o-Nitrophenylacetyl chloride

Base Information

• Chemical Name: o-Nitrophenylacetyl chloride
• CAS No.: 22751-23-1
• Molecular Formula: C8H6 Cl N O3
• Molecular Weight: 199.594
• NSC Number: 125195
• DSSTox Substance ID: DTXSID30177299
• Nikkaji Number: J1.450.195I
• Wikidata: Q83047622
• Mol file: 22751-23-1.mol

Synonyms:22751-23-1;2-(2-nitrophenyl)acetyl chloride;(2-nitrophenyl)acetyl chloride;o-Nitrophenylacetyl chloride;2-Nitrobenzeneacetyl chloride;Benzeneacetyl chloride, 2-nitro-;2-nitrophenylacetyl chloride;2-nitrophenyacetyl chloride;SCHEMBL730581;DTXSID30177299;BKTDBYAOZVFUNR-UHFFFAOYSA-N;2-nitrophenyl-acetic acid chloride;2-(2-nitrophenyl) acetyl chloride;2-(2-nitrophenyl)ethanoyl chloride;MFCD12025045;NSC125195;NSC 125195;NSC-125195;[O-][N+](=O)C1=CC=CC=C1CC(Cl)=O;J-510169

Chemical Property of o-Nitrophenylacetyl chloride

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Boiling Point: 301°Cat760mmHg
• Flash Point: 135.8°C
• Density: 1.399g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.0036207
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of o-Nitrophenylacetyl chloride

There total 2 articles about o-Nitrophenylacetyl chloride 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: 98.0%

2-(2-nitrophenyl)acetic acid (3740-52-1) → (2-nitrophenyl)acetyl chloride (22751-23-1)

Guidance literature:

With thionyl chloride; for 1.5h; Heating;

Reference yield:

→ (2-nitrophenyl)acetyl chloride (22751-23-1)

Guidance literature:

DOI:10.1016/S0040-4020(01)99137-9

Reference yield: 93.0%

(2-nitrophenyl)acetyl chloride (22751-23-1) + 2-<2,3-dimethoxy-5-(benzyloxy)phenyl>-2-methoxyethylamine (133700-29-5) → N-<2-<2,3-dimethoxy-5-(benzyloxy)phenyl>-2-methoxyethyl>-2-nitrophenylacetamide (133700-68-2)

Guidance literature:

With triethylamine; In dichloromethane; for 2h;

DOI:10.1021/jm00110a018

upstream raw materials:

2-(2-nitrophenyl)acetic acid

Downstream raw materials:

N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(2-nitrophenyl)acetamide

N-[(2-nitro-phenyl)-acetyl]-anthranilic acid

p'-dimethylamino-o-nitrophenylacetanilide

N-[(2-nitro-phenyl)-acetyl]-anthranilic acid amide

Refernces

• 1、 Mellini, Paolo,Itoh, Yukihiro,Elboray, Elghareeb E.,Tsumoto, Hiroki,Li, Ying,Suzuki, Miki,Takahashi, Yukari,Tojo, Toshifumi,Kurohara, Takashi,Miyake, Yuka,Miura, Yuri,Kitao, Yuki,Kotoku, Masayuki,Iida, Tetsuya,Suzuki, Takayoshi. "Identification of Diketopiperazine-Containing 2-Anilinobenzamides as Potent Sirtuin 2 (SIRT2)-Selective Inhibitors Targeting the "selectivity Pocket", Substrate-Binding Site, and NAD+-Binding Site". . p. 5844 - 5862. Retrieved 2019.
• 2、 Deflon, Victor M.,Dos Santos, Caio Y.,Gallo, Rafael D. C.,Jurberg, Igor D.,Munaretto, Laiéli S.,Okada, Celso Y.. "Visible-Light-Mediated Strategies to Assemble Alkyl 2-Carboxylate-2,3,3-Trisubstituted β-Lactams and 5-Alkoxy-2,2,4-Trisubstituted Furan-3(2H)-ones Using Aryldiazoacetates and Aryldiazoketones". supporting information. p. 9292 - 9296. Retrieved 2021/12/06.
• 3、 Borgert, Sebastian,Daniliuc, Constantin G.,Ensan, Deeba,Jose, Joachim,Kr?ger, Lukas,Lauwers, Miriam,Nienberg, Christian,Pietsch, Markus,Steinkrüger, Michaela,Wünsch, Bernhard. "Synthesis and SAR of Tetracyclic Inhibitors of Protein Kinase CK2 Derived from Furocarbazole W16". supporting information. p. 871 - 881. Retrieved 2020/05/06.