4-Methylbenzaldehyde

Base Information

• Chemical Name: 4-Methylbenzaldehyde
• CAS No.: 104-87-0
• Deprecated CAS: 2324860-99-1
• Molecular Formula: C8H8O
• Molecular Weight: 120.151
• Hs Code.: 29122900
• European Community (EC) Number: 203-246-9
• NSC Number: 2224
• UNII: GAX22QZ28Q
• DSSTox Substance ID: DTXSID9041520
• Nikkaji Number: J5.036I
• Wikipedia: 4-Methylbenzaldehyde
• Wikidata: Q3266675
• Metabolomics Workbench ID: 43949
• ChEMBL ID: CHEMBL190927
• Mol file: 104-87-0.mol

Synonyms:4-methylbenzaldehyde;4-tolualdehyde;p-tolualdehyde

Chemical Property of 4-Methylbenzaldehyde

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.263mmHg at 25°C
• Melting Point: -6 °C
• Refractive Index: 1.5460
• Boiling Point: 204.5 °C at 760 mmHg
• Flash Point: 80 °C
• PSA: 17.07000
• Density: 1.015 g/cm³
• LogP: 1.80750
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: water: soluble0.25 g/L at 25°C
• Water Solubility.: 0.25 g/L (25 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 120.057514874
• Heavy Atom Count: 9
• Complexity: 90.7

Purity/Quality:

98% ^*data from raw suppliers

4-Methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: CC1=CC=C(C=C1)C=O
• Uses: p-Tolualdehyde is made by the Vilsmeier reaction employing toluene and dimethylformamide or the Guttermann–Koch reaction employing toluene and carbon monoxide. p-Tolualdehyde is used as an intermediate for the synthesis of pharmaceuticals, dyes perfumes and agrochemicals. It is also used as a fixative of flavorings. It is also used as an important organic intermediates, used for spices, triphenylmethane dye synthesis, etc. p-Tolualdehyde may be used as an analytical reference standard for the quantification of the analyte in the following:Air samples using high-performance liquid chromatography with UV detection (HPLC-UV).Mango cultivars using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS).

Technology Process of 4-Methylbenzaldehyde

There total 851 articles about 4-Methylbenzaldehyde 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: 76.6%

para-xylene (106-42-3) + acetic acid (64-19-7,77671-22-8) → terephthalic acid (100-21-0) + p-methylbenzyl alcohol acetate (2216-45-7) + 4-methyl-benzaldehyde (104-87-0) + p-Toluic acid (99-94-5)

Guidance literature:

With oxygen; manganese(II) acetate; cobalt(II) bromide; In acetic acid; at 129.85 ℃; for 16h; under 1520 Torr; Further byproducts given;

DOI:10.1246/cl.2002.212

Reference yield: 55.5%

para-xylene (106-42-3) → 4-methyl-benzaldehyde (104-87-0) + terephthalaldehyde, (623-27-8) + benzaldehyde (100-52-7) + 4-Carboxybenzaldehyde (619-66-9)

Guidance literature:

With oxygen; WO₃/Al₂O₃; at 150 - 580 ℃; Gas phase; Industry scale;

Reference yield: 6.4%

para-xylene (106-42-3) → terephthalic acid (100-21-0) + 4-methyl-benzaldehyde (104-87-0) + 4-Carboxybenzaldehyde (619-66-9) + p-Toluic acid (99-94-5)

Guidance literature:

With hydrogen bromide; oxygen; acetic acid; cobalt(II) acetate; manganese(II) acetate; In water; at 190 ℃; for 1h; under 16501.7 Torr; Product distribution / selectivity;

upstream raw materials:

trans-Crotonaldehyde

4-methylbenzene diazonium

formaldoxime

4-Methylbenzyl alcohol

Downstream raw materials:

N,N'-bis(p-methylbenzyl)piperazine

(E)-2-(4-methylstyryl)pyridine

2-(pyridin-2-yl)-1-(p-tolyl)ethanol

(E)-4-(4-methylstyryl)pyridine

Refernces

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• 2、 Firouzabadi, Habib,Iranpoor, Nasser,Amani, Kamal. "Solvent-free and selective oxidation of hydroxy groups to their corresponding carbonyl functions with ferric nitrate activated by heteropoly acids". . p. 408 - 412. Retrieved 2003.
• 3、 Han, Zheng-Bo,Wei, Na,Xing, Zhiqiang,Zhang, Yue. "Functional hexanuclear Y(III) cluster-based MOFs supported Pd(II) single site catalysts for aerobic selective oxidation of styrene". . . Retrieved 2020.
• 4、 Mitran, Gheorghi?a,Pavel, Octavian Dumitru,Florea, Mihaela,Parvulescu, Vasile I.. "Cross-coupling of p-xylene to 2,2′,5,5′-tetramethyl 1,1′-biphenyl on supported vanadia catalysts". . p. 71 - 82. Retrieved 2016.
• 5、 Tanemura, Kiyoshi,Dohya, Hiroshi,Imamura, Masanori,Suzuki, Tsuneo,Horaguchi, Takaaki. "Deprotection of 1,3-Dithianes by 2,2-Dichlloro-5,6-dicyano-p-benzoquinone (DDQ)". . p. 965 - 968. Retrieved 1994.
• 6、 Rayati, Saeed,Abdolalian, Payam. "Heterogenization of a molybdenum Schiff base complex as a magnetic nanocatalyst: An eco-friendly, efficient, selective and recyclable nanocatalyst for the oxidation of alkenes". . p. 814 - 820. Retrieved 2013.
• 7、 Sheu, Ming-Thau,Wu, Jender,Chen, Chih-Jui,Chao, Su-Hui,Wu, An-Bang. "Photolysis of NSAIDs. Part 3: Structural elucidation of photoproducts of tolmetin in methanol". . p. 8107 - 8109. Retrieved 2004.
• 8、 Tandon, Praveen K.,Dwivedi, Priy B.,Singh, Satpal. "Liquid-phase oxidation of some aromatic aldehydes, hydrocarbons, and alcohols by cerium(IV) catalyzed by Iridium(III) in acidic medium". . p. 1920 - 1928. Retrieved 2009.
• 9、 Karaman, Rafik,Fry, James L.. "A NOVEL N-DEALKYLATION REACTION OF N,N-DIALKYLARYLCARBOXAMIDES PROMOTED BY ELECTRON TRANSFER FROM ALKALIMETALS". . p. 941 - 944. Retrieved 1990.
• 10、 Heravi, Majid M.,Derikvand, Fatemeh,Ghassemzadeh, Mitra,Neumüller, Bernhard. "Synthesis, characterization and structure of a tetrameric DABCO-bromine complex: A novel oxidizing agent for oxidation of alcohols to carbonyl compounds". . p. 6243 - 6245. Retrieved 2005.