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4-Chloromercuribenzoic acid

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4-Chloromercuribenzoic acid manufacturers

4-Chloromercuribenzoic acid Chemical Properties
Melting point 287 °C (dec.)(lit.)
storage temp. -20°C Freezer
solubility Aqueous Base (Slightly, Heated),
form solid
biological sourcemouse
BRN 3662892
InChI1S/C7H5O2.ClH.Hg/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);1H;/q;;+1/p-1
InChIKeyYFZOUMNUDGGHIW-UHFFFAOYSA-M
SMILESOC(=O)c1ccc([Hg]Cl)cc1
CAS DataBase Reference59-85-8(CAS DataBase Reference)
EPA Substance Registry SystemMercurate(1-), (4-carboxylatophenyl)chloro-, hydrogen (59-85-8)
Safety Information
Hazard Codes T+,N
Risk Statements 26/27/28-33-50/53
Safety Statements 13-28-36-45-60-61
RIDADR UN 2025 6.1/PG 2
WGK Germany 3
RTECS OV8050000
3-8-10
TSCA TSCA listed
HazardClass 6.1(a)
PackingGroup II
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 1 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Aquatic Acute 1
Aquatic Chronic 1
STOT RE 2
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
4-Chloromercuribenzoic acid Usage And Synthesis
Chemical Properties4-CHLOROMERCURIBENZOIC ACID is White Solid
Uses4-CHLOROMERCURIBENZOIC ACID can be used to inhibit some enzymes that require unmodified cysteine residues (e.g., adenylyl cyclase).
UsesA useful sulfhydryl reagent that reacts with Histidine 225C, a residue of the NhaA-Na/H Antiporter of Escherichia Coli
DefinitionChEBI: P-chloromercuribenzoic acid is a mercuribenzoic acid and a chlorine molecular entity. It is functionally related to a benzoic acid.
Biological ActivityDHFR catalyzes the nicotinamide adenine dinucleotide phosphate (NADPH)-dependent reduction of dihydrofolate to tetrahydrofolate, and it is essential for the synthesis of thymidylate, purines and several amino acids. Expression of methotrexate (MTX)-resistant variants of DHFR in normal hematopoietic cells is a potential strategy to permit administration of larger doses of MTX by alleviating drug toxicity in normal cells and tissues th at are drug sensitive.
Safety ProfilePoison by intraperitoneal route. See also MERCURY COMPOUNDS. When heated to decomposition it emits very toxic fumes of Cland Hg.
Purification MethodsIts suspension in water is stirred with enough 1M NaOH to dissolve most of it: a small amount of insoluble matter is removed by centrifugation. The chloromercuribenzoic acid is then precipitated by adding 1M HCl and centrifuged off. The precipitation is repeated twice. Finally, the precipitate is washed three times with distilled water (by centrifugation), then dried in a thin layer under vacuum over P2O5 [Boyer J Am Chem Soc 76 4331 1954]. Chloromethylphosphonic acid dichloride [1983 -26 -2] M 167.4, b 50o/0.5mm, 52 -53(59)o/2mm, 63-65o/3mm, 78 -79o/10mm, 87 -88o/15mm, 102-103o/30mm, d 4 1.638, n D 1.4971. It is fractionally distilled using a short Claisen column and redistilled. The aniline salt has m 199-201o. The 3 1P NMR has a single peak at -38±2 ppm from 85% H3PO4. [Kinnear & Perren J Chem Soc 3437 1952, NMR: van Wazer et al. J Am Chem Soc 78 5715 1956, McConnell et al. J Org Chem 22 462 1957, Beilstein 1 III 2593, 1 IV 3068.]
4-Chloromercuribenzoic acid Preparation Products And Raw materials
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