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180769

Sigma-Aldrich

Ethyl 4-chloroacetoacetate

95%

Sinonimo/i:

4-Chloro acetoethylacetate, Ethyl 4-chloro-3-oxobutanoate, Ethyl chloroacetoacetate

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About This Item

Formula condensata:
ClCH2COCH2CO2C2H5
Numero CAS:
638-07-3
Peso molecolare:
164.59
Beilstein:
1761275
Numero CE:
211-317-0
Numero MDL:
MFCD00000939
Codice UNSPSC:
12352100
ID PubChem:
24850895
NACRES:
NA.22

Livello qualitativo

100

Saggio

95%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.452 (lit.)

P. eboll.

115 °C/14 mmHg (lit.)

Densità

1.218 g/mL at 25 °C (lit.)

Gruppo funzionale

chloro
ester
ketone

Stringa SMILE

CCOC(=O)CC(=O)CCl

InChI

1S/C6H9ClO3/c1-2-10-6(9)3-5(8)4-7/h2-4H2,1H3
OHLRLMWUFVDREV-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

Ethyl 4-chloroacetoacetate was used in the synthesis of phosphorus ylides.

Avvertenze

Danger

Indicazioni di pericolo

H301 + H311,H314,H411

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

206.6 °F - closed cup

Punto d’infiammabilità (°C)

97 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCD3226
BCCC8030
BCCB0376
BCBV6940
BCBW5654

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H Yamamoto et al.
Applied microbiology and biotechnology, 67(1), 33-39 (2004-09-01)
Formate dehydrogenases (FDH) are useful for the regeneration of NADH, which is required for asymmetric reduction by several dehydrogenases and reductases. FDHs have relatively low activity and are labile, especially to alpha-haloketones, thus FDH cannot be applied to the industrial
Zhinan Xu et al.
Applied microbiology and biotechnology, 70(1), 40-46 (2005-09-22)
Escherichia coli M15 (pQE30-car0210) was constructed to express carbonyl reductase (CAR) by cloning the car gene from Candida magnoliae and inserting it into pQE30. By cultivating E. coli M15 (pQE30-car0210) and M15 (pQE30-gdh0310), 8.2-fold and 12.3-fold enhancements in specific enzymatic
Hou Cao et al.
Bioresource technology, 102(2), 1733-1739 (2010-10-12)
A novel NADH-dependent dehydrogenases/reductases (SDRs) superfamily reductase (PsCRII) was isolated from Pichia stipitis. It produced ethyl (S)-4-chloro-3-hydroxybutanoate [(S)-CHBE] in greater than 99% enantiomeric excess. This enzyme was purified to homogeneity by ammonium sulfate precipitation followed by Q-Sepharose chromatography. Compared to
Y Saratani et al.
Bioscience, biotechnology, and biochemistry, 65(7), 1676-1679 (2001-08-23)
The enantioselectivity of ECAA to ECHB by eight fungi of four genus was evaluated. All strains showed (S)-selectivity, and Cylindrocarpon sclerotigenum IFO 31855 gave the highest yield and good optical purity (e.e.; >99%). Cell-free extract and acetone-dried cells of C.
M Kataoka et al.
Applied microbiology and biotechnology, 51(4), 486-490 (1999-05-26)
The asymmetric reduction of ethyl 4-chloro-3-oxobutanoate (COBE) to ethyl (R)-4-chloro-3-hydroxybutanoate [(R)-CHBE] using Escherichia coli cells, which coexpress both the aldehyde reductase gene from Sporobolomyces salmonicolor and the glucose dehydrogenase (GDH) gene from Bacillus megaterium as a catalyst was investigated. In
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