4-Methylbenzoyl chloride

Base Information

• Chemical Name: 4-Methylbenzoyl chloride
• CAS No.: 874-60-2
• Deprecated CAS: 1640987-69-4
• Molecular Formula: C8H7ClO
• Molecular Weight: 154.596
• Hs Code.: 29163900
• European Community (EC) Number: 212-864-8
• UNII: 092E36PWL4
• DSSTox Substance ID: DTXSID5052595
• Nikkaji Number: J32.727A
• Wikidata: Q27236446
• Metabolomics Workbench ID: 132018
• ChEMBL ID: CHEMBL3561345
• Mol file: 874-60-2.mol

Synonyms:4-Methylbenzoyl chloride;p-TOLUOYL CHLORIDE;874-60-2;Benzoyl chloride, 4-methyl-;p-Methylbenzoyl chloride;4-Toluoyl chloride;p-Toluic acid chloride;4-Methylbenzoic acid chloride;p-Toluyl chloride;4-Methylbenzoylchloride;4-Methyl-Benzoyl Chloride;EINECS 212-864-8;BRN 0471492;UNII-092E36PWL4;CCRIS 8620;DTXSID5052595;092E36PWL4;4-09-00-01733 (Beilstein Handbook Reference);P-METHYL BENZOYL CHLORIDE;4-toluoylchloride;p-toloyl chloride;rho-toluoyl chloride;p-Toluoyl chloride;para-toluoyl chloride;4-methybenzoyl chloride;4-methyl-benzoylchloride;4-methylbenzoic chloride;4-methyl benzoyl chloride;p-Toluoyl chloride, 98%;SCHEMBL2310;CHEMBL3561345;DTXCID2031168;STR00001;Tox21_303832;BBL027306;MFCD00000696;STL370311;AKOS009156716;4-METHYLBENZENECARBONYL CHLORIDE;NCGC00357105-01;CAS-874-60-2;LS-154431;FT-0648937;T0311;EN300-33500;p-Toluoyl chloride, purum, >=98.0% (GC);F71124;A842222;Q-200497;Q27236446;F2190-0041

Chemical Property of 4-Methylbenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to slightly brownish liquid
• Vapor Pressure: 0.55 mm Hg ( 20 °C)
• Melting Point: -2 °C
• Refractive Index: n20/D 1.553(lit.)
• Boiling Point: 226 °C at 760 mmHg
• Flash Point: 82.2 °C
• PSA: 17.07000
• Density: 1.17 g/cm³
• LogP: 2.37400
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water alcohol.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.0185425
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

p-Toluoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)Cl
• General Description: **Null** (The provided abstract does not contain specific descriptive information about *4-Methylbenzoyl chloride* itself, only mentioning its use as a reagent in reactions with samarium complexes.)

Technology Process of 4-Methylbenzoyl chloride

There total 40 articles about 4-Methylbenzoyl 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: 94.0%

4-tolyl iodide (624-31-7) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 4-methyl-benzoyl chloride (874-60-2)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 93.0%

carbon monoxide (201230-82-2) + 4-tolyl iodide (624-31-7) → 4-methyl-benzoyl chloride (874-60-2)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; benzyltriphenylphosphonium chloride; In toluene; at 110 ℃; for 24h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1021/ja4098093

Reference yield: 91.0%

1-(4-methylphenyl)-1,2-ethanediol (13603-62-8,146566-05-4) → 4-methyl-benzoyl chloride (874-60-2)

Guidance literature:

With tert-butylhypochlorite; lead acetate; dibenzoyl peroxide; In toluene; at 20 ℃; for 0.666667h;

DOI:10.1080/00397910600978267

upstream raw materials:

pyridine

p-Toluic acid

Benzotrichlorid

para-methylbenzamide

Downstream raw materials:

2-diazo-1-(4-methylphenyl)ethanone

2-diazo-1-(p-tolyl)propan-1-one

2-thienyl 4-methylphenyl ketone

(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-p-tolyl ketone

Refernces

The first isolation and structural analysis of chalcogenocarboxylato samarium complexes, [(RCOS)₃Sm(thf)₂] and [Na(thf)₄] [Sm(RCSS)₄]; the alkali metal salt-like reaction and the insertion reaction of imine to the Sm-S bond

10.1246/cl.1998.957

The research details the first isolation and structural analysis of chalcogenocarboxylato samarium complexes, specifically [(RCOS)3Sm(thf)2] and [Na(thf)4][Sm(RCSS)4], where R = 4-MeC6H4. These complexes exhibit alkali metal salt-like reactions, such as S-esterification, and also undergo an insertion reaction of C=N into the Sm-S bond. The study highlights the synthesis of these complexes using reactions involving potassium thiocarboxylate and sodium 4-methylbenzenecarbodithioate with samarium chloride. The compounds were characterized using IR, 'H and 13C NMR spectra, and X-ray diffraction analysis. The research also explores the reactivity of these complexes with alkyl and allyl iodides, resulting in the formation of thioesters and dithioesters, and their reaction with 4-methylbenzoyl chloride to produce symmetrical and unsymmetrical sulfides. The study provides valuable insights into the chemistry of lanthanide chalcogenocarboxylates, which have potential relevance in understanding the bonding and function of biologically active centers in metalloproteins.