Benzoylnitromethane

Base Information

• Chemical Name: Benzoylnitromethane
• CAS No.: 614-21-1
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• Hs Code.: 29147000
• European Community (EC) Number: 628-782-4
• NSC Number: 4509
• DSSTox Substance ID: DTXSID80870622
• Nikkaji Number: J96.167A
• Mol file: 614-21-1.mol

Synonyms:Benzoylnitromethane;614-21-1;2-Nitro-1-phenylethanone;Ethanone, 2-nitro-1-phenyl-;alpha-Nitroacetophenone;2-nitro-1-phenylethan-1-one;NSC 4509;nitroacetophenone;NSC4509;Alpha-nitro acetophenone;Acetophenone, 2-nitro-;Nitromethyl phenyl ketone;.alpha.-Nitroacetophenone;.omega.-Nitroacetophenone;Benzoylnitromethane, 98%;2-nitro-1-phenyl-ethanone;SCHEMBL280150;DTXSID80870622;BCP06401;NSC-4509;MFCD00010218;STK400143;AKOS000311524;BS-23478;CS-0204473;FT-0622761;F87430;A833211;J-200087;J-640268;J-800260

Chemical Property of Benzoylnitromethane

Chemical Property:

• Appearance/Colour: white waxy crystalline powder or flakes
• Melting Point: 105-107 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 298.6 °C at 760 mmHg
• PKA: 5.37±0.29(Predicted)
• Flash Point: 146.9 °C
• Density: 1.234 g/cm³
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

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

Benzoylnitromethane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzoylnitromethane

There total 81 articles about Benzoylnitromethane 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: 100.0%

2-nitro-1-phenylethan-1-ol (141377-54-0,145920-96-3,149495-00-1,15990-45-1) → 2-nitroacetophenone (614-21-1)

Guidance literature:

2-nitro-1-phenylethan-1-ol; With potassium dichromate; In water; at 0 ℃; for 0.25h;

With sulfuric acid; In water; at 0 - 20 ℃; for 18h;

DOI:10.1055/s-0036-1591911

Reference yield: 87.0%

1-styrenyloxytrimethylsilane (13735-81-4) + tetranitromethane (509-14-8) → trinitromethane (517-25-9,57073-37-7) + 2-nitroacetophenone (614-21-1)

Guidance literature:

In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/jo9515687

Reference yield: 81.0%

nitromethane (75-52-5) + 1-benzoyl-1H-benzotriazole (4231-62-3) → 2-nitroacetophenone (614-21-1)

Guidance literature:

nitromethane; With potassium tert-butylate; In dimethyl sulfoxide; at 10 ℃; for 0.166667h;

1-benzoyl-1H-benzotriazole; In dimethyl sulfoxide; at 10 - 20 ℃; for 8h;

DOI:10.1021/jo051231x

upstream raw materials:

benzoyl cyanide

nitromethane

iodoacetophenone

oxo-phenyl-acetaldehyde oxime

Downstream raw materials:

3-[2]furyl-2,4-dinitro-1-phenyl-butan-1-one

2,4-dinitro-1-phenyl-3-[2]thienyl-butan-1-one

2,6-diamino-5-(2-nitro-1-phenyl-ethylLiDenamino)-3H-pyrimidin-4-one

3-nitro-2-phenylquinoline

Refernces

• 1、 Zhang, Zhenlei,Yang, Jiusi,Yu, Renjie,Wu, Kairui,Bu, Jiping,Li, Shaoke,Qian, Peng,Sheng, Liangquan. "Efficient Synthesis of α-Ketothioamides From α-Nitroketones, Amines or DMF and Elemental Sulfur Under Oxidant-Free Conditions". supporting information. p. 5209 - 5212. Retrieved 2021/10/19.
• 2、 Wang, Liang,Zhang, Nana. "One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene". . p. 390 - 392. Retrieved 2021/06/07.