SODIUM DEUTEROXIDE

Base Information

• Chemical Name: SODIUM DEUTEROXIDE
• CAS No.: 14014-06-3
• Molecular Formula: DNa O
• Molecular Weight: 40.9892
• Hs Code.: 28459000
• Mol file: 14014-06-3.mol

Synonyms:Deuteratedsodium hydroxide; Sodium deuteroxide; Sodium deuteroxide (NaOD); Sodiumhydroxide-d

Chemical Property of SODIUM DEUTEROXIDE

Chemical Property:

• Appearance/Colour: colourless solution
• Vapor Pressure: 24.5mmHg at 25°C
• Refractive Index: n20/D 1.4196
• Boiling Point: 100°Cat760mmHg
• Flash Point: °C
• PSA: 23.06000
• Density: g/cm³
• LogP: -0.17680
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Fully miscible in water.

Purity/Quality:

99.50% ^*data from raw suppliers

SodiumDeuteroxide(40%w/winD2O) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 35-34-20/21/22
• Safety Statements: 26-36/37/39-45-27-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• General Description: Sodium deuteroxide (NaOD) is a deuterated form of sodium hydroxide used as a base in deuterium exchange reactions, facilitating the retention of deuterium atoms in synthesized compounds. In the described research, NaOD plays a key role in neutralizing acids and ensuring regiospecific deuterium incorporation (>90%) in the synthesis of deuterated allylidene-phosphonium ylides, contributing to high yields (66-80%) and minimal deuterium scrambling.

Technology Process of SODIUM DEUTEROXIDE

There total 7 articles about SODIUM DEUTEROXIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

water-d2 (7789-20-0) + sodium (7440-23-5) → deuteriated sodium hydroxide (14014-06-3)

Guidance literature:

In neat (no solvent); D2O vapor;;

Reference yield:

water-d2 (7789-20-0) + sodium hydroxide (1310-73-2) → deuteriated sodium hydroxide (14014-06-3)

Guidance literature:

In water-d2; complete isotope exchange on dissolving NaOH in D2O;;

Reference yield:

water-d2 (7789-20-0) → deuteriated sodium hydroxide (14014-06-3)

Guidance literature:

With sodium; In toluene; metallic Na was dissolved in D2O under toluene in a separatory funnel;

upstream raw materials:

water-d2

sodium

sodium hydroxide

deuterium

Downstream raw materials:

water-d2

[(C5(CH3)5)Ir(η3-CH2CHCHC6H5)(NHCOC((2)H)2CH2OCH3)]

cis-[Pt(cyclohexylamine)2(μ-OD)2Pt(cyclohexylamine)2](2+)

[(Pt(cyclohexylamine)2(μ-OD))3](3+)

Refernces

SYNTHESIS OF SPECIFICALLY DEUTERATED 1,3-DIETHOXY-CARBONYLALLYLIDENETRIP

10.1016/S0040-4039(00)81514-2

The research focuses on the synthesis of specifically deuterated 1,3-diethoxy-carbonylallylidene-triphenylphosphonium ylides. The purpose was to develop methods for introducing deuterium labels in the ?- and ?-positions of the allylidene-phosphonium ylide without deuterium scrambling. In the research, ethyl propynoate serves as a key starting material for the synthesis of deuterated compounds. It is used in the Michael addition reaction to produce the ?-deuterated phosphonium ylide and also as a reactant in the synthesis of ethyl 3-deuteriopropynoate, which is crucial for the ?-deuteration process. Deuterium oxide (D2O) plays a vital role in the deuterium exchange reactions. It is used to introduce deuterium atoms into the molecules, specifically in the synthesis of ethyl 3-deuteriopropynoate and in the acid-catalyzed deuterium exchange to produce the ?-deuterated phosphonium ylide. Sodium deuteroxide (NaOD) acts as a base in the deuterium exchange process. It is used to facilitate the deuterium exchange reactions and to neutralize any acid present, ensuring that the deuterium atoms are retained in the final products. Tetrabutylammonium iodide (TBAI) functions as a phase-transfer catalyst. It helps to transfer reactants between the organic and aqueous phases, enhancing the efficiency of the deuterium exchange reactions in the synthesis of ethyl 3-deuteriopropynoate. For ?-deuteration, ethyl propynoate was treated with deuterium oxide under phase transfer conditions to synthesize ethyl 3-deuteriopropynoate, which was then reacted with the ylide to produce the ?-deuterated phosphonium ylide. For ?-deuteration, the ylide was subjected to acid-catalyzed, regiospecific deuterium exchange with deuterium oxide and deuterium chloride, followed by base treatment to avoid deuterium loss. The methods resulted in high deuterium incorporation (>90%) and good yields (66-80%), providing a reliable way to introduce deuterium labels for further studies.

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