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156248

Sigma-Aldrich

Sodium ethoxide

95%

Synonym(s):

Sodium ethylate

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About This Item

Linear Formula:
CH3CH2ONa
CAS Number:
141-52-6
Molecular Weight:
68.05
Beilstein:
3593646
MDL number:
MFCD00012417
UNSPSC Code:
12352100
PubChem Substance ID:
57647509
NACRES:
NA.21
Assay:
95%
form:
powder
Pricing and availability is not currently available.

vapor density

1.6 (vs air)

Quality Level

200

vapor pressure

<0.1 mmHg ( 20 °C)

Assay

95%

form

powder

SMILES string

[Na+].CC[O-]

InChI

1S/C2H5O.Na/c1-2-3;/h2H2,1H3;/q-1;+1

InChI key

QDRKDTQENPPHOJ-UHFFFAOYSA-N

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General description

Sodium ethoxide (Sodium ethylate) is a sodium alkoxide. It has been synthesized by reacting sodium with ethanol. It undergoes decomposition in the presence of water to afford ethanol and sodium hydroxide. It is widely employed as a strong base in organic synthesis studies.[1]

Application


  • Organic solvent fractionation in lignin depolymerization: A study focused on enhancing the monophenolic yield of lignin depolymerization using a dualistic aprotic solvent system, employing sodium ethoxide for effective organic solvent fractionation. This approach underscores the versatility of sodium ethoxide in complex organic synthesis and biomass processing (Xu et al., 2024).

  • Solid-state self-quenching-resistant sulfur dots: Research on sulfur dots utilized a solvent-type passivation strategy to control solid-state self-quenching-resistant behavior, where sodium ethoxide played a crucial role in the synthesis process. This study illustrates sodium ethoxides utility in advanced materials synthesis, particularly for optoelectronic applications (Wu et al., 2022).

  • Synthesis of corrosion inhibitors: Sodium ethoxide was used in the efficient synthesis of 6,7-Dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile compounds, demonstrating its applicability as a base in the synthesis of corrosion inhibitors for steel alloys. This application combines computational and practical approaches to highlight sodium ethoxide′s role in materials science and corrosion prevention (Abd El-Lateef et al., 2022).

  • Colon-targeted drug delivery systems: The design and synthesis of Thieno[2,3-b]pyridines-chitosan nanocomposites for colon targeting employed sodium ethoxide. This research showcases sodium ethoxides application in the preparation of targeted drug delivery systems, focusing on enhancing the efficacy and specificity of pharmaceutical treatments (Mansour et al., 2020).

  • Synthesis of antimicrobial compounds: Sodium ethoxide was integral in the synthesis of novel bis-alpha,beta-unsaturated ketones and nicotinonitrile derivatives, aimed at antimicrobial applications. This study highlights the compound′s critical role in the development of new antimicrobial agents, demonstrating its utility in medicinal chemistry (Altalbawy, 2013).

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H228,H251,H314

Hazard Classifications

Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1A

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3864
STBK9114
STBK7783
STBK6448
STBK5607

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James E Clark et al.
Circulation research, 93(2), e2-e8 (2003-07-05)
Carbon monoxide, which is generated in mammals during the degradation of heme by the enzyme heme oxygenase, is an important signaling mediator. Transition metal carbonyls have been recently shown to function as carbon monoxide-releasing molecules (CO-RMs) and to elicit distinct
Charanjit S Sethi et al.
Investigative ophthalmology & visual science, 46(1), 329-342 (2004-12-30)
To investigate glial remodeling and neuronal plasticity in adult human retinal detachment complicated by proliferative vitreoretinopathy (PVR) and to grade pathologic changes with a severity scoring system. Sixteen full-thickness retinectomy specimens obtained at retinal relaxing surgery for PVR were fixed
Eagleson M.
Concise Encyclopedia Chemistry, 997-997 (1994)
Franklin R Tay et al.
Journal of endodontics, 31(8), 593-598 (2005-07-27)
Polycaprolactone, a thermoplastic aliphatic polyester, is reportedly susceptible to both alkaline and enzymatic hydrolyzes. This screening study examined the susceptibility of Resilon, a polycaprolactone-based root filling composite, to alkaline hydrolysis. There were 15-mm diameter disks of Resilon and Obtura gutta-percha
N C Luu et al.
Chemical research in toxicology, 13(7), 610-615 (2000-07-18)
Glutathione conjugate formation plays important roles in the detoxification and bioactivation of xenobiotics. A range of nephrotoxic haloalkenes undergo bioactivation that involves glutathione and cysteine S-conjugate formation. The cysteine S-conjugates thus formed may undergo cysteine conjugate beta-lyase-catalyzed biotransformation to form
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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. How should I open the over-pack can for Product 156248, Sodium ethoxide?

    1 answer

    1. The can may be opened with a can opener. You may want to try opening the bottom of the can; often the lip is thinner.

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    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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