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Merck

88185

Tetrazole solution

~0.45 M in acetonitrile, solution, suitable for DNA synthesis, filtered through a 1 μm filter

Synonyme(s) :

1H-Tetrazole

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A propos de cet article

Formule empirique (notation de Hill) :
CH2N4
Numéro CAS:
Poids moléculaire :
70.05
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
105799
Technique(s):
DNA synthesis: suitable
Bp:
84 °C (lit.)
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Nom du produit

Tetrazole solution, suitable for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile

InChI

1S/CH2N4/c1-2-4-5-3-1/h1H,(H,2,3,4,5)

SMILES string

c1nnn[nH]1

InChI key

KJUGUADJHNHALS-UHFFFAOYSA-N

form

liquid

quality

filtered through a 1 μm filter

concentration

~0.45 M in acetonitrile

technique(s)

DNA synthesis: suitable

impurities

≤0.003% water

bp

84 °C (lit.)

mp

156-158 °C (lit.)

density

0.798 g/mL at 20 °C

Quality Level

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General description

The product is ~0.45M solution of tetrazole in acetonitrile. Tetrazole ring plays significant role in various synthetic and industrial processes.

Application

Tetrazole solution is useful for DNA synthesis. It may be employed as a catalyst for the in situ synthesis of deoxyribonucleoside phosphoramidites. It may be used in the preparation of following anionic nucleotide-lipids:
  • thymidine 3′-(1,2-dilauroyl-sn-glycero-3-phosphate) , diC12-3′-dT
  • thymidine 3′-(1,2-dimyristoyl-sn-glycero-3-phosphate) diC14- 3′-dT
  • thymidine-3′-(1,2-dipalmitoyl-sn-glycero-3-phosphate) diC16- 3′-dT

Other Notes

Catalyst used in the phosphite triester method of oligonucleotide synthesis for the coupling of (dialkylamino)phosphines

Disclaimer

Saturated solution at room temperature; storage below room temperature causes precipitation.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Classe de stockage

3 - Flammable liquids

wgk

WGK 3

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

Azidoazomethine-tetrazole isomerism in solution: A thermochemical study.
Cubero E, et al.
The Journal of Organic Chemistry, 63(7), 2354-2356 (1998)
A D Barone et al.
Nucleic acids research, 12(10), 4051-4061 (1984-05-25)
Deoxynucleoside phosphoramidites can be prepared in good yield from deoxynucleosides, bis- dialkylaminophosphines , and the corresponding dialkylamine hydrotetrazolide or tetrazole as catalysts. These phosphoramidites generated in situ lead to the direct synthesis of deoxyoligonucleotides on polymer supports.
Salim Khiati et al.
Bioconjugate chemistry, 20(9), 1765-1772 (2009-08-29)
A family of new anionic nucleotide based lipids featuring thymidine-3'-monophosphate as nucleotide and 1,2-diacyl-sn-glycerol as lipid moiety for in vitro delivery of nucleic acids is described. The nucleotide lipids were prepared in three steps starting from 1,2-diacyl-sn-glycerols and 2'-deoxythymidine-3'-phosphoramidite. Gel
Zhipeng Yu et al.
Journal of the American Chemical Society, 133(31), 11912-11915 (2011-07-09)
Photoactivatable fluorescent probes are invaluable tools for the study of biological processes with high resolution in space and time. Numerous strategies have been developed in generating photoactivatable fluorescent probes, most of which rely on the photo-"uncaging" and photoisomerization reactions. To
Yuko Yoshikawa et al.
Inorganic chemistry, 50(22), 11729-11735 (2011-10-19)
We investigated the effects of antitumor-active tetrazolato-bridged dinuclear platinum(II) complexes [{cis-Pt(NH(3))(2)}(2)(μ-OH)(μ-tetrazolato-N(1),N(2))](2+) (1) and [{cis-Pt(NH(3))(2)}(2)(μ-OH)(μ-tetrazolato-N(2),N(3))](2+) (2) on the higher-order structure of a large DNA molecule (T4 phage DNA, 166 kbp) in aqueous solution through single-molecule observation by fluorescence microscopy. Complexes 1

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