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88185

Tetrazole solution

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

Tetrazole solution

Synonym(s):

1H-Tetrazole

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About This Item

Empirical Formula (Hill Notation):
CH2N4
CAS Number:
288-94-8
Molecular Weight:
70.05
NACRES:
NA.21
PubChem Substance ID:
57653295
UNSPSC Code:
12352100
MDL number:
MFCD00005247
Beilstein/REAXYS Number:
105799
Technique(s):
DNA synthesis: suitable
Bp:
84 °C (lit.)
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Product Name

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

form

liquid

Quality Segment

300

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.[1] It may be used in the preparation of following anionic nucleotide-lipids:[2]
  • 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[3]

Disclaimer

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

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This Item
8.57000BI0152L033000
Tetrazole solution suitable for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile

Sigma-Aldrich

88185

Tetrazole solution

Activator solution for DNA Synthesis 0.25M 5-(Ethylthio)-1H-Tetrazole in MeCN, Novabiochem®

Sigma-Aldrich

8.57000

Activator solution for DNA Synthesis

Activator Solution 0.25M 5-(Ethylthio)-1H-Tetrazole in Acetonitrile Biosynthesis Novabiochem®

Sigma-Aldrich

BI0152

Activator Solution 0.25M 5-(Ethylthio)-1H-Tetrazole in Acetonitrile

BTT Activator 0.3 M

Sigma-Aldrich

L033000

BTT Activator

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

technique(s)

DNA synthesis: suitable

technique(s)

-

technique(s)

-

technique(s)

-

form

liquid

form

solution

form

liquid

form

-

density

0.798 g/mL at 20 °C

density

-

density

-

density

-

bp

84 °C (lit.)

bp

81.6 °C/1013 hPa (Acetonitrile)

bp

81.6 °C/1013 hPa (Acetonitrile)

bp

-

mp

156-158 °C (lit.)

mp

-

mp

-

mp

-

pictograms

FlameExclamation mark
GHS02,GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP7569
BCCP7566
BCCP7567
BCCP6209
BCCM6777

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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
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Global Trade Item Number

SKUGTIN
88185-500ML04061838121035
88185-100ML04061833062067
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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