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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)
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
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.

