88185
Tetrazole solution
~0.45 M in acetonitrile, solution, suitable for DNA synthesis, filtered through a 1 μm filter
Synonym(s):
1H-Tetrazole
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About This Item
Empirical Formula (Hill Notation):
CH2N4
CAS Number:
Molecular Weight:
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.)
Product Name
Tetrazole solution, suitable for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile
form
liquid
Quality Level
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
SMILES string
c1nnn[nH]1
InChI
1S/CH2N4/c1-2-4-5-3-1/h1H,(H,2,3,4,5)
InChI key
KJUGUADJHNHALS-UHFFFAOYSA-N
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.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2
Storage Class
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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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