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Merck
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주요 문서

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468037

Sigma-Aldrich

cis-1,4-Diacetoxy-2-butene

95%

동의어(들):

cis-2-Butene-1,4-diol diacetate

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About This Item

Linear Formula:
CH3CO2CH2CH=CHCH2O2CCH3
CAS Number:
25260-60-0
Molecular Weight:
172.18
MDL number:
MFCD00059339
UNSPSC 코드:
12352100
PubChem Substance ID:
24870459
NACRES:
NA.22

Quality Level

100

분석

95%

refractive index

n20/D 1.443 (lit.)

bp

120-121 °C/18 mmHg (lit.)

density

1.08 g/mL at 25 °C (lit.)

작용기

ester

SMILES string

[H]\C(COC(C)=O)=C(/[H])COC(C)=O

InChI

1S/C8H12O4/c1-7(9)11-5-3-4-6-12-8(2)10/h3-4H,5-6H2,1-2H3/b4-3-

InChI key

VZUAUHWZIKOMFC-ARJAWSKDSA-N

일반 설명

cis-1,4-Diacetoxy-2-butene is an ester. Ruthenium olefin metathesis catalysts having cyclic (alkyl)(amino)carbenes effectively catalyzes the cross-metathesis of cis-1,4-diacetoxy-2-butene with allylbenzene. cis-1,4-Diacetoxy-2-butene on pyrolysis affords 1-acetoxy-1,3-butadiene, a diacetate and an isomeric 1,2-diacetoxy-3-butene. Mechanism of pyrolysis has been investigated.

애플리케이션

cis-1,4-Diacetoxy-2-butene may be used in the preparation of hindered Diels-Alder adducts. It may be used for the synthesis of 1,2,3,4-tetrahydro-2-vinylquinoxalines, via Palladium-catalyzed tandem allylation of 1,2-phenylenediamines.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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시험 성적서(COA)

Lot/Batch Number
MKCQ0672
MKCG8741
MKCG4280
MKCD0680
MKCD0681

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Kerstin Rosmarion et al.
Applied spectroscopy, 59(3), 366-375 (2005-05-20)
Hindered Diels-Alder adducts have been prepared from 3,6-dibromophencyclone, 2, with cis-1,4-diacetoxy-2-butene, 3; cis-2-butene-1,4-diol, 4; and N-benzylmaleimide, 5. The adduct from the parent phencyclone, 1, with N-benzylmaleimide was prepared for comparison. One- and two-dimensional (1D and 2D) proton and carbon-13 NMR
Pyrolysis of Esters. V. Mechanism of 1, 4-Elimination1.
Bailey WJ and BARCLAY Jr R.
The Journal of Organic Chemistry, 21(3), 328-331 (1956)
Donde R Anderson et al.
Organometallics, 27(4), 563-566 (2008-06-28)
The evaluation of ruthenium olefin metathesis catalysts 4-6 bearing cyclic (alkyl)(amino)carbenes (CAACs) in the cross-metathesis of cis-1,4-diacetoxy-2-butene (7) with allylbenzene (8) and the ethenolysis of methyl oleate (11) is reported. Relative to most NHC-substituted complexes, CAAC-substituted catalysts exhibit lower E/Z
Palladium-catalyzed tandem allylation of 1, 2-phenylenediamines with cis-1, 4-diacetoxy-2-butene.
Yang SC, et al.
Tetrahedron Letters, 45(25), 4951-4954 (2004)

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