2-Methoxyethyl cyanoacetate

Base Information

• Chemical Name: 2-Methoxyethyl cyanoacetate
• CAS No.: 10258-54-5
• Molecular Formula: C6H9NO3
• Molecular Weight: 143.142
• Hs Code.: 29269090
• European Community (EC) Number: 233-597-3
• UNII: UT9YIO537F
• DSSTox Substance ID: DTXSID0038831
• Nikkaji Number: J85.234A
• Wikidata: Q27291265
• ChEMBL ID: CHEMBL3186943
• Mol file: 10258-54-5.mol

Synonyms:2-Methoxyethyl cyanoacetate;10258-54-5;2-methoxyethyl 2-cyanoacetate;ACETIC ACID, CYANO-, 2-METHOXYETHYL ESTER;Acetic acid, 2-cyano-, 2-methoxyethyl ester;EINECS 233-597-3;Cyanoacetic acid 2-methoxyethyl ester;UNII-UT9YIO537F;BRN 1766090;UT9YIO537F;DTXSID0038831;methoxyethyl cyanoacetate;2-methoxyethyl2-cyanoacetate;SCHEMBL755188;CHEMBL3186943;DTXCID8018831;2-METHOXYETHYLCYANOACETATE;2-Methoxyethyl cyanoacetate, 98%;BCP12767;Tox21_300797;MFCD00071550;2-METHOXY ETHYL CYANO ACETATE;AKOS000120189;NCGC00248171-01;NCGC00254701-01;AS-66036;ETHANOL, 2-METHOXY-, CYANOACETATE;CAS-10258-54-5;Cyanoacetic acid, .beta.-methoxyethyl ester;FT-0612843;CYANOACETIC ACID, 2-METHOXYETHYL ESTER;EN300-20676;F81534;A896755;W-110264;Q27291265;Z104479724;2-Methoxyethyl cyanoacetate, Lonza quality, >=99.0% (GC)

Chemical Property of 2-Methoxyethyl cyanoacetate

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 0.0103mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 263.4 °C at 760 mmHg
• PKA: 2.75±0.10(Predicted)
• Flash Point: 112.3 °C
• PSA: 59.32000
• Density: 1.094 g/cm³
• LogP: 0.08968
• Storage Temp.: Store below +30°C.
• Solubility.: 745g/l
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 143.058243149
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxyethyl cyanoacetate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COCCOC(=O)CC#N
• Uses: 2-Methoxyethyl cyanoacetate is used as intermediate for numerous organic syntheses, e.g. alpha-cyanoacrylic adhesives. Product Data Sheet

Technology Process of 2-Methoxyethyl cyanoacetate

There total 4 articles about 2-Methoxyethyl cyanoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

2-methoxy-ethanol (109-86-4,95507-80-5) + cyanoacetic acid (372-09-8) → 2-methoxyethyl cyanoacetate (10258-54-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 55 ℃;

DOI:10.1248/cpb.43.797

Reference yield:

2-methoxyethyl 2-chloroacetate (13361-36-9) + potassium cyanide (151-50-8) → 2-methoxyethyl cyanoacetate (10258-54-5)

Guidance literature:

In acetonitrile;

Reference yield:

2-methoxy-ethanol (109-86-4,95507-80-5) + ethyl 2-cyanoacetate (105-56-6) → 2-methoxyethyl cyanoacetate (10258-54-5)

Guidance literature:

With ion-exchange resin + form>; (heating);

upstream raw materials:

2-methoxy-ethanol

cyanoacetic acid

2-methoxyethyl 2-chloroacetate

potassium cyanide

Downstream raw materials:

C₂₁H₃₀FN₂O₈PS

C₂₃H₃₅N₂O₈PS

C₂₃H₃₄FN₂O₈PS

C₂₁H₃₁N₂O₈PS

Refernces

• 1、 Zhou, Kaixiang,Li, Yuying,Peng, Yi,Cui, Xiaomei,Dai, Jiapei,Cui, Mengchao. "Structure-Property Relationships of Polyethylene Glycol Modified Fluorophore as Near-Infrared Aβ Imaging Probes". . p. 8576 - 8582. Retrieved 2018.
• 2、 Wang, Qingmin,Sun, Huikai,Cao, Huanyan,Cheng, Muru,Huang, Runqiu. "Synthesis and herbicidal activity of 2-cyano-3-substituted-pyridinemethylaminoacrylates". . p. 5030 - 5035. Retrieved 2007/10/03.