4-Isobutylbenzaldehyde

Base Information

• Chemical Name: 4-Isobutylbenzaldehyde
• CAS No.: 40150-98-9
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 2912299000
• European Community (EC) Number: 464-400-0,609-787-0
• DSSTox Substance ID: DTXSID6074960
• Nikkaji Number: J383.013F
• Wikidata: Q72485006
• Mol file: 40150-98-9.mol

Synonyms:4-Isobutylbenzaldehyde;40150-98-9;4-(2-Methylpropyl)benzaldehyde;p-Isobutylbenzaldehyde;Benzaldehyde, 4-(2-methylpropyl)-;p-isobutyl benzaldehyde;Isobutylbenzaldehyde;95%;4015-98-9;4-IsobutYl-Benzaldehyde;4-i-butylbenzaldehyde;4-isobutyl benzaldehyde;4-iso-butyl benzaldehyde;4-Isobutylbenzaldehyde #;SCHEMBL44697;DTXSID6074960;4-Isobutylbenzaldehyde, AldrichCPR;MFCD00075760;AKOS009159053;AC-15536;BS-16709;CS-0134075;FT-0618807;I0436;EN300-63957;D84252;A824934;Z385369920

Chemical Property of 4-Isobutylbenzaldehyde

Chemical Property:

• Refractive Index: 1.5210-1.5250
• Boiling Point: 251.112 °C at 760 mmHg
• Flash Point: 100.816 °C
• PSA: 17.07000
• Density: 0.97 g/cm³
• LogP: 2.69760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

98% ^*data from raw suppliers

4-(2-Methylpropyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C=O
• Uses: 4-(2-Methylpropyl)benzaldehyde is used in the synthesis of novel analgesis and antiimflammatory agents, inhibitors of COX-2 enzymes. Also used in the synthesis of inhibitors of breast cancer stem cells.

Technology Process of 4-Isobutylbenzaldehyde

There total 13 articles about 4-Isobutylbenzaldehyde 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: 89.0%

(4-isobutyl-phenyl)-methanol (110319-85-2) → 4-(2-methyl-1-propyl)benzaldehyde (40150-98-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 3h;

DOI:10.1021/jm00394a032

Reference yield: 84.0%

N-Formylpiperidine (2591-86-8) + 1-iodo-4-isobutylbenzene (85609-09-2) → 4-(2-methyl-1-propyl)benzaldehyde (40150-98-9)

Guidance literature:

With n-butyllithium;

DOI:10.1016/S1383-5718(01)00142-5

Reference yield: 37.1%

ibuprofen (15687-27-1,58560-75-1) → 4-(2-methyl-1-propyl)benzaldehyde (40150-98-9) + 1-(4-isobutyl-phenyl)-ethanone (38861-78-8) + 2-(4-formylphenyl)propanoic acid (43153-07-7) + 1-ethyl-4-(2-methylpropyl)benzene (100319-40-2) + 1-(4-isobutylphenyl)ethanol (40150-92-3) + 2-(4'-isobutyrylphenyl)propionic acid (65813-55-0)

Guidance literature:

With 1,3,6,8-tetrahydro-2,4,5,7-pyrimido<5,4-g>pteridinetetrone; oxygen; In acetonitrile; for 3h; Product distribution; Mechanism; Ambient temperature; Irradiation; other reagents;

DOI:10.1039/c39910000601

upstream raw materials:

ibuprofen

(4-isobutyl-phenyl)-methanol

N-Formylpiperidine

1-iodo-4-isobutylbenzene

Downstream raw materials:

4-isobutylcinnamic acid

4-isobutylphenol

1-(2,2-dibromovinyl)-4-isobutylbenzene

4-isobutyl cyclohexanepropanal

Refernces

• 1、 Hone, Christopher A.,Lopatka, Pavol,Munday, Rachel,O'Kearney-McMullan, Anne,Kappe, C. Oliver. "Continuous-flow Synthesis of Aryl Aldehydes by Pd-catalyzed Formylation of Aryl Bromides Using Carbon Monoxide and Hydrogen". . p. 326 - 337. Retrieved 2018/11/23.
• 2、 Wang, Xuan,Wang, Shulin,Xue, Weichao,Gong, Hegui. "Nickel-Catalyzed Reductive Coupling of Aryl Bromides with Tertiary Alkyl Halides". supporting information. p. 11562 - 11565. Retrieved 2015/09/28.