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573310

Sigma-Aldrich

(S)-(−)-Tetrahydrofuran-2-carboxamide

97%

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About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

Assay

97%

optical activity

[α]20/D −75°, c = 1 in H2O

mp

82-86 °C (lit.)

SMILES string

NC(=O)[C@@H]1CCCO1

InChI

1S/C5H9NO2/c6-5(7)4-2-1-3-8-4/h4H,1-3H2,(H2,6,7)/t4-/m0/s1

InChI key

GXHAENUAJYZNOA-BYPYZUCNSA-N

Application

(S)-(−)-Tetrahydrofuran-2-carboxamide can be used as a precursor for the preparation of (S)-tetrahydrofuran-2-carbonitrile (THFCN) via dehydration reaction using thionyl chloride and DMF. THFCN can be further methylated with methylmagnesium chloride (Grignard reagent) to produce (S)-1-(tetrahydrofuran-2-yl)ethenone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Improved synthetical route of (S)?-?1-?(tetrahydrofuran-?2-?yl)?ethanone
Chai H-w, et al.
Jing Xi Hua Gong Zhong Jian Ti / Fine Chemical Intermediates, 45(1), 39-41 (2015)

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