N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide

Basic Information

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CAS Number

42267-27-6

Molecular Formula

C9H11F3N2O4

Molecular Weight

268.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Basic Physical Properties

Melting Point

92-93 ºC (dec.)

Boiling Point

°Cat760mmHg

Refractive Index

1.436

SMILES

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C(CCNC(=O)C(F)(F)F)CC1C(=O)OC(=O)N1

InChI

InChI=1S/C9H11F3N2O4/c10-9(11,12)7(16)13-4-2-1-3-5-6(15)18-8(17)14-5/h5H,1-4H2,(H,13,16)(H,14,17)/t5-/m0/s1

InChIKey

KWNIHCJDDYRQFW-YFKPBYRVSA-N

LogP

0.47020000000000006

Topological Polar Surface Area

84.5 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

356

Synonyms & References

English

CS-W006533
(S)-N-[4-(2,5-Dioxooxazolidin-4-yl)butyl]-2,2,2-trifluoroacetamide
DTXSID50195096
L-Lysine-N-trifluroacetyl-N-carboxyanhydride
AMY22599
C9H11F3N2O4
MFCD11046652
N-(4-(2,5-Dioxo-4-oxazolidinyl)butyl)-2,2,2-trifluoroacetamide
N-[4-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]butyl]-2,2,2-trifluoroacetamide
42267-27-6
D5600
AS-19913
N-[4-[(4S)-2,5-DIOXOOXAZOLIDIN-4-YL]BUTYL]-2,2,2-TRIFLUORO-ACETAMIDE
(S)-N-(4-(2,5-Dioxooxazolidin-4-yl)-butyl)-2,2,2-trifluoroacetamide
N-[4-[(4s)-2,5-dioxooxazolidin-4-yl] butyl]2,2,2-trifluoro-acetamide
AKOS016003773
N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride
(S)-N-(4-(2,5-Dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide
KWNIHCJDDYRQFW-YFKPBYRVSA-N
SCHEMBL19987690
Acetamide, N-(4-(2,5-dioxo-4-oxazolidinyl)butyl)-2,2,2-trifluoro-, (S)-
Acetamide,N-[4-[(4S)-2,5-dioxo-4-oxazolidinyl]butyl]-2,2,2-trifluoro-
H-LYS(TFA)-NCA
L-Lys(Tfa)-NCA
N6-Trifluoroacetyl-L
Lys(Tfa)-NCA
N-Trifluoroacetyl L-Lysine N-Carboxy anhydride
trifluoroacetyl-L-lysine N-carboxyanhydride
Nε-Trifluoroacetyl-Nα-carboxy-L-lysine Anhydride
N-Trifluoroacetyl-L-lysine N-carboxyanhydride

MDL Number

MFCD20231371

Customs Code

2934999090

FAQ

What are the physical and chemical properties of N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide (CAS: 42267-27-6)?

N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide is a white to off-white crystalline solid with a molecular weight of approximately 354.27 g/mol. It has low water solubility and is soluble in organic solvents like dimethylformamide (DMF), acetonitrile, and dichloromethane. The compound is known for its reactivity towards nucleophiles and its ability to form stable adducts with various functional groups. It is insoluble in water but soluble in polar solvents containing aprotic functional groups.

How is N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide (CAS: 42267-27-6) typically synthesized?

N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide can be synthesized via a multistep process involving the condensation of 4-(2,5-dioxo-1,3-oxazolidin-4-yl)butanoic acid with 2,2,2-trifluoroacetyl chloride. The reaction typically requires a suitable base such as triethylamine and is performed in anhydrous conditions to avoid side reactions. The yield can be optimized by using appropriate solvents and maintaining temperature and pH within optimal ranges.

What industries use N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide (CAS: 42267-27-6)?

N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide is primarily used in the pharmaceutical industry for the synthesis of bioactive compounds and drug intermediates. It is also utilized in the polymer industry for the development of special functional polymers. Additionally, it has applications in the sensor and semiconductor industries due to its unique chemical properties and reactivity.

What precautions should be taken when handling N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide (CAS: 42267-27-6)?

When handling N-{4-[(4S)-2,5-Dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and protective clothing. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation of vapors. Spills should be promptly neutralized with an appropriate agent and cleaned up according to the Material Safety Data Sheet (MSDS/SDS). Handling should be performed with care to avoid skin contact and ingestion.