p-Nitrophenyl isocaproate

Base Information

• Chemical Name: p-Nitrophenyl isocaproate
• CAS No.: 4195-18-0
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID501312213
• Nikkaji Number: J1.463.166F
• Mol file: 4195-18-0.mol

Synonyms:p-Nitrophenyl isocaproate;4195-18-0;DTXSID501312213

Chemical Property of p-Nitrophenyl isocaproate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of p-Nitrophenyl isocaproate

There total 5 articles about p-Nitrophenyl isocaproate 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: 84.4%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-Methylpentanoic acid (646-07-1) → 4-nitrophenyl 4-methylpentanoate (4195-18-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; at 20 ℃; for 8h;

DOI:10.1016/j.molcatb.2011.07.010

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl 4-methylpentanoate (4195-18-0)

Guidance literature:

Multi-step reaction with 7 steps

1: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

2: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

3: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

4: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

5: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

6: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

7: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

With dmap; Candida antarctica lipase B; Bacillus subtilis 168 SrfAD esterase; dicyclohexyl-carbodiimide; In dimethyl sulfoxide;

DOI:10.1016/j.molcatb.2011.07.010

Reference yield:

4-nitrophenyl decanoate (1956-09-8) → 4-nitrophenyl 4-methylpentanoate (4195-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

2: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

3: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

4: dmap; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C

With dmap; Candida antarctica lipase B; Bacillus subtilis 168 SrfAD esterase; dicyclohexyl-carbodiimide; In dimethyl sulfoxide;

DOI:10.1016/j.molcatb.2011.07.010

upstream raw materials:

4-nitro-phenol

4-Methylpentanoic acid

4-nitrophenyl decanoate

4-nitrophenyl stearate

Downstream raw materials:

4-nitro-phenol

p-nitrophenyl butyrate

p-nitrophenyl hexanoate

cyclohexanecarboxylic acid 4-nitrophenyl ester