(4-Methylphenyl)(oxo)acetyl chloride

Base Information

• Chemical Name: (4-Methylphenyl)(oxo)acetyl chloride
• CAS No.: 105457-91-8
• Molecular Formula: C9H7 Cl O2
• Molecular Weight: 182.606
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID70548106
• Wikidata: Q82426710
• Mol file: 105457-91-8.mol

Synonyms:105457-91-8;(4-Methylphenyl)(oxo)acetyl chloride;2-(4-methylphenyl)-2-oxoacetyl chloride;Benzeneacetyl chloride, 4-methyl-alpha-oxo- (9CI);4-methylphenylglyoxyl chloride;SCHEMBL5918066;DTXSID70548106;RGXFIUMDEHFGIK-UHFFFAOYSA-N;2-(4-methylphenyl)-2-oxoacetic chloride

Chemical Property of (4-Methylphenyl)(oxo)acetyl chloride

Chemical Property:

• PSA: 34.14000
• LogP: 1.94310
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C(=O)Cl

Technology Process of (4-Methylphenyl)(oxo)acetyl chloride

There total 7 articles about (4-Methylphenyl)(oxo)acetyl 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:

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → 2-oxo-2-(p-tolyl)acetyl chloride (105457-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 2 N aq. NaOH

2: α,α-dichloromethyl methyl ether / 1 h / 65 °C

With sodium hydroxide; Dichloromethyl methyl ether;

DOI:10.1016/S0968-0896(97)00100-4

Reference yield:

(4-methylphenyl)(oxo)acetic acid (7163-50-0) → 2-oxo-2-(p-tolyl)acetyl chloride (105457-91-8)

Guidance literature:

With Dichloromethyl methyl ether; at 65 ℃; for 1h;

DOI:10.1016/S0968-0896(97)00100-4

Reference yield:

Ethyl oxalyl chloride (4755-77-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 2-oxo-2-(p-tolyl)acetyl chloride (105457-91-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 8h;

DOI:10.1021/acs.orglett.6b00748

upstream raw materials:

(4-methylphenyl)(oxo)acetic acid

methyl 4-methylphenylglyoxylate

ethyl 2-p-tolyl-2-oxoacetate

para-methylacetophenone

Downstream raw materials:

Oxo-p-tolyl-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

C₁₅H₂₁Cl

(Z)-4-chloro-1-(4-methylphenyl)-3-decene-1,2-dione

α-(4-methylphenyl)-α-oxoacetic acid tert-butyl ester

Refernces

• 1、 Bankura, Abhijit,Saha, Jayanta,Maity, Rajib,Das, Indrajit. "Non-Bonding 1,4-Sulphur-Oxygen Interaction Governs the Reactivity of α-Ketothioesters in Triphenylphosphine-Catalyzed Cyclization with Acetylenedicarboxylates". supporting information. p. 1014 - 1021. Retrieved 2020/12/31.
• 2、 Merkt, Franziska K.,H?wedes, Simon P.,Gers-Panther, Charlotte F.,Gruber, Irina,Janiak, Christoph,Müller, Thomas J. J.. "Three-Component Activation/Alkynylation/Cyclocondensation (AACC) Synthesis of Enhanced Emission Solvatochromic 3-Ethynylquinoxalines". supporting information. p. 8114 - 8125. Retrieved 2018/04/02.