Acetanilide

Base Information

• Chemical Name: Acetanilide
• CAS No.: 1449-75-8
• Molecular Formula: C8H9 N O
• Molecular Weight: 136.159
• European Community (EC) Number: 203-150-7,695-031-5,693-255-8
• NSC Number: 757879,7636
• UNII: SP86R356CC
• DSSTox Substance ID: DTXSID2022543
• Nikkaji Number: J4.023A
• Wikipedia: Acetanilide
• Wikidata: Q421761
• NCI Thesaurus Code: C76696
• RXCUI: 162
• Pharos Ligand ID: HPLJCG7X21YV
• Metabolomics Workbench ID: 37682
• ChEMBL ID: CHEMBL269644
• Mol file: 1449-75-8.mol

Synonyms:acetanilid;acetanilide

Chemical Property of Acetanilide

Chemical Property:

• Melting Point: 113-115 °C(lit.)
• Boiling Point: 304 °C(lit.)
• PSA: 29.10000
• Density: 1.230 g/mL at 25 °C
• LogP: 1.71800
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

ACETANILIDE-15N 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-28-36/37/39-45-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC=CC=C1

Technology Process of Acetanilide

There total 4 articles about Acetanilide 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: 93.9%

(15N)-aniline (7022-92-6) + acetyl chloride (75-36-5) → acetanilide-15N (1449-75-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ol303216u

Reference yield: 73.0%

((15)N)Acetonitril (14149-39-4) + 1-acetyl-2-phenylhydrazine (114-83-0) → acetanilide-15N (1449-75-8)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In neat (no solvent); at 40 ℃; for 2h; Sealed tube;

DOI:10.1021/acs.joc.7b01215

Reference yield: 70.0%

(15N)-aniline (7022-92-6) + acetic anhydride (108-24-7) → acetanilide-15N (1449-75-8)

Guidance literature:

In acetic acid; for 0.666667h; Heating;

DOI:10.1016/j.molstruc.2008.07.035

upstream raw materials:

(15N)-aniline

acetyl chloride

acetic anhydride

(⁽¹⁵⁾N)Acetonitril

Downstream raw materials:

⁽¹⁵⁾N-p-bromoacetanilide

p-nitroacetanilide-¹⁵N

¹⁵N-diphenylamine

C₂₄H₁₈N⁽¹⁵⁾N