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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
316393
Sodium triacetoxyborohydride
>95%
Funkce v oblasti udržitelnosti
Synonyma:
STAB
Vybrat velikost
| Vám/SKU | Dostupnost | Cena |
|---|---|---|
25 g | Obraťte se na zákaznický servis a vyžádejte si informaci o dostupnosti. | 2 570,00 Kč |
100 g | Obraťte se na zákaznický servis a vyžádejte si informaci o dostupnosti. | 6 120,00 Kč |
500 g | Obraťte se na zákaznický servis a vyžádejte si informaci o dostupnosti. | 23 400,00 Kč |
1 kg | Obraťte se na zákaznický servis a vyžádejte si informaci o dostupnosti. | 33 800,00 Kč |
25 kg | Obraťte se na zákaznický servis a vyžádejte si informaci o dostupnosti. | 197 200,00 Kč |
O této položce
2 570,00 Kč
Quality Segment
assay
>95%
reaction suitability
reagent type: reductant
greener alternative product score
old score: 5
new score: 1
Find out more about DOZN™ Scoring
greener alternative product characteristics
Waste Prevention
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.
sustainability
Sustainability features
mp
116-120 °C (dec.) (lit.)
SMILES string
[Na+].CC(=O)O[BH-](OC(C)=O)OC(C)=O
InChI
1S/C6H10BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h7H,1-3H3;/q-1;+1
InChI key
HHYFEYBWNZJVFQ-UHFFFAOYSA-N
General description
Application
- In the reductive amination of ketones and aldehydes.
- To prepare N-benzyl-γ-valerolactam by reacting with methyl 4-oxopentanoate and benzylamine via reductive amination/lactamization.
- To reduce imines and enamines to corresponding amines.
- To reduce quinolines and isoquinolines to corresponding tetrahydro derivatives.
- In the hydroboration of alkenes.
- To synthesize nitroxide biradicals for creating high relaxivity terminal groups linkage to dendrimers.
1 of 1
Tato položka | |||
|---|---|---|---|
| description >95% | description 95% | description 99% | description technical grade, contains ~75 ppm hydroquinone as inhibitor |
| assay >95% | assay 95% | assay 99% | assay 87% |
| reaction suitability reagent type: reductant | reaction suitability reagent type: reductant, core: ammonium | reaction suitability - | reaction suitability - |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| mp 116-120 °C (dec.) (lit.) | mp 93-98 °C (lit.) | mp 3 °C (lit.) | mp - |
| greener alternative product characteristics Waste Prevention | greener alternative product characteristics - | greener alternative product characteristics Less Hazardous Chemical Syntheses | greener alternative product characteristics - |
| greener alternative product score old score: 5 | greener alternative product score - | greener alternative product score - | greener alternative product score - |
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Výstražné slovo
Danger
Kódy nebezpečí
Bezpečnostní pokyny
supp_hazards
Skladovací třída
4.3 - Hazardous materials which set free flammable gases upon contact with water
Co se děje?
WGK 2
Bod vzplanutí (°F)
Not applicable
Bod vzplanutí (°C)
Not applicable
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Sol. 1 - Repr. 1B - Water-react. 1
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How can I determine the shelf life / expiration / retest date of this product?
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Helpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
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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What is the Department of Transportation shipping information for this product?
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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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What is Product 316393, Sodium triacetoxyborohydride, used for?
1 answer-
Sodium triacetoxyborohydride (NaBH(OAc)3) is particularly effective in reductive aminations due to its large scope, mildness, and selectivity.
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How else can Product 316393, Sodium triacetoxyborohydride, be used as a reducing agent?
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Recently, sodium triacetoxyborohydride was used to stereoselectively reduce 4-ketoprolines to the corresponding trans-hydroxy-proline in excellent yields. By comparison, reduction of the 4-ketoproline esters failed to provide any product.
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Which is better to use, Product 316393, Sodium triacetoxyborohydride, or sodium cyanoborohydride?
1 answer-
It is preferred to sodium cyanoborohydride (NaBH3CN) in many applications due to reduced toxicity of the side products formed, and better yields and reproducibility during synthesis. (See Chemfiles, vol 5, no. 9). The reductive aminations of complex substrates also proceed smoothly using sodium triacetoxyborohydride.
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