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269891

Sigma-Aldrich

Tetrahydrofuran-d8

≥99.5 atom % D, contains 1 % (v/v) TMS

Synonym(s):

THF-d8, Deuterated tetrahydrofuran, Octadeuterotetrahydrofuran

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About This Item

Empirical Formula (Hill Notation):
C4D8O
CAS Number:
Molecular Weight:
80.16
Beilstein/REAXYS Number:
111854
MDL number:
UNSPSC Code:
12142201
PubChem Substance ID:
NACRES:
NA.21

isotopic purity

≥99.5 atom % D

Quality Level

assay

≥99% (CP)

form

liquid

contains

1 % (v/v) TMS

technique(s)

NMR: suitable

refractive index

n20/D 1.403 (lit.)

bp

65-66 °C (lit.)

mp

−106 °C (lit.)

density

0.985 g/mL at 25 °C (lit.)

mass shift

M+8

storage temp.

2-8°C

SMILES string

[2H]C1([2H])OC([2H])([2H])C([2H])([2H])C1([2H])[2H]

InChI

1S/C4H8O/c1-2-4-5-3-1/h1-4H2/i1D2,2D2,3D2,4D2

InChI key

WYURNTSHIVDZCO-SVYQBANQSA-N

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Application


  • Experimental and Theoretical Study of CO2 Insertion into Ruthenium Hydride Complexes.: This research provides insights into the mechanistic pathways for CO2 reactivity with ruthenium hydride complexes, potentially relevant for catalytic applications including transformations involving Tetrahydrofuran-d₈ (Ramakrishnan et al., 2016).


  • Syntheses, structures, and NMR chemical shifts of a family of trimethyltin alkoxide, amide, halide and cyclopentadienyl compounds.: Details the synthesis and structural characterization of trimethyltin compounds, useful for understanding the coordination chemistry that may involve Tetrahydrofuran-d₈ as a solvent or structural analogue (Lichtscheidl et al., 2015).


  • NMR studies of coupled low- and high-barrier hydrogen bonds in pyridoxal-5′-phosphate model systems in polar solution.: Discusses the application of NMR spectroscopy in studying hydrogen bonding interactions, where Tetrahydrofuran-d₈ could be utilized as a deuterated solvent for enhanced spectral clarity (Sharif et al., 2007).


  • Stable hydrocarbon diradical, an analogue of trimethylenemethane.: Investigates stable hydrocarbon diradicals, where Tetrahydrofuran-d₈ may be used as part of the experimental setup to stabilize reactive intermediates or as a solvent to study radical stability (Rajca et al., 2005).



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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahydrofuran anhydrous, ≥99.9%, inhibitor-free

Sigma-Aldrich

401757

Tetrahydrofuran

Far-Infrared Spectrum of Tetrahydrofuran: Spectroscopic Evidence for Pseudorotation.
Lafferty WJ, et al.
J. Chem. Phys. , 42(8), 2915-2919 (1965)
Dynamic NMR study of the interference between cyclic proton exchange, selfassociation and hindered rotation of diphenylformamidine in tetrahydrofuran.
Meschede L, et al.
Berichte der Bunsengesellschaft fur physikalische Chemie, 92(4), 469-485 (1988)
NMR lineshape theory of superimposed intermolecular spin exchange reactions and its action to the system acetic acid/methanol/tetrahydrofuran-d8.
Limbach HH.
Journal of Magnetic Resonance, 36(3), 287-300 (1979)
Alejandro G Lichtscheidl et al.
Dalton transactions (Cambridge, England : 2003), 44(36), 16156-16163 (2015-08-22)
The synthesis and full characterization, including Nuclear Magnetic Resonance (NMR) data ((1)H, (13)C{(1)H} and (119)Sn{(1)H}), for a series of Me3SnX (X = O-2,6-(t)Bu2C6H3 (), (Me3Sn)N(2,6-(i)Pr2C6H3) (), NH-2,4,6-(t)Bu3C6H2 (), N(SiMe3)2 (), NEt2, C5Me5 (), Cl, Br, I, and SnMe3) compounds in

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