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210145

Sigma-Aldrich

2,2-Dimethyl-1,3-dioxane-4,6-dione

2,2-Dimethyl-1,3-dioxane-4,6-dione

98%

동의어(들):

Malonic acid cyclic isopropylidene ester, Meldrum’s acid, cycl-Isopropylidene malonate

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크기 선택

10 G
₩48,416
25 G
₩115,101
100 G
₩185,644

₩48,416

예상 입고일2025년 4월 21일세부사항

벌크 견적 요청
모든 사진(1)

크기 선택

보기 변경
10 G
₩48,416
25 G
₩115,101
100 G
₩185,644

About This Item

실험식(Hill 표기법):
C6H8O4
CAS Number:
2033-24-1
Molecular Weight:
144.13
Beilstein:
117310
EC Number:
217-992-8
MDL number:
MFCD00006638
UNSPSC 코드:
12352100
PubChem Substance ID:
24852618
NACRES:
NA.22

₩48,416

예상 입고일2025년 4월 21일세부사항

벌크 견적 요청

Quality Level

200

분석

98%

양식

solid

mp

92-96 °C (lit.)

solubility

dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow

작용기

ester
ketal

저장 온도

2-8°C

SMILES string

CC1(C)OC(=O)CC(=O)O1

InChI

1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3

InChI key

GXHFUVWIGNLZSC-UHFFFAOYSA-N

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관련 카테고리

일반 설명

2,2-Dimethyl-1,3-dioxane-4,6-dione (Meldrum′s acid) is widely used in organic synthesis, especially for multiple C-C bond formations due to its adequate acidity (pKa 4.83) and steric rigidity[1]. Knoevenagel condensation reaction between aldehydes and Meldrum′s acid are accelerated in ionic liquids.[2]

Meldrum′s acid is used as a valuable starting material to synthesize heterocycles and as intermediates in organic synthesis reactions.[3][4]

애플리케이션

2,2-Dimethyl-1,3-dioxane-4,6-dione was used in the synthesis of:
  • macrocyclic β-keto lactone[5]
  • 4-pyridyl-substituted heterocycles[6]
  • 2-substituted indoles[7]
  • isofraxidin.[8]

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number
BCCH9274
STBJ3104
STBF4868V
STBG8233
STBD6952V

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이미 열람한 고객

Slide 1 of 1

1 of 1

1,3-Dimethylbarbituric acid ≥99.0% (T)

Sigma-Aldrich

39565

1,3-Dimethylbarbituric acid

Mohammad Bagher Teimouri et al.
ACS combinatorial science, 13(6), 659-666 (2011-09-17)
An efficient and practical method has been developed for the diversity-oriented synthesis of chromone-containing tripeptides via pseudo-five-component reaction between 3-formylchromones, Meldrum's acid, isocyanides and primary aromatic amines for the generation of a wide range of structurally interesting and pharmacologically significant
Liam Payne et al.
Molecules (Basel, Switzerland), 25(21) (2020-10-30)
Donor-acceptor Stenhouse adducts (DASAs) are a novel class of solvatochromic photoswitches with increasing importance in photochemistry. Known for their reversibility between open triene and closed cyclized states, these push-pull molecules are applicable in a suite of light-controlled applications. Recent works
New route to 2-substituted indoles by pyrolysis of N-acylacetylphenylhydroxylamines.
Hirao K-I, et al.
Tetrahedron Letters, 33(11), 1459-1462 (1992)
Tetrahedron, 63, 389-389 (2007)
Sheng Cui et al.
Journal of the American Chemical Society, 132(2), 436-437 (2009-12-22)
The enantioselective conjugate addition of alkynyl nucleophiles has been a long-standing challenge in synthetic chemistry. This paper describes a highly practical asymmetric conjugate alkynylation of Meldrum's acid-derived acceptors using cinchonidine (<$100/kg) as the chiral mediator. The process provides practical access
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문서

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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    1 답변

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      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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    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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