2,2-디메틸-1,3-디옥산-4,6-디온
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2,2-디메틸-1,3-디옥산-4,6-디온 속성
- 녹는점
- 92-96 °C(lit.)
- 끓는 점
- 182.71°C (rough estimate)
- 밀도
- 1.1311 (rough estimate)
- 증기압
- 0.044-133Pa at 25℃
- 굴절률
- 1.4434 (estimate)
- 저장 조건
- 2-8°C
- 용해도
- 디옥산: 용해성 5%, 투명하거나 매우 약간 흐릿함, 무색 내지 희미한 노란색
- 산도 계수 (pKa)
- 5.1(at 25℃)
- 물리적 상태
- 결정 또는 분말
- 색상
- 갈색을 띤 흰색에서 베이지색 갈색
- 수용성
- 2.5g/100mL(20℃)
- Merck
- 14,5817
- BRN
- 117310
- InChIKey
- GXHFUVWIGNLZSC-UHFFFAOYSA-N
- LogP
- -1.58-4.786 at 25℃
- CAS 데이터베이스
- 2033-24-1(CAS DataBase Reference)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | Xi,T | ||
---|---|---|---|
위험 카페고리 넘버 | 36/37/38-45 | ||
안전지침서 | 37/39-24/25-53-45-36-26 | ||
WGK 독일 | 3 | ||
RTECS 번호 | JH0800000 | ||
F 고인화성물질 | 10-21 | ||
TSCA | Yes | ||
위험 등급 | IRRITANT | ||
HS 번호 | 29322090 | ||
기존화학 물질 | KE-11336 |
2,2-디메틸-1,3-디옥산-4,6-디온 C화학적 특성, 용도, 생산
개요
Meldrum's acid, also known as 2,2-dimethyl-1,3-dioxane-4,6-dione, is an organic compound with the formula C6H8O4. The compound was first made in 1908 by Andrew Norman Meldrum by a condensation reaction of malonic acid with acetone in acetic anhydride and sulfuric acid. Meldrum misidentified the structure as a β-lactone of β-hydroxyisopropylmalonic acid. Yet Meldrum's acid has a high acidity with a pKa of 4.97, because like ascorbic acid, deprotonation at the methylene next to the carbonyls produces a stable enolate. Because of this property Meldrum's acid like malonic acid is a reactant in Knoevenagel condensations.화학적 성질
The compound appears as white to beige crystals. It has a melting point of 94-95℃ (decomposition), is insoluble in water, and is soluble in ethanol and acetone.주요 응용
2,2-Dimethyl-1,3-dioxane-4,6-dione was used in the synthesis of:macrocyclic β-keto lactone
4-pyridyl-substituted heterocycles
2-substituted indoles
isofraxidin.
용도
Meldrum's acid serves as an intermediate in a variety of organic synthesis reactions. It is commonly used as an alternative to acyclic malonic esters and generally acts as a C3O2 synthon in organic synthesis.제조 방법
2,2-Dimethyl-1,3-dioxane-4,6-dione is usually prepared by condensation of malonic acid with acetone in acetic anhydride in the presence of sulfuric acid. Excellent yield of the product was achieved when acetic anhydride was added in a slow, controlled manner to a mixture of acetone, malonic acid and an acid catalyst.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. Knoevenagel condensation reaction between aldehydes and Meldrum′s acid are accelerated in ionic liquids.Purification Methods
Crystallise the dione from Me2CO/H2O. It is a synthon for the C3 malonic acid moiety. [Arnette et al. J Am Chem Soc 106 6759 1984, Bihlmayer et al. Monatsh Chem 98 564 1967, Review: McNab Chem Soc, Rev 7 345 1978, Chan & Huang Synthesis 452 1982, Beilstein 19/5 V 8.]2,2-디메틸-1,3-디옥산-4,6-디온 준비 용품 및 원자재
원자재
준비 용품
4-Chloroquinoline
QUINOLINE-4-BORONIC ACID
6-bromoquinolin-4(3H)-one
4-퀴놀린카르복시산
7-DIETHYLAMINO-3-THENOYLCOUMARIN
3-(4-Nitrophenyl)propanoic acid
6-BROMO-4-CHLOROQUINOLINE
3-(2-티에닐)프로피온산
4-요오도퀴놀린
4-Bromoquinoline
4,7-디메톡시-1,10-페난트롤린
3-(4-니트로-페닐)-프로판-1-OL
Ethyl propionylacetate
Diethyl isopropylmalonate
3-CYCLOPROPYL-3-OXO-PROPIONIC ACID ETHYL ESTER
3-(4-Bromophenyl)propionic acid
Ethyl isobutyrylacetate
3,4-Dimethoxyhydrocinnamic acid
2,2-디메틸-1,3-디옥산-4,6-디온 공급 업체
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