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Merck

537594

Sigma-Aldrich

乙酰乙酸叔丁酯

reagent grade, 98%

别名:

TBAA

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100 ML
$59.70
500 ML
$283.00
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$366.00
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$570.00

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100 ML
$59.70
500 ML
$283.00
1 L
$366.00
4 L
$570.00

About This Item

线性分子式:
CH3COCH2COOC(CH3)3
CAS号:
分子量:
158.19
Beilstein:
1680303
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

$59.70


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等級

reagent grade

化驗

98%

expl. lim.

8 % (lit.)

雜質

≤0.20% water
water

折射率

n20/D 1.419 (lit.)

bp

71-72 °C/11 mmHg (lit.)

mp

-38 °C (lit.)

密度

0.954 g/mL at 25 °C (lit.)

官能基

ester
ketone

SMILES 字串

CC(=O)CC(=O)OC(C)(C)C

InChI

1S/C8H14O3/c1-6(9)5-7(10)11-8(2,3)4/h5H2,1-4H3

InChI 密鑰

JKUYRAMKJLMYLO-UHFFFAOYSA-N

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一般說明

-乙酰乙酸叔丁酯 ( t -BAA) 是一种廉价且易于储存的商品试剂。反应证明更妨碍的乙酰乙酸叔丁酯 (t-BAA,la) 比更常用的甲基或乙基类似物活性高 15-20 倍。[1]其广泛用作乙酰化试剂。[2]

應用

-丁基乙酰乙酸盐可用于合成:
  • 各种乙酰乙酸衍生物[1][3]
  • 乙酰乙酸盐类[1]
  • 乙酰乙酰胺[1]
  • 1-(二乙氨基)-2-乙酰乙酰氧基丙烷[1]
  • ( S )--3-羟基丁酸丁酯[4]
  • 苯并噻唑 β-酮酯衍生物[5]
  • 3,4-双取代吡咯[6]

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

150.8 °F - closed cup

閃點(°C)

66 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Transesterification.
Otera J.
Chemical Reviews, 93(4), 1449-1470 (1993)
Deborah A Smithen et al.
Organic & biomolecular chemistry, 11(1), 62-68 (2012-10-17)
Prodigiosenes, possessing a 4-methoxypyrrolyldipyrrin skeleton, are known for their anti-cancer activity. Structural modification of the C-ring resulted in a series of prodigiosenes that displayed promising activity against leukemia cell lines during in vitro analysis against the NCI 60 cancer cell
Enzymatic Synergism in the Synthesis of ?-Keto Esters.
Wisniewska C, et al.
European Journal of Organic Chemistry, 24, 5432-5437 (2015)
Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst.
He HX and Du DM.
Tetrahedron Asymmetry, 25(8), 637-643 (2014)
Synthesis of (S)-Tert-Butyl 3-Hydroxybutyrate by Asymmetric Reduction of Tert-Butyl Acetoacetate with Saccharomyces cerevisiae B5.
Ou ZM, et al.
Advanced Materials Research, 704 (2013)

Questions

1–2 of 2 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/449/386/product-dating-information-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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