22544-42-9

Basic information

• Product Name: Ethyl--d2 Alcohol-OD
• Synonyms: Ethyl--d2 Alcohol-OD
• CAS NO: 22544-42-9
• Molecular Formula: C₂H₆O
• Molecular Weight: 49.086925334
• Mol File: 22544-42-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl--d2 Alcohol-OD(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl--d2 Alcohol-OD(22544-42-9)
• EPA Substance Registry System: Ethyl--d2 Alcohol-OD(22544-42-9)

Safety Data

• Hazardous Substances Data: 22544-42-9(Hazardous Substances Data)

Usage

Uses

Ethyl-1,1-d2 Alcohol-OD (CAS# 22544-42-9) is a useful isotopically labeled research compound.

Upstream product

• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 2206-26-0 [D₃]acetonitrile 
• 64-17-5 ethanol 

Downstream Products

• 3652-84-4 1,1-dideuterio-1-bromoethane 
• 60835-92-9 ethyl-1,1-d2 alcohol 4-methylbenzenesulfonate 
• 36977-73-8 trans-β-benzoyl-N-p-tolylacrylamide 

Relevant articles and documents

Method of preparing beta-d2 alkyl acid compounds

The invention provides a method of preparing beta-d2 alkyl acid compounds. The method includes steps of: 1) performing a reduction reaction to a compound A with LiAlD4 to obtain a compound B; 2) performing -OD group protective reaction to the compound B to obtain an intermediate C; 3) performing a bromination reaction to the intermediate C to obtain a compound D; 4) under alkaline condition, performing a substitution reaction to the compound D and acetic acid to obtain the beta-d2 alkyl acid compounds. In the method, the alkyl acid, which is low in cost and is easy to obtain, is used as the initial raw material and is subjected to LiAlD4 reduction reaction, the -OD group protective reaction, the bromination reaction and the acetic acid substitution reaction to prepare the beta-d2 alkyl acid compounds. The method has simple process route and is free of expensive catalysts and the like during the reactions, is low in cost, and is high in total yield of the beta-d2 alkyl acid compounds. The method, when being amplified to gram-scale, has stable yield and good repeatability and is practicable and available.

Pincer Ru and Os complexes as efficient catalysts for racemization and deuteration of alcohols

The pincer complexes [MX(CNN)(PP)] (M = Ru, Os; X = Cl, OTf; HCNN = 1-(6-arylpyridin-2-yl)methanamine; PP = diphosphine) have proven to efficiently catalyze both racemization and deuteration of alcohols in the presence of a base. Chiral alcohols have been racemized at 30-50 °C using 1 mol% of Ru or Os pincer complexes and 5 mol% of KOtBu in 2-propanol. Primary and secondary alcohols are efficiently deuterated at the α position, with respect to the OH group, using 2-propanol-d8 as solvent with Ru or Os pincer complexes and KOtBu at 30-50 °C. For secondary alcohols incorporation of deuterium at the β position has also been observed. In 2-propanol-d 8 the pincer complexes catalyze the simultaneous deuteration and racemization of (S)-1-phenylethanol, the two processes being strictly correlated. For both reactions much the same activity has been observed with the Ru and Os complexes. The pincer complexes display a superior activity with respect to the related compounds [MCl2(NN)(PP)] (NN = bidentate amine or pyridine ligand). The synthesis of the new complexes [MCl(CNN)(PP)] (M = Ru, 2, 4 and Os, 6, 7; PP = dppb, dppf) and [Ru(OTf)(CNN)(dppb)] (3) is also reported. The Royal Society of Chemistry 2011.