N-CAPROIC ACID 4-NITROPHENYL ESTER

Base Information

• Chemical Name: N-CAPROIC ACID 4-NITROPHENYL ESTER
• CAS No.: 956-75-2
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 29159000
• Mol file: 956-75-2.mol

Synonyms:Hexanoicacid, p-nitrophenyl ester (6CI,7CI,8CI); 4-Nitrophenyl caprate; 4-Nitrophenylcaproate; 4-Nitrophenyl hexanoate; p-Nitrophenol hexanoate; p-Nitrophenylcaproate; p-Nitrophenyl hexanoate; p-Nitrophenyl n-hexanoate

Chemical Property of N-CAPROIC ACID 4-NITROPHENYL ESTER

Chemical Property:

• Vapor Pressure: 4.24E-05mmHg at 25°C
• Refractive Index: n20/D 1.514
• Boiling Point: 145 °C / 1mmHg
• Flash Point: 146.5°C
• PSA: 72.12000
• Density: 1,14 g/cm3
• LogP: 3.60370
• Storage Temp.: Refrigerator

Purity/Quality:

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

4-Nitrophenyl Hexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36/38-20/21/22
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-CAPROIC ACID 4-NITROPHENYL ESTER

There total 11 articles about N-CAPROIC ACID 4-NITROPHENYL ESTER 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: 95.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Hexanoyl chloride (142-61-0) → p-nitrophenyl hexanoate (956-75-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 5 ℃; for 1h; Inert atmosphere;

DOI:10.1007/s12039-012-0299-0

Reference yield: 91.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + hexanoic acid (142-62-1) → p-nitrophenyl hexanoate (956-75-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b00227

Reference yield:

4-nitrophenyl decanoate (1956-09-8) → p-nitrophenyl hexanoate (956-75-2)

Guidance literature:

Multi-step reaction with 24 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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

DOI:10.1016/j.molcatb.2011.07.010

upstream raw materials:

4-nitro-phenol

Hexanoyl chloride

hexanoic acid

4-nitrophenyl 4-methylpentanoate

Downstream raw materials:

p-nitrophenolate

4-nitro-phenol

C₂₈H₂₇NO₃S

2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

Refernces

• 1、 Gopal, P. Raja,Chandrashekar,Saravanan,Bhaskar, B. Vijaya,Somaiah, P. Veera. "An alternative approach to synthesis of 2-n-butyl-5-nitrobenzofuran derivative: A key starting material for dronedarone hydrochloride". . p. 1077 - 1085. Retrieved 2013/03/13.
• 2、 Mandrich, Luigi,De Santi, Concetta,De Pascale, Donatella,Manco, Giuseppe. "Effect of low organic solvents concentration on the stability and catalytic activity of HSL-like carboxylesterases: Analysis from psychrophiles to (hyper)thermophiles". experimental part. p. 46 - 52. Retrieved 2012/10/18.