Potassium 2-isocyanoacetate

Base Information

• Chemical Name: Potassium 2-isocyanoacetate
• CAS No.: 58948-98-4
• Molecular Formula: C3H3NO2.K
• Molecular Weight: 123.153
• European Community (EC) Number: 695-460-8
• DSSTox Substance ID: DTXSID70572704
• Nikkaji Number: J2.105.089J
• Mol file: 58948-98-4.mol

Synonyms:Potassium 2-isocyanoacetate;potassium;2-isocyanoacetate;58948-98-4;Potassium isocyanoacetate;Isocyanoacetic acid potassium salt;SCHEMBL1784706;DTXSID70572704;GS-0587;Potassium 2-isocyanoacetate, technical grade, 85%

Chemical Property of Potassium 2-isocyanoacetate

Chemical Property:

• Melting Point: 75-81 °C
• PSA: 40.13000
• LogP: -2.11370
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 122.97225979
• Heavy Atom Count: 7
• Complexity: 93.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Potassium 2-isocyanoacetate technical grade, 85% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]CC(=O)[O-].[K+]
• Uses: Reagent for:? ;Carbene insertion reactions as a cleanup procedure to remove ruthenium carbene catalysts from metathesis reaction products1? ;Preparation of carbonyl complexes of group IVB metals2? ;Preparation of peptides via ammonium chloride-promoted Ugi reaction3 Reagent for:Carbene insertion reactions as a cleanup procedure to remove ruthenium carbene catalysts from metathesis reaction productsPreparation of carbonyl complexes of group IVB metalsPreparation of peptides via ammonium chloride-promoted Ugi reaction

Technology Process of Potassium 2-isocyanoacetate

There total 3 articles about Potassium 2-isocyanoacetate 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: 99.0%

Ethyl isocyanoacetate (2999-46-4) → potassium 2-isocyanoacetate (58948-98-4)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 5h;

DOI:10.1039/c6cc09379e

Reference yield: 98.0%

isocyanoacetic acid methyl ester (39687-95-1) → potassium 2-isocyanoacetate (58948-98-4)

Guidance literature:

With potassium hydroxide; In methanol; at 0 - 20 ℃; for 3.5h;

DOI:10.1002/chem.201805318

Reference yield:

Ethyl isocyanoacetate (2999-46-4) → fmoc-Met-Ser(TBu)-Tyr(TBu)-Ser(TBu)-MBHA Resin + potassium 2-isocyanoacetate (58948-98-4)

Guidance literature:

With potassium hydroxide; In ethanol;

upstream raw materials:

isocyanoacetic acid methyl ester

Ethyl isocyanoacetate

Downstream raw materials:

(S)-methyl 2-(2-isocyanoacetamido)-3-phenylpropanoate

diphenylmethyl 2-isocyanoacetate

Refernces

• 1、 Wang, Jian,Zhong, Ling,Tang, Shi,Liu, Yuan,Ding, Shumin,Li, Lianjie,Zhao, Haixia,Chen, Chen,Shang, Yongjia. "Palladium-Catalyzed Divergent Imidoylative Cyclization of Multifunctionalized Isocyanides: Tunable Access to Oxazol-5(4 H)-ones and Cyclic Ketoimines". . p. 7297 - 7308. Retrieved 2020/07/07.
• 2、 Koyama, Yasuhito,Gudeangadi, Prashant G.. "One-pot synthesis of alternating peptides exploiting a new polymerization technique based on Ugi's 4CC reaction". supporting information. p. 3846 - 3849. Retrieved 2017/04/04.