| Identification | More | [Name]
Diethyl pyrocarbonate | [CAS]
1609-47-8 | [Synonyms]
DEP
DEPC
DIETHYL DICARBONATE
DIETHYL OXYDIFORMATE
DIETHYL PYROCARBONATE
ETHOXYFORMIC ACID ANHYDRIDE
ETHOXYFORMIC ANHYDRIDE
OXYDIFORMIC ACID DIETHYL ESTER
PYROCARBONIC ACID DIETHYL ESTER
Baycovin
Dicarbonic acid, diethyl ester
dicarbonicacid,diethylester
dicarbonicaciddiethylester
Diethyl ester of pyrocarbonic acid
Diethyl pyrocarbonic acid
Diethylester kyseliny diuhlicite
diethylesterkyselinydiuhlicite
diethylesterofpyrocarbonicacid
diethylpyrocarbonicacid
Diethylpyrokarbonat | [EINECS(EC#)]
216-542-8 | [Molecular Formula]
C6H10O5 | [MDL Number]
MFCD00009106 | [Molecular Weight]
162.14 | [MOL File]
1609-47-8.mol |
| Chemical Properties | Back Directory | [Appearance]
liquid | [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 | [Stability:]
Combustible. Unstable-readily decomposes. Incompatible with strong oxidizing agents, strong acids, strong reducing agents, strong bases, ammonia. | [biological source]
synthetic (microbial fermentation/ cell culture) | [Water Solubility ]
slow decomposition | [Sensitive ]
Moisture Sensitive | [Detection Methods]
NMR | [Merck ]
14,7998 | [BRN ]
637031 | [InChI]
1S/C6H10O5/c1-3-9-5(7)11-6(8)10-4-2/h3-4H2,1-2H3 | [InChIKey]
FFYPMLJYZAEMQB-UHFFFAOYSA-N | [SMILES]
CCOC(=O)OC(=O)OCC | [LogP]
1.101 (est) | [CAS DataBase Reference]
1609-47-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Diethyl pyrocarbonate(1609-47-8) | [Storage Precautions]
Store under nitrogen;Moisture sensitive | [EPA Substance Registry System]
1609-47-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P264-P270-P301+P312-P501 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
LQ9350000
| [F ]
4.4-9-21 | [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29209085 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral | [Safety Profile]
Poison 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. | [Toxicity]
LD50 orally in Rabbit: 850 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
liquid | [Uses]
Gentle esterifying agent. Preservative for wines, soft drinks, fruit juices. | [Uses]
Modification reagent for His and Tyr residues in proteins. Robust probe for structural disruptions in dsDNA, reacting with fully or partially unstacked bases.1 | [Definition]
ChEBI: The diethyl ester of dicarbonic acid. | [Production Methods]
Diethyl dicarbonate is manufactured commercially through a carefully controlled ester forming process that brings together ethanol derived intermediates with carbonylating agents under anhydrous, catalytic conditions. In a typical industrial route, ethanol is first converted to ethyl chloroformate or another activated carbonate species, which then undergoes a carbonylation or transesterification reaction, often using phosgene substitutes or carbon monoxide-based chemistry, to form the diethyl dicarbonate molecule. These reactions take place in closed reactors where temperature, pressure, and moisture levels are tightly regulated to prevent decomposition and ensure high purity. | [General Description]
Diethyl 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 Actions]
Inactivates RNase in solution at about 0.1% (v/v), thus protecting RNA against degradation. | [Mechanism of action]
Disrupts the function of enzymes and proteins - chemically modifies amino acid residues in proteins (histidine, lysine, cysteine & tyrosine) | [Purification Methods]
Dissolve 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.] | [Pesticide Type]
Fungicide |
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