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2,2-Dimethyl-1,3-dioxane-4,6-dione 丙二酸环(亚)异丙酯

规格: 98%
CAS: 2033-24-1
产品编号: H81794
MDL: MFCD00006638
品牌: INFI
Chemical Name2,2-Dimethyl-1,3-dioxane-4,6-dione
CAS Number2033-24-1
Alfabeta NameDIMETHYLDIOXANEDIONE 221346-----,,,
MDL NumberMFCD00006638
Synonym 'MELDRUM'S ACID' 1,3-Dioxane-4,6-dione, 2,2-dimethyl- 2,2-DIMETHYL-1,3-DIOXAN-4,6-DIONE 2,2-Dimethyl-m-dioxane-4,6-dione 2,2-二甲基-1,3-二噁烷-4,6-二酮 2,2-二甲基-1,3-二噁烷-4,6二酮(丙二酸亚异丙酯) 2,2-二甲基-1,3-二恶唑烷酮 m-Dioxane-4,6-dione, 2,2-dimethyl- Cycl-isopropylidene malonate Cyclic isopropylidene malonate ISOPROPYLIDENE MALONATE MELDRUM'S ACID MELDRUMS ACID Malonic acid cyclic isopropylidene ester Meldrum's Saeure Meldrum's Acid, Malonic acid cyclic isopropylidene ester,Meldrum’s acid cycl-Isopropylidene malonate Meldrums acid Meldrumsäure m-Dioxane-4,6-dione, 2,2-dimethyl- {} {} {} {} {Chem 丙二酸环亚异丙酯,2,2-二甲基-1,3-二氧六环-4,6-二酮,2,2-二甲基-1,3-二噁唑烷-4,6-二酮,2,2-二甲基-1,3-二恶烷-4,6-二酮
EC Number217-992-8
Beilstein Registry Number117310
Merck Number5817
PubChem Substance ID16249
Chemical Name Translation丙二酸环亚异丙酯
Wiswesser Line NotationT6OV DVOTJ F1 F1
LabNetwork Molecule IDLN00009658
GHS Symbol
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 180 mg/kg
   Details of toxic effects not reported other than lethal dose value
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#04102

Signal word Warning
WGK Germany3
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
    Risk Statements
    • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
      Precautionary statements
      • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
        Hazard Codes Xi
        Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
        Storage condition 0-10 0-10°C 0-6°C
      • 通过羟醛冷凝和用三乙基胺甲醛还原得到,苄基取代的米氏酸经由水解、失去CO2和氯磺酸进行Friedel-Crafts 环化生成2,3-二氢-2-茚酮。离子液体中加速醛和米氏酸之间的诺文葛尔浓缩反应(Knoevenagel condensations)。
      • {ALF} C-Acylation with acyl chlorides occurs in the presence of 2 equivalents of pyridine in high yield. Alcoholysis of the product provides a good route to ß-keto esters: J. Org. Chem., 43, 2087 (1978); Org. Synth. Coll., 7, 359 (1988), also obtainable by reaction of the Na salt with acid anhydrides in DMF: Synthesis, 451 (1982). Alternatively, mild hydrolysis and decarboxylation of the intermediate acyl Meldrum's acid gives the methyl ketone, providing an alternative to organometallic methods for conversion of acyl chlorides to methyl ketones: Synth. Commun., 10, 221 (1980):
      • {ALF} Knoevenagel condensation with aldehydes gives ylidene derivatives which are solvolyzed by alcohols to give monoesters of alkylidene or arylidene malonic acids: J. Am. Chem. Soc., 74, 5897 (1952). For diastereoselective conde
      • {ALF} Knoevenagel condensation with aldehydes gives ylidene derivatives which are solvolyzed by alcohols to give monoesters of alkylidene or arylidene malonic acids: J. Am. Chem. Soc., 74, 5897 (1952). For diastereoselective condensation with citronellal, followed by intramolecular Diels-Alder reaction, see: Org. Synth. Coll., 8, 353 (1993). With formaldehyde in pyridine gives the stable pyridinium methylide which, on treatment with
      • {ALD} Merck:14,5817
      • {ALF} For phase-transfer alkylation using K2CO3 as base, see: Synthesis, 452 (1982); Bull. Soc. Chim. Belg., 104, 643 (1995). Phase-transfer addition to Michael acceptors also occurs: Synthesis, 224 (1984). Mitsunobu dialkylation with an alcohol and DIAD/Ph3P is also possible: J. Org. Chem., 62, 1617 (1997).
      • {TRC} Nelson, N., et al.: J. Biol. Chem., 245, 143
      • {ALF} Condensation with lactim ethers, catalyzed by Nickel(II)­ 2,4-pentanedionate, 18811, with alcoholysis of the resulting enamino Meldrum's acids, gives of cyclic ß-enamino esters, useful as alkaloid precursors: J. Org. Chem., 43, 4662 (1978); for an example, see: Org. Synth. Coll., 8, 263 (1993).
      • {ALD} Merck:14,5817
      • Beilstein: 19,V,5,8
      • 2033-24-1 H81794 2,2-Dimethyl-1,3-dioxane-4,6-dione


        Mol. FormulaC6H8O4
        Mol. Weight144
        Melting Point92-96
        Solubility2.5 G/100 ML (20 ºC)
        Appearance 白色结晶。熔点94-95℃,水溶性 2.5g/100ml(20℃)