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235253

(Diethylamino)sulfur trifluoride

95%

1 of 2 reviewers received a sample product or took part in a promotion

Synonim(y):

DAST, Diethylaminosulfur trifluoride

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Rozmiar/SKUDostępnośćCena netto
1 g
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227,00 zł
5 g
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625,00 zł
25 g
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2450,00 zł

Informacje o tej pozycji

Wzór liniowy:
(C2H5)2NSF3
Numer CAS:
Masa cząsteczkowa:
161.19
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-771-2
Beilstein/REAXYS Number:
1849066
MDL number:
Assay:
95%
Form:
liquid

227,00 zł


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Quality Segment

assay

95%

form

liquid

reaction suitability

reaction type: Halogenations

bp

30-32 °C/3 mmHg (lit.)

density

1.22 g/mL at 25 °C (lit.)

functional group

amine

storage temp.

2-8°C

SMILES string

CCN(CC)S(F)(F)F

InChI

1S/C4H10F3NS/c1-3-8(4-2)9(5,6)7/h3-4H2,1-2H3

InChI key

CSJLBAMHHLJAAS-UHFFFAOYSA-N

General description

Diethylamino sulfur trifluoride (DAST) is a fluorinating reagent used in the synthesis of fluorinated compounds and ring-opening reactions.

Application

  • Fluorinating agent: reaction with alcohols and carbonyl compounds, Review
  • Review on nucleophilic fluorination.
  • Catalyst for Friedel-Crafts allylation using tertiary cyclopropyl silyl ethers and the rearrangement of homoallylic alcohols to unsaturated aldehydes.
  • Early introduction of a fluoromethyl group stabilizes the epoxide during further manipulations in the synthesis of 26-fluoro-epothilone.
  • Fluorinating agent for a variety of compounds, including thioethers, alkenols, and cyanohydrins.
  • Reagent for gem difluorination of ketopipecolinic acids.
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Ta pozycja
84739
description

95%

description

technical, ≥95% sulfur basis

assay

95%

assay

≥95% sulfur basis

Quality Level

100

Quality Level

100

reaction suitability

reaction type: Halogenations

reaction suitability

reagent type: oxidant

form

liquid

form

powder

bp

30-32 °C/3 mmHg (lit.)

bp

-

storage temp.

2-8°C

storage temp.

2-8°C


Piktogramy

FlameCorrosion

Słowo ostrzegawcze

Danger

Kody zagrożeń

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Self-react. D - Skin Corr. 1A

supp_hazards

Klasa składowania

5.2 - Organic peroxides and self-reacting hazardous materials

Temperatura zapłonu (°F)

73.4 °F

Temperatura zapłonu (°C)

23 °C

PPE (środki ochrony indywidualnej)

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


Wykazy regulacyjne

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38078-09-0

CAS No.


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Certyfikaty analizy (CoA)

Lot/Batch Number

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Questions

1–6 of 6 Questions  
  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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  3. How should Product 235253, (Diethylamino) sulfur trifluoride (DAST), be handled?

    1 answer
    1. This product is water reactive and should be kept under nitrogen and stored at 2-8°C. It can decompose to hydrofluoric acid upon contact with water,  which could etch glassware. We sell the product in plastic (Linear High Density Polyethylene) bottles.

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  4. Where can I find references citing the use of Product 235253, (Diethylamino) sulfur trifluoride (DAST)?

    1 answer
    1. The following journals mention the use of this reagent. 1. J. Org. Chem. 58, 3800, (1993) 2. Tet. Lett. 32, 5963, (1991) 3. Tet. Asym. 4, 161, (1993) 4. Synthesis 17, 2561-2578, (2002) 5. Tet. Lett. 45, 1445-1447, (2004) 6. Tetrahedron Lett. 47, 3777, (2006) 7. Org. Lett. 8, 2091, (2006) 8. Synlett 4, 693-697, (2004)

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  5. What solvents are miscible with Product 235253, (Diethylamino) sulfur trifluoride (DAST)?

    1 answer
    1. Although Sigma-Aldrich doesn't test the solubility of this reagent, references suggest using a non-polar and non-basic solvent, which would reduce the potential for intermediate carbocation formation and subsequent structural rearrangements in the final product.

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  6. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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Reviews

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  1. USA
    • Review 1
    • Votes 0
    5 out of 5 stars.

    reliable product

    we tried and found Aldrich's product gave very consistent yield

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  2. 1 Ratings-only review