Diethyl pyrocarbonate

Diethyl pyrocarbonate Basic information
Product Name:Diethyl pyrocarbonate
Synonyms:diethylesterofpyrocarbonicacid;diethylpyrocarbonicacid;Diethylpyrokarbonat;DKD;Ethyl pyrocarbonate;ethylpyrocarbonate;Formic acid, oxydi-, diethyl ester;oxydi-formicacidiethylester
CAS:1609-47-8
MF:C6H10O5
MW:162.14
EINECS:216-542-8
Product Categories:Building Blocks;Carbonates;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
Mol File:1609-47-8.mol
Diethyl pyrocarbonate Structure
Diethyl pyrocarbonate Chemical Properties
Melting point 69℃
Boiling point 93-94 °C18 mm Hg(lit.)
density 1.12 g/mL at 20 °C
refractive index n20/D 1.398(lit.)
Fp 157 °F
storage temp. 2-8°C
solubility 95% ethanol: soluble4.5g/10 mL, clear, colorless
form Liquid
color APHA: ≤20
Water Solubility slow decomposition
Sensitive Moisture Sensitive
Merck 14,7998
BRN 637031
Stability:Combustible. Unstable - readily decomposes. Incompatible with strong oxidizing agents, strong acids, strong reducing agents, strong bases, ammonia.
InChIKeyFFYPMLJYZAEMQB-UHFFFAOYSA-N
LogP1.101 (est)
CAS DataBase Reference1609-47-8(CAS DataBase Reference)
NIST Chemistry ReferenceDiethyl pyrocarbonate(1609-47-8)
EPA Substance Registry SystemDicarbonic acid, diethyl ester (1609-47-8)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-20/21/22
Safety Statements 26-36-37/39
RIDADR 2810
WGK Germany 3
RTECS LQ9350000
4.4-9-21
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29209085
ToxicityLD50 orally in Rabbit: 850 mg/kg
MSDS Information
ProviderLanguage
Pyrocarbonic acid diethyl ester English
SigmaAldrich English
ACROS English
ALFA English
Diethyl pyrocarbonate Usage And Synthesis
Chemical Propertiesliquid
UsesModification reagent for His and Tyr residues in proteins. Robust probe for structural disruptions in dsDNA, reacting with fully or partially unstacked bases.1
UsesGentle esterifying agent. Preservative for wines, soft drinks, fruit juices.
UsesDiethyl pyrocarbonate may be used in the following studies:
  • For the modification of histidyl residues in proteins.
  • As a nuclease inhibitor, for the extraction of undegraded nucleic acids from etiolated and green plant tissues.
  • For the modification of linear and supercoiled plasmid DNAs.
  • As a chemical probe to investigate the secondary structure in negatively supercoiled DNA.
  • For cabethoxylation of histidine residues of actin.
DefinitionChEBI: The diethyl ester of dicarbonic acid.
General DescriptionDiethyl pyrocarbonate (DEP) is a bactericidal agent and decomposes in water to CO2 and ethanol. DEP inhibits enzymes such as DNase and RNase without affecting nucleic acids. It is useful for the preparation of mRNA from tissues.
Biochem/physiol ActionsInactivates RNase in solution at about 0.1% (v/v), thus protecting RNA against degradation.
Safety ProfilePoison by ingestion, inhalation, and intraperitoneal routes. Concentrated DEPC is irritating to eyes, mucous membranes, and sh. When heated to decomposition it emits acrid smoke and fumes. See also ESTERS.
Purification MethodsDissolve the ester in Et2O, wash it with dilute HCl, H2O, dry over Na2SO4, filter, evaporate and distil the residue first in vacuo then at atmospheric pressure. It is soluble in alcohols, esters, ketones and hydrocarbon solvents. A 50% w/w solution is usually prepared for general use. Treat with great CAUTION as DEP irritates the eyes, mucous membranes and skin. [Boehm & Mehta Chem Ber 71 1797 1938, Thoma & Rinke Justus Liebigs Ann Chem 624 30 1959, Beilstein 3 IV 18.]
Diethyl pyrocarbonate Preparation Products And Raw materials
Preparation ProductsETHYL PERFLUORONONANOATE-->4-[(ETHOXYCARBONYL)AMINO]BENZOIC ACID
Diethyl pyrocarbonate Maleic anhydride Diethyl phthalate Ethyl methyl carbonate Tris(trimethylsilyl)phosphate Olibanum oil Succinic anhydride Diethyl ether Diethyl phosphite BUTYL OLEATE Phthalic anhydride Celiprolol Methyl acrylate Diethyl malonate Dimethyl succinate Isatoic Anhydride Diethyl sulfate Dimethyl dicarbonate

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