Benzeneacetaldehyde, 3-methyl-

Base Information

• Chemical Name: Benzeneacetaldehyde, 3-methyl-
• CAS No.: 72927-80-1
• Molecular Formula: C9H10 O
• Molecular Weight: 134.178
• Hs Code.: 2912299000
• European Community (EC) Number: 633-328-3
• DSSTox Substance ID: DTXSID9072652
• Nikkaji Number: J447.255A
• Wikidata: Q82000803
• Mol file: 72927-80-1.mol

Synonyms:72927-80-1;(3-Methylphenyl)acetaldehyde;2-(3-methylphenyl)acetaldehyde;Benzeneacetaldehyde, 3-methyl-;3-TOLYLACETALDEHYDE;Benzeneacetaldehyde,3-methyl-;m-Tolylacetaldehyde;3-Methylbenzeneacetaldehyde;M-TOLYL-ACETALDEHYDE;m-Tolylacetaldehyd;SCHEMBL1124900;DTXSID9072652;XCA92780;MFCD02261773;AKOS010077280;AB11815;BS-41680;CS-0038249;EN300-246704;A1-01328

Chemical Property of Benzeneacetaldehyde, 3-methyl-

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Boiling Point: 219.4°C at 760 mmHg
• Flash Point: 101.4°C
• PSA: 17.07000
• Density: 0.987g/cm³
• LogP: 1.73640
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

98%min ^*data from raw suppliers

M-Tolylacetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzeneacetaldehyde, 3-methyl-

There total 20 articles about Benzeneacetaldehyde, 3-methyl- 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: 91.0%

3-methylstyrene (100-80-1) → (3-methylphenyl)acetaldehyde (72927-80-1)

Guidance literature:

With Pyridine-2,6-dicarboxylic acid; iron(II) tetrafluoroborate hexahydrate; iodosylbenzene; In chloroform; at 20 ℃; for 20h; regioselective reaction; Molecular sieve;

DOI:10.1039/c2cc32051g

Reference yield: 82.0%

1-ethynyl-3-methyl-benzene (766-82-5) → (3-methylphenyl)acetaldehyde (72927-80-1)

Guidance literature:

With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; 5,5′-bis(trifluoromethyl)-2,2′-bipyridine; In 1-methyl-pyrrolidin-2-one; water; at 25 ℃; for 8h; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201404320

Reference yield: 72.0%

vinylene carbonate (872-36-6) + m-tolylboronic acid (17933-03-8) → (3-methylphenyl)acetaldehyde (72927-80-1)

Guidance literature:

m-tolylboronic acid; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane; Hexamethylbenzene; In 1,2-dichloro-ethane; at 25 ℃; for 0.0166667h; Schlenk technique; Inert atmosphere;

vinylene carbonate; In water; at 90 ℃; for 1h; Sealed tube;

DOI:10.1002/anie.201906148

upstream raw materials:

1,1,2-triethoxyethane

3-(3-methylphenyl)-1-phenyl-2-propen-1-one

phenyl m-methylstyryl ketone

2-(3-methylphenyl)ethanol

Downstream raw materials:

3-(3-methylphenyl)pyridine

3-methylbenzyl cyanide

2-(3-methylphenyl)ethylamine

C₁₀H₁₄N₄

Refernces

• 1、 Zou, Liang-Hua,Zhu, Hao,Zhu, Shuai,Shi, Kai,Yan, Cheng,Li, Ping-Gui. "Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives". . p. 12301 - 12313. Retrieved 2019/10/11.
• 2、 Wang, Zhe,Xue, Fei,Hayashi, Tamio. "Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate with Arylboronic Acids". supporting information. p. 11054 - 11057. Retrieved 2019/07/17.