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(R)-2-hydroxybutanamide, also known as 2-hydroxybutyramide, is an organic compound with the molecular formula C4H9NO2. It exists as a white, crystalline solid at room temperature and is recognized for its role as a chiral building block in organic chemistry. (R)-2-hydroxybutanamide is primarily utilized as an intermediate in the pharmaceutical industry for the production of various drugs and organic compounds, showcasing its versatility and usefulness in chemical and pharmaceutical processes.

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  • 206358-12-5 Structure
  • Basic information

    1. Product Name: (R)-2-hydroxybutanamide
    2. Synonyms: (R)-2-hydroxybutanamide
    3. CAS NO:206358-12-5
    4. Molecular Formula: C4H9NO2
    5. Molecular Weight: 103.11976
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 206358-12-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (R)-2-hydroxybutanamide(CAS DataBase Reference)
    10. NIST Chemistry Reference: (R)-2-hydroxybutanamide(206358-12-5)
    11. EPA Substance Registry System: (R)-2-hydroxybutanamide(206358-12-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 206358-12-5(Hazardous Substances Data)

206358-12-5 Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-hydroxybutanamide is used as an intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and medications. Its unique structure and properties make it a valuable component in the creation of various medicinal compounds.
Used in Organic Chemistry:
(R)-2-hydroxybutanamide serves as a chiral building block in organic chemistry, playing a crucial role in the synthesis of other organic compounds. Its presence in chemical reactions can lead to the development of novel substances with potential applications in various industries.
Used in Drug Development:
(R)-2-hydroxybutanamide holds potential applications in the development of new drugs and pharmaceuticals, thanks to its structural characteristics and reactivity. Its use in drug development can lead to the creation of innovative treatments and therapies for various medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 206358-12-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,6,3,5 and 8 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 206358-12:
(8*2)+(7*0)+(6*6)+(5*3)+(4*5)+(3*8)+(2*1)+(1*2)=115
115 % 10 = 5
So 206358-12-5 is a valid CAS Registry Number.

206358-12-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-2-hydroxybutanamide

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:206358-12-5 SDS

206358-12-5Downstream Products

206358-12-5Relevant articles and documents

Highly stereoselective hydrocyanation of optically pure α- sulfinylaldehydes

Cifuentes Garcia, Marta M.,Garcia Ruano, Jose Luis,Martin Castro, Ana M.,Rodriguez Ramos, Jesus H.,Fernandez, Inmaculada

, p. 859 - 864 (1998)

Diastereoselective hydrocyanation of enantiomerically pure 2-p-tolyl- sulfinylacetaldehyde and 2-p-tolylsulfinylpropanal with Et2AlCN catalyzed by ZnBr2 is described. The sulfur configuration controls the stereochemical course of the reaction. Hydrolysis of the resulting cyanohydrins and further desulfurization yielded the corresponding α-hydroxyamides in high ees (90%).

Photoiodocarboxylation of Activated C=C Double Bonds with CO2 and Lithium Iodide

Mello, Rossella,Arango-Daza, Juan Camilo,Varea, Teresa,González-Nú?ez, María Elena

, p. 13381 - 13394 (2018/11/20)

The photolysis at 254 nm of lithium iodide and olefins 1 carrying an electron-withdrawing Z-substituent in CO2-saturated (1 bar) anhydrous acetonitrile at room temperature produces the atom efficient and transition metal-free photoiodocarboxylation of the C=C double bond. The reaction proceeds well for terminal olefins 1 to form the new C-I and C-C σ-bonds at the α and β-positions of the Z-substituent, respectively, and is strongly inhibited by polar protic solvents or additives. The experimental results suggest that the reaction channels through the radical anion [CO2?-] in acetonitrile, yet involves different intermediates in aqueous medium. The stabilizing ion-quadrupole and electron donor-acceptor interactions of CO2 with the iodide anion play a crucial role in the reaction course as they allow CO2 to penetrate the solvation shell of the anion in acetonitrile, but not in water. The reaction paths and the reactive intermediates involved under different conditions are discussed.

Bis(allyl)-ruthenium(IV) complexes with phosphinous acid ligands as catalysts for nitrile hydration reactions

Tomás-Mendivil, Eder,Francos, Javier,González-Fernández, Rebeca,González-Liste, Pedro J.,Borge, Javier,Cadierno, Victorio

, p. 13590 - 13603 (2016/09/04)

Several mononuclear ruthenium(iv) complexes with phosphinous acid ligands [RuCl2(η3:η3-C10H16)(PR2OH)] have been synthesized (78-86% yield) by treatment of the dimeric precursor [{RuCl(μ-Cl)(η3:η3-C10H16)}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) with 2 equivalents of different aromatic, heteroaromatic and aliphatic secondary phosphine oxides R2P(O)H. The compounds [RuCl2(η3:η3-C10H16)(PR2OH)] could also be prepared, in similar yields, by hydrolysis of the P-Cl bond in the corresponding chlorophosphine-Ru(iv) derivatives [RuCl2(η3:η3-C10H16)(PR2Cl)]. In addition to NMR and IR data, the X-ray crystal structures of representative examples are discussed. Moreover, the catalytic behaviour of complexes [RuCl2(η3:η3-C10H16)(PR2OH)] has been investigated for the selective hydration of organonitriles in water. The best results were achieved with the complex [RuCl2(η3:η3-C10H16)(PMe2OH)], which proved to be active under mild conditions (60 °C), with low metal loadings (1 mol%), and showing good functional group tolerance.

An efficient ruthenium(iv) catalyst for the selective hydration of nitriles to amides in water under mild conditions

Tomás-Mendivil, Eder,Suárez, Francisco J.,Díez, Josefina,Cadierno, Victorio

supporting information, p. 9661 - 9664 (2014/08/18)

A Ru(iv) catalyst able to promote the selective hydration of nitriles to amides in water, at low metal loadings and under mild conditions, is presented. This journal is the Partner Organisations 2014.

Synthesis of aliphatic (S)-α-hydroxycarboxylic amides using a one-pot bienzymatic cascade of immobilised oxynitrilase and nitrile hydratase

Van Pelt, Sander,Van Rantwijk, Fred,Sheldon, Roger A.

experimental part, p. 397 - 404 (2009/12/01)

A one-pot bienzymatic cascade combining a hydroxynitrile lyase (Manihot esculenta, E.C. 4.1.2.10) and a nitrile hydratase (Nitriliruptor alkaliphilus, E.C. 4.2.1.84) for the synthesis of enantiopure aliphatic α- hydroxycarboxylic amides from aldehydes is described. Both enzymes were immobilised as cross-linked enzyme aggregates (CLEAs). Stability tests show that the nitrile hydratase CLEAs are sensitive to water-immiscible organic solvents as well as to aldehydes and hydrogen cyanide (HCN), but are remarkably stable and show useful activity in acidic aqueous environments of pH 4-5. The cascade reactions are consequently carried out by using a portionwise feed of HCN and moderate concentrations of aldehyde in acidic aqueous buffer to suppress the uncatalysed hydrocyanation background reaction. After optimisation, this method was used to synthesise five different kinds of aliphatic α- hydroxycarboxylic amides from the corresponding aldehydes with good yields and with enantiomeric purities comparable to those obtained for the α-hydroxynitriles in the microaqueous hydrocyanation using hydroxynitrile lyase and an excess of HCN.

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