537594
tert-Butyl acetoacetate
reagent grade, 95%
동의어(들):
TBAA
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
CH3COCH2COOC(CH3)3
CAS 번호:
Molecular Weight:
158.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1680303
Assay:
95%
InChI
1S/C8H14O3/c1-6(9)5-7(10)11-8(2,3)4/h5H2,1-4H3
SMILES string
CC(=O)CC(=O)OC(C)(C)C
InChI key
JKUYRAMKJLMYLO-UHFFFAOYSA-N
grade
reagent grade
expl. lim.
8 % (lit.)
impurities
≤0.20% water
water
Quality Level
bp
71-72 °C/11 mmHg (lit.)
mp
-38 °C (lit.)
density
0.954 g/mL at 25 °C (lit.)
functional group
ester, ketone
assay
95%
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General description
tert-Butyl acetoacetate (t-BAA) is a cheap and easy to store commercial reagent. Reaction demonstrated that the more hindered tert-butyl acetoacetate (t-BAA, la) is ca.15-20-fold more reactive than the more commonly used methyl or ethyl analogs. It is widely employed as an acetoacetylating reagent.
Application
tert-Butyl acetoacetate may be used in the synthesis of:
- various acetoacetic acid derivatives
- acetoacetates
- acetoacetamides
- 1-(diethylamino)-2-acetoacetoxypropane
- (S)-tert-butyl 3-hydroxybutyrate
- benzothiazole β-keto ester derivatives
- 3,4-disubstituted pyrroles
저장 등급
10 - Combustible liquids
wgk
WGK 1
flash_point_f
150.8 °F - closed cup
flash_point_c
66 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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)
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)
Transacetoacetylation with tert-butyl acetoacetate: synthetic applications.
Witzeman JS and Nottingham WD.
The Journal of Organic Chemistry, 56(5), 1713-1718 (1991)
Transesterification.
Otera J.
Chemical Reviews, 93(4), 1449-1470 (1993)
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