior to lysis, to prevent protease degradation. recommends adding PMSF at 1 mM to Cell Lysis Buffer and RIPA Buffer .

CAS

References

[1] Tetrahedron Letters, 2011, vol. 52, # 24, p. 3086 - 3089
[2] Tetrahedron, 2014, vol. 70, # 14, p. 2464 - 2471

1939-99-7
329-98-6
Synthesis of Phenylmethylsulfonyl fluoride from alpha-Toluenesulfonyl chloride
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View Latest Price from Phenylmethylsulfonyl fluoride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PMSF pictures 2026-07-27 PMSF
329-98-6
$33.00-48.00 99.78% 10g TargetMol Chemicals Inc.
PMSF pictures 2026-07-27 PMSF
329-98-6
$33.00-48.00 99.78% 10g TargetMol Chemicals Inc.
Phenylmethylsulfonyl fluoride pictures 2026-05-28 Phenylmethylsulfonyl fluoride
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$19.00 1KG 99.% 50 ton Hebei Chuanghai Biotechnology Co,.LTD
  • PMSF pictures
  • PMSF
    329-98-6
  • $33.00-48.00
  • 99.78%
  • TargetMol Chemicals Inc.
  • PMSF pictures
  • PMSF
    329-98-6
  • $33.00-48.00
  • 99.78%
  • TargetMol Chemicals Inc.
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