Diethyl Ethoxymethylenemalonate 乙氧基甲叉丙二酸二乙酯

CAS 87-13-8 MFCD00009148

化学结构图

87-13-8
SMILES: CCOC=C(C(=O)OCC)C(=O)OCC

化学属性

Mol. FormulaC10H16O5
Mol. Weight216.23
Density1.07
Refractive index1.4600 to 1.4640
Flash Point144°C
TSCAYes
Boiling Point279-281°C at 760 mmHg
Melting Point-33 °C
SolubilitySoluble in Chloroform, Dichloromethane and Methanol., Soluble in Chloroform, Dichloromethane and Methanol.
Appearance 无色液体。沸点279-281℃,相对密度(25/4℃)1.07,折射率1.4620,闪点155℃。

别名和识别编码

Chemical NameDiethyl Ethoxymethylenemalonate
CAS Number87-13-8
Synonym Diethyl 2-(ethoxymethylene)malonate {LY} Diethyl 2-(ethoxymethylene)malonate {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Diethyl 2-(ethoxymethylene)malonate {} {} {} {} {} {} {} {} {} {} {} {
EC Number201-725-7
Beilstein Registry Number880058
MDL NumberMFCD00009148
PubChem Substance ID6871
Chemical Name Translation乙氧基甲叉丙二酸二乙酯
Reaxys-RN609193
InChIKeyLTMHNWPUDSTBKD-UHFFFAOYSA-N
Wiswesser Line Notation2OVYVO2&U1O2
LabNetwork Molecule IDLN00214342
InChIInChI=1S/C10H16O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h7H,4-6H2,1-3H3
Canonical SMILESO=C(OCC)/C(C(OCC)=O)=C/OCC
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分类

  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • {SNA} Building Blocks, C10 to C11, Carbonyl Compounds, Chemical Synthesis, Esters, Organic Building Blocks

产品应用

  • Intermediate in the production of Flumequine

相关文献及参考

  • Sato, M., et al.: J. Med. Chem., 52, 4869 (2009),
  • Has been used for the protection of the amino group of ɑ-amino acids, allowing clean esterification by O-alkylation. The protecting group can be removed using bromine in chloroform: Synthesis, 544 (1989):
  • Stable equivalent of the ɑ-formylmalonate, valuable synthetic building block, particularly in heterocyclic syntheses. Review: Adv. Het. Chem., 54, (1992).
  • For N-protection of aminoglycosides prior to O-acetylation, see: J. Carbohydr. Chem., 14, 1133 (1995). Chlorine in chloroform at 0oC was used for deprotection.
  • Can be converted to the unstable diethyl methylenemalonate by catalytic reduction and elimination of ethanol on distillation, see: Org. Synth. Coll., 4, 298 (1963).

安全信息

Signal word Warning
GHS Symbol
WGK Germany1
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R42/43
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312+P330
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSOO1100000
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes Xn
TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 44 mg/m3
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NDRC** National Defense Research Committee, Office of Scientific Research
   and Development, Progress Report.  Volume(issue)/page/year: 30101,11,1945

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2227 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPMSAE Journal of Pharmaceutical Sciences.  (American Pharmaceutical Assoc.,
   2215 Constitution Ave., NW, Washington, DC 20037)  V.50-    1961-
   Volume(issue)/page/year: 60,1810,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 925 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Olfaction) - effect, not otherwise
   specified
   Behavioral - somnolence (general depressed activity)
   Gastrointestinal - other changes
REFERENCE :
   ATDAEI Acute Toxicity Data. Journal of the American College of Toxicology,
   Part B. (Mary Ann Liebert, Inc., 1651 Third Ave., New York, NY 10128)  V.1-
   1990-  Volume(issue)/page/year: 1,37,1990

Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}

其他信息

  • 用途一:一种分子中含有多种活性基团的重要有机原料,能与多种物质进行缩聚和环化缩合,现主要用于合成氟哌酸
  • Acros Organics:乙氧基亚甲基丙二酸二乙酯 Diethyl ethoxymethylenemalonate, 99+%(87-13-8)
  • 方法一:将原甲酸三乙酯、醋酐、丙二酸二乙酯和无水氧化锌的混合物搅拌加热,在102-115℃保温2.5h,在115-127℃保温7h,再补加部分醋酐和原甲酸三乙酯,继续升温至127-145℃保温2h,145-155℃保温2h。然后将反应物冷至室温,过滤。滤液减压蒸馏,收集108-110℃(33Pa)馏分,得成品,收率50-60%。
  • 乙氧基甲叉丙二酸二乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 E0255 乙氧基亚甲基丙二酸二乙酯 Diethyl Ethoxymethylenemalonate 25ML 102元 2014/06/02 E0255 乙氧基亚甲基丙二酸二乙酯 Diethyl Ethoxymethylenemalonate 500ML 650元 2010/06/21 114345000 乙氧基甲叉丙二酸二乙酯 Diethyl ethoxymethylenemalonate 99+% 500 GR 904元
  • 海关编码:29189090
  • Intermediate for the production of Flumequine.
  • Alfa Aesar:乙氧亚甲基丙二酸二乙酯,98+% Diethyl ethoxymethylenemalonate, 98+%(87-13-8)
  • 上游原料:原甲酸三乙酯 --> 丙二酸二乙酯
  • TCI Shanghai:乙氧基亚甲基丙二酸二乙酯 Diethyl Ethoxymethylenemalonate,>;98.0%(GC)(87-13-8)
  • 图谱信息:乙氧基甲叉丙二酸二乙酯(87-13-8)质谱(MS) 乙氧基甲叉丙二酸二乙酯(87-13-8)红外图谱(IR1) 乙氧基甲叉丙二酸二乙酯(87-13-8)核磁图( 1 HNMR)
  • MSDS 信息:Diethyl ethoxymethylenemalonate(87-13-8).msds
  • Sigma Aldrich:87-13-8(sigmaaldrich)
  • 下游产品:氟哌酸 --> 甲草胺 --> 洛美沙星 --> 乳清酸 --> 2-三氟甲基-4-氯嘧啶-5-羧酸乙酯 --> 2-甲基巯基-4-氨基嘧啶-5-甲酸乙酯 --> 4-氯-2-甲硫基嘧啶-5-羧酸乙酯 --> 5,6,7,8-四氢吡啶并[4,3-D]嘧啶-4(3H)-酮 --> 左氧氟沙星 --> 7-三氟甲基-4-硫醇喹啉 --> 1,4-二氢-2-甲巯基-4-氧代-5-嘧啶甲酸乙酯 --> 7-溴-3,4-二氢-4-羰基喹啉-3-羧酸 --> 7-(三氯甲基)-4-羟基喹啉 --> 氟罗沙星 --> 2-甲基-4-羟基嘧啶-5-羧酸乙酯 --> 萘啶酸 --> 2-苯基-4-羟基嘧啶-5-羧酸 --> 3,4-二氢-8-羟基-4-羰基喹啉-3-羧酸 --> 7-溴-3,4-二氢-4-羰基喹啉-3-羧酸乙酯 --> 4-羟基-8-甲氧基喹啉-3-羧酸 --> 6-氯-1,2,4-三唑并[4,3-B]哒嗪 --> 2-苯基-4-羟基嘧啶-5-羧酸乙酯 --> 癸氧喹酯 --> 4-羟基-8-甲氧基喹啉-3-羧酸乙酯
  • MOL 文件:87-13-8.mol
  • 用途二:有机合成原料,用于医药、染料等产品制造。

系列性分类


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