2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate
• CAS No.: 60444-78-2
• Molecular Formula: C12H9 N O5
• Molecular Weight: 247.207
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID80399606
• Nikkaji Number: J2.747.536A
• Wikidata: Q82202252
• Mol file: 60444-78-2.mol

Synonyms:60444-78-2;2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate;N-Succinimidyl 4-formylbenzoate;Ald-Ph-NHS ester;(2,5-dioxopyrrolidin-1-yl) 4-formylbenzoate;succinimidyl 4-formylbenzoate;N-Succinimidyl p-Formylbenzoate;p-Formylbenzoic acid N-hydroxysuccinimide ester;succinimidyl-p-formyl-benzoate;(SFB);Succinimidyl-p-formyl-benzoate;Benzaldehyde, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-;SUCCINIMIDYL4-FORMYLBENZOATE;N-Succinimidyl-p-Formylbenzoate;SCHEMBL43877;DTXSID80399606;VHYRHFNOWKMCHQ-UHFFFAOYSA-N;MFCD00133733;AKOS024260498;4-Formylbenzoic acid succinimidyl ester;GS-5675;SB37894;BP-22348;4-Formylbenzoic Acid N-Succinimidyl Ester;HY-130107;CS-0105085;FT-0674711;S0893;A868976;4-formylbenzoic acid 2,5-dioxopyrrolidi n-1-yl ester;4-formylbenzoic acid 2,5-dioxopyrrolidin-1-yl ester;4-Formyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester;4-{[(2,5-Dioxopyrrolidin-1-yl)oxy]carbonyl}benzaldehyde;p-Formylbenzoic acid N-hydroxysuccinimide ester, >=97.0% (HPLC)

Chemical Property of 2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate

Chemical Property:

• Vapor Pressure: 1.92E-07mmHg at 25°C
• Melting Point: 163°C
• Boiling Point: 425.4°C at 760 mmHg
• Flash Point: 211.1°C
• PSA: 80.75000
• Density: 1.44g/cm³
• LogP: 0.65780
• Storage Temp.: −20°C
• Solubility.: methanol: soluble50mg/mL, clear to very faintly turbid, colorles
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 247.04807239
• Heavy Atom Count: 18
• Complexity: 368

Purity/Quality:

98% ^*data from raw suppliers

N-Succinimidylp-Formylbenzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC=C(C=C2)C=O
• Uses: A amino reactive heterobifunctional crosslinking reagent.

Technology Process of 2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate

There total 4 articles about 2,5-Dioxopyrrolidin-1-yl 4-formylbenzoate 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-Carboxybenzaldehyde (619-66-9) → succinimidyl 4-formylbenzoate (60444-78-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 25 ℃; for 14h;

DOI:10.1002/anie.201201451

Reference yield:

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (105832-38-0) + 4-Carboxybenzaldehyde (619-66-9) → succinimidyl 4-formylbenzoate (60444-78-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

sodium monohydrogen sulfate + 4-Carboxybenzaldehyde (619-66-9) → succinimidyl 4-formylbenzoate (60444-78-2)

Guidance literature:

With triethylamine; In water; N,N-dimethyl-formamide;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-Carboxybenzaldehyde

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Downstream raw materials:

C₄₃H₅₀N₄O₉S₂

2,5-dioxopyrrolidin-1-yl 4-(4,4-difluoro-1,3,5,7-tetramethyl-3a,4a-diaza-4-bora-s-indacen-8-yl)benzoate

N-(6-(2-(4-((tert-butyldimethylsilyl)oxy)-3-methoxyphenyl)acetamido)hexyl)-4-formylbenzamide

C₃₅H₅₉NO₁₆