Diethyl Pyrocarbonate (HCID 3051)

概要

Diethyl pyrocarbonate is the diethyl ester of dicarbonic acid. It is functionally related to a dicarbonic acid.

名称と識別子

優先名称: Diethyl Pyrocarbonate
IUPAC: ethoxycarbonyl ethyl carbonate
現地名: ビス(エトキシぎ酸)無水物
英語名: Diethyl pyrocarbonate
分子式: C6H10O5
分子量: 162.14

名称と別名

diethyl pyrocarbonate1609-47-8Diethyl dicarbonateDEPCDiethyl oxydiformateDiethylpyrocarbonateBaycovinEthyl pyrocarbonatePirefDicarbonic acid, diethyl esterDicarbonic acid diethyl esterDiethyl pyrocarbonic acid

名称をさらに表示

オキシジぎ酸ジエチルオキシ二ぎ酸ジエチルベイコビンバイコビンピレフビス(炭酸エチル)無水物ジエチルオキシジホルマートデカペックス二炭酸ジエチルオキシビス(ぎ酸エチル)ピロ炭酸ジエチルビス(エトキシぎ酸)無水物ジエチルピロカルボナートピロカルボン酸ジエチルジエチルジカルボネートethoxycarbonyl ethyl carbonateDKDDEP／DEPCDEPC/DEPethylpyrocarbonate

Oxydiformic acid diethyl esterPyrocarbonic acid diethyl esterDiethylpyrokarbonatEthoxyformic acid anhydridePyrocarbonate d'ethylePyrokohlensaeure diaethyl esterDiethyl ester of pyrocarbonic acidDiethylester kyseliny diuhlicite

データベース識別子

CAS: 1609-47-8
PubChem CID: 3051
DTXSID: DTXSID2051764
ChEMBL: CHEMBL55517
ChEBI: CHEBI:59051
UNII: LMR3LZG146
EC Number: 216-542-8
Nikkaji: J13.055I

物性

構造計算による物性

XLogP: 1.4
極性表面積: 61.8 Å²
水素結合供与体数: 0
水素結合受容体数: 5
回転可能結合数: 6
重原子数: 11
形式電荷: 0
複雑度: 126

実験および物理化学的性質

Chemical ClassesOther Classes -> Esters, Other

Food AdditivesDOUGH STRENGTHENER -> FDA Substance added to food

Density1.12 @25 °C

Melting Point< 25 °C

Physical Description · 2 件

Viscous liquid with a fruity odor. [Merck Index] Clear colorless liquid; [Sigma-Aldrich MSDS]

Solid

物理化学的性質

融点: 69 ℃ · 69℃
沸点: 93 · 93-94 °C18 mm Hg(lit.)
比重(密度): 1.12 g/mL · 1.12 g/mL at 20 °C
屈折率: 20 · n20/D 1.398(lit.)
闪点: 157 °F · 157 °F
貯蔵温度: 2 · 2-8°C
溶解性: 95 %エタノール:可溶4.5g/10mL、無色透明 · 95%エタノール:可溶4.5g/10mL、無色透明
外見: 液体
色: 20 · APHA: ≤20
由来生物: synthetic (microbial fermentation/ cell culture)
水溶解度: 遅い分解
Merck: 14 · 14,7998
BRN: 637031 · 637031
安定性: 可燃性。不安定で分解しやすい。強酸化剤、強酸、強還元剤、強塩基、およびアンモニアとは相容れない。
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 · 1.101 (est)
CAS データベース: 1609 · 1609-47-8(CAS DataBase Reference)
NISTの化学物質情報: Diethyl pyrocarbonate(1609-47-8)
EPAの化学物質情報: Dicarbonic acid, diethyl ester (1609-47-8)

化学的性質

化学的特性liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (93.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 93 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Dicarbonic acid, diethyl ester

Diethyl dicarbonate: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Causes dyspnea in inhalation lethal-concentration studies of guinea pigs, mice, and rabbits (LCLo = 10 ppm/1hr); [RTECS] Slowly decomposed by water forming ethanol and carbon dioxide; A skin, eye, and mucous membrane irritant; [Merck Index] A skin and strong eye irritant; Harmful by ingestion; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (93.5%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

4.1 [mg/m3]

45 [mg/m3]

270 [mg/m3]

毒性情報

Toxicity DataLCLo (rat) = 10,000 mg/m3/1hr

安全データ

F: 4.4-9-21
wgk: 3
tsca: TSCA listed
rtecs: LQ9350000
ridadr: 2810
毒性: LD50 orally in Rabbit: 850 mg/kg
hs_code: 29209085
risk_code: 22-36/37/38-20/21/22
消防法: 危-4-2-III
hazard_code: Xn
safety_code: 26-36-37/39
hazard_class: 6.1(b)
packing_group: III
Hazard Classifications: Acute Tox. 4 Oral
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Uses · 2 件

Used as a preservative in wines, soft drinks, and fruit juices; [Merck Index] Used as a laboratory reagent; [REPROTOX]

Banned for use as a food additive; [FDA]

Use ClassificationFood Additives -> PRESERVATIVE -> JECFA Functional Classes

General Manufacturing InformationDicarbonic acid, 1,3-diethyl ester: ACTIVE

応用分野 · 3 件

用途有機合成原料、リボヌクレアーゼ阻害剤、抗菌添加剤。

使用Diethyl 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.

一般的な説明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.

調製方法 · 1 件

純化方法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.]