4-Nitrophenyl decanoate

Base Information

• Chemical Name: 4-Nitrophenyl decanoate
• CAS No.: 1956-09-8
• Molecular Formula: C16H23 N O4
• Molecular Weight: 293.363
• Hs Code.: 2915900090
• European Community (EC) Number: 625-505-9
• DSSTox Substance ID: DTXSID30403181
• Nikkaji Number: J609.805C
• Wikidata: Q82206794
• Mol file: 1956-09-8.mol

Synonyms:4-NITROPHENYL DECANOATE;1956-09-8;4-Nitrophenyl caprate;(4-nitrophenyl) Decanoate;Decanoic acid 4-nitrophenyl ester;p-nitrophenyl caprate;p-nitrophenyl decanoate;Decanoic acid, 4-nitrophenyl ester;4-Nitrophenyldecanoate;SCHEMBL136672;DTXSID30403181;AKOS015890847;HY-W127404;4-Nitrophenyl decanoate, lipase substrate;AS-82530;CS-0185638;E79404;W-200567

Chemical Property of 4-Nitrophenyl decanoate

Chemical Property:

• Melting Point: ~35 °C
• PSA: 72.12000
• LogP: 5.16410
• Storage Temp.: 2-8°C
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 293.16270821
• Heavy Atom Count: 21
• Complexity: 306

Purity/Quality:

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

4-Nitrophenyl decanoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: 4-Nitrophenyl decanoate has been used as a substrate to assess the carboxylesterase production by recombinant Penicillium griseoroseum T55 strain. It has also been used for general esterase activity assay of the hepatopancreas extract.

Technology Process of 4-Nitrophenyl decanoate

There total 5 articles about 4-Nitrophenyl decanoate 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: 87.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1-decanoic acid (334-48-5) → 4-nitrophenyl decanoate (1956-09-8)

Guidance literature:

With magnesium sulfate; toluene-4-sulfonic acid; In xylene; for 5h; Heating;

DOI:10.1007/BF00958844

Reference yield: 57.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + n-decanoyl chloride (112-13-0) → 4-nitrophenyl decanoate (1956-09-8)

Guidance literature:

In 1,4-dioxane; pyridine; for 2h; Ambient temperature;

DOI:10.1002/jps.2600710713

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl decanoate (1956-09-8)

Guidance literature:

Multi-step reaction with 3 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

With dmap; Candida antarctica lipase B; dicyclohexyl-carbodiimide; In dimethyl sulfoxide;

DOI:10.1016/j.molcatb.2011.07.010

upstream raw materials:

4-nitro-phenol

n-decanoyl chloride

1-decanoic acid

4-nitrophenyl stearate

Downstream raw materials:

4-nitro-phenol

sodium decanoate

4-nitrophenol sodium salt

4-nitrophenyl 4-methylpentanoate

Refernces

• 1、 Qian, Le,Liu, Jia-Yan,Liu, Jia-Ying,Yu, Hui-Lei,Li, Chun-Xiu,Xu, Jian-He. "Fingerprint lipolytic enzymes with chromogenic p-nitrophenyl esters of structurally diverse carboxylic acids". experimental part. p. 22 - 26. Retrieved 2012/02/06.
• 2、 Wynn,Caldwell,Robinson,Beamer,Bauguess. "Synthesis and bioevaluation of a series of fatty acid esters of p-[N,N-bis(2-chloroethyl)amino]phenol". . p. 772 - 776. Retrieved 2007/10/02.