(2R,3R)-Diethyl 2,3-dihydroxysuccinate (2R,3R)-(+)-酒石酸二乙酯

CAS 87-91-2 MFCD00009143

化学结构图

87-91-2
SMILES: CCOC(=O)[C@H](O)[C@@H](O)C(=O)OCC

化学属性

Mol. FormulaC8H14O6
Mol. Weight206.19
Density1.204
Refractive index1.4440 to 1.4480
Boiling Point280°C at 760 mmHg
Flash Point93°C
TSCAYes
Melting Point17°C
Appearance 和乙醚。 无色油状粘稠液体,呈微弱葡萄酒香气。熔点17℃,沸点280~281℃,或153℃(1600Pa),旋光度[α]哿+7.5°~+8.5°。难溶于水,溶于非挥发性油、乙 D 20
Solubilityinsoluble

别名和识别编码

Chemical Name(2R,3R)-Diethyl 2,3-dihydroxysuccinate
MDL NumberMFCD00009143
CAS Number87-91-2
EC Number201-783-3
Beilstein Registry Number3,512
Synonym (2R,3R)-Diethyl 2,3-dihydroxysuccinate {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (2R,3R)-Diethyl 2,3-dihydroxysuccinate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (2R
PubChem Substance ID6993580
Merck Number3855
Chemical Name Translation(2R,3R)-(+)-酒石酸二乙酯
Reaxys-RN1727145
LabNetwork Molecule IDLN00194314
InChIInChI=1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m1/s1
Canonical SMILESO=C(OCC)[C@H](O)[C@@H](O)C(OCC)=O
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分类

  • {SA} A-D, Alphabetical Listings, C-D, Flavors and Fragrances, Kosher Certified Products
  • {SNA} A-D, Alphabetical Listings, C-D, Flavors and Fragrances, Kosher Certified Products
  • {SNA} A-D, Alphabetical Listings, C-D,
  • {Chemicalbook} 食品添加剂: 食品加工助剂: 溶剂和助溶剂
  • {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Chiral Catalysts, Ligands, and Reagents, Epoxidation, Esters, Organic Building Blocks
  • {SNA} A-D, Alphabetical Listings, C-D, Certified Food Grade Products, Flavors and Fragrances, Follows IFRA Guidelines, Kosher Certified Products

相关文献及参考

  • For use as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction, see: Chem. Lett., 61 (1992). For a review of the use of tartrate esters as chiral auxiliaries, e.g. in the Simmons-Smith reaction and in 1,3-dipolar cycloaddition reactions, see: Synlett, 1075 (2003).
  • For use as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, see tert-Butyl­ hydroperoxide, A13926. For Sharpless-type enantioselective oxidation of sulfides to sulfoxides, see: Org. Synth. Coll., 8, 464 (1993).

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S15 Keep away from heat 远离热源;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • 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
  • 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
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, seal

其他信息

  • Acros Organics:L(+)-二乙基酒石酸酯 L(+)-Diethyl L-tartrate, 99+%(87-91-2)
  • 比旋光度:7.5 ° (neat)
  • 图谱信息:L-(+)-酒石酸二乙酯(87-91-2)红外图谱(IR2) L-(+)-酒石酸二乙酯(87-91-2)核磁图( 13 CNMR) L-(+)-酒石酸二乙酯(87-91-2)质谱(MS) L-(+)-酒石酸二乙酯(87-91-2)Raman光谱 L-(+)-酒石酸二乙酯(87-91-2)红外图谱(IR1) L-(+)-酒石酸二乙酯(87-91-2)核磁图( 1 HNMR)
  • 使用限量:FEMA(mg/kg):软饮料50,冷饮200,糖果200,焙烤食品200。
  • 海关编码:29181300
  • 上游原料:酒石酸 --> DL-酒石酸
  • 毒性:ADI未作规定(FAO/WHO,2001)。
  • 下游产品:异丙烯-2,3-二羟-1,4-双二丙基膦丁烷 --> (R)-(-)-甘油醇缩丙酮
  • 含量分析:准确称取试样1.0g,放于一125ml三角烧瓶中,瓶中盛有少量浮石。另取一相似烧瓶供空白试验。分别加入0.5mo]/L氢氧化钾乙醇液25.0ml,并均装上回流冷凝器,于蒸汽浴上回流1h。冷却后各加酚酞试液(TS-167)10滴,用0.5mol/L盐酸滴定残存的碱。按下式计算含量百分含量。式中b——空白所耗盐酸的体积,ml; s——试样所耗盐酸的体积,ml; W——试样质量,g。
  • Alfa Aesar:L-(+)-酒石酸二乙酯,98% (+)-Diethyl L-tartrate, 98%(87-91-2)
  • 参考质量标准:FAO/WHO,1999 含量(C 8 H 14 O 1 ) ≥98.0% 相对密度d 25 25 1.204~1.207 熔点 15l.5~154℃ 折射率n D 20 1.446~1.448
  • 用途四:用作溶剂和增塑剂。
  • MSDS 信息:(2R,3R)(+)-Dihydroxybutane-1,4-dioic acid diethyl ester(87-91-2).msds
  • L-(+)-酒石酸二乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T0003 L-(+)-酒石酸二乙酯 Diethyl L-(+)-Tartrate 500G 1700元 2014/06/02 T0003 L-(+)-酒石酸二乙酯 Diethyl L-(+)-Tartrate 25G 176元 2010/06/21 168965000 L-(+)-酒石酸二乙酯 (+)-Diethyl L-tartrate 99+% 500 ML 2789元
  • 用途二:用于食品添加剂、药物合成、手性化合物的拆分等
  • 方法一:由酒石酸和二分子乙醇在适当条件下酯化而成。
  • FEMA:2378
  • 用途一:用作溶剂及增塑剂
  • MOL 文件:87-91-2.mol
  • Sigma Aldrich:87-91-2(sigmaaldrich)
  • TCI Shanghai:L-(+)-酒石酸二乙酯 Diethyl L-(+)-Tartrate,>;98.0%(GC)(87-91-2)
  • 方法二:由酒石酸与乙醇酯化而得。
  • 用途三:载体溶剂(树脂、胶等)。GB 2760-1996规定为允许使用的食品用香料。

系列性分类


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