4-Nitrophenyl formate

Base Information

• Chemical Name: 4-Nitrophenyl formate
• CAS No.: 1865-01-6
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 2915 13 00
• European Community (EC) Number: 217-473-6
• NSC Number: 154301
• DSSTox Substance ID: DTXSID8062026
• Nikkaji Number: J199.677K
• Wikidata: Q72495405
• ChEMBL ID: CHEMBL3272659
• Mol file: 1865-01-6.mol

Synonyms:4-Nitrophenyl formate;1865-01-6;p-Nitrophenyl formate;(4-nitrophenyl) formate;Formic acid, 4-nitrophenyl ester;Formic acid 4-nitrophenyl ester;Formic acid, p-nitrophenyl ester;4-nitrophenylformate;EINECS 217-473-6;NSC 154301;SCHEMBL8433;CHEMBL3272659;DTXSID8062026;formic acid 4-nitro-phenyl ester;MFCD00014713;NSC154301;AKOS006230573;AKOS015892830;NSC-154301;AS-57614;4-Nitrophenyl formate, >=97.0% (HPLC);CS-0112298;FT-0619255;E85329;J-011970

Chemical Property of 4-Nitrophenyl formate

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 0.00698mmHg at 25°C
• Melting Point: 71-74 °C
• Refractive Index: 1.56
• Boiling Point: 279 °C at 760 mmHg
• Flash Point: 142.8 °C
• PSA: 72.12000
• Density: 1.363 g/cm³
• LogP: 2.28910
• Storage Temp.: 2-8°C
• Sensitive.: Moisture & Light Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Hydrolyzes in water. Soluble in dichloromethane.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

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

p-NitrophenylFormate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC=O
• Uses: A selective formylating agent for one of two amino groups in such basic amino acids as ornithine or lysine. A selective formylating agent for one of two amino groups in such basic amino acids as ornithine or lysine

Technology Process of 4-Nitrophenyl formate

There total 5 articles about 4-Nitrophenyl formate 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: 89.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N,N-Diformylacetamide (26944-31-0) → (4-nitrophenyl) formate (1865-01-6)

Guidance literature:

With praseodymium(III) trifluoromethanesulfonate; at 85 ℃; for 2h;

DOI:10.1515/znb-2001-1112

Reference yield: 84.0%

formic acid (64-18-6) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → (4-nitrophenyl) formate (1865-01-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium acetate; acetic anhydride; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/cctc.201600165

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + formyl acetic anhydride (2258-42-6) → (4-nitrophenyl) formate (1865-01-6)

Guidance literature:

DOI:10.1021/ja00528a040

upstream raw materials:

formic acid

4-nitro-phenol

formyl acetic anhydride

N,N-Diformylacetamide

Downstream raw materials:

N-[2-(4-chloro-phenylamino)-ethyl]-formamide

(2E)-N-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)propyl]-N-[4-(formylamino)butyl]-3-phenylprop-2-enamide

5-(S)-Acetamidomethyl-3-[4'-formamido-3'-fluorophenyl]oxazolidine-2-one

5-(S)-acetamidomethyl-3-[4'-(N-methylformamido)-3'-fluorophenyl]oxazolidine-2-one

Refernces

• 1、 Jiang, Li-Bing,Li, Rui,Li, Hao-Peng,Qi, Xinxin,Wu, Xiao-Feng. "Palladium-Catalyzed Carbonylative Synthesis of Aryl Formates under Mild Conditions". . p. 1788 - 1791. Retrieved 2016/06/01.
• 2、 Simion, Alina Marieta,Hashimoto, Iwao,Mitoma, Yoshiharu,Egashira, Naoyoshi,Simion, Cristian. "O-acylation of substituted phenols with various alkanoyl chlorides under phase-transfer catalyst conditions". scheme or table. p. 921 - 931. Retrieved 2012/02/01.