4-Isopropylbenzaldehyde

Base Information

• Chemical Name: 4-Isopropylbenzaldehyde
• CAS No.: 122-03-2
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29122900
• European Community (EC) Number: 204-516-9
• NSC Number: 4886
• UNII: O0893NC35F
• DSSTox Substance ID: DTXSID9021974
• Nikkaji Number: J5.347C
• Wikipedia: Cuminaldehyde
• Wikidata: Q419952
• Metabolomics Workbench ID: 38081
• ChEMBL ID: CHEMBL161577
• Mol file: 122-03-2.mol

Synonyms:cuminaldehyde;cuminic aldehyde;p-isopropyl benzaldehyde

Chemical Property of 4-Isopropylbenzaldehyde

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.0482mmHg at 25°C
• Melting Point: 235-236oC(lit.)
• Refractive Index: n20/D 1.529(lit.)
• Boiling Point: 236.1 °C at 760 mmHg
• Flash Point: 93.3 °C
• PSA: 17.07000
• Density: 0.98 g/cm³
• LogP: 2.62250
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: ethanol: soluble1mL/4ML, clear, colorless (70%)
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

4-Isopropylbenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: CC(C)C1=CC=C(C=C1)C=O
• Uses: Cuminaldehyde is a flavoring agent that is a liquid, colorless to yellow in appearance, with a strong pungent odor resembling cumin oil. It is insoluble in water and soluble in alcohol and ether. It is obtained from cumin oil. It is also termed p-, cumaldehyde, and cuminal. Cuminaldehyde has been used to study larvicidal and adulticidal toxicity of monoterpenes against Culex pipiens. It has been used in evaluation of chemical composition, antimicrobial and antioxidant activities of essential oil and various extracts of Eucalyptus gilii.

Technology Process of 4-Isopropylbenzaldehyde

There total 133 articles about 4-Isopropylbenzaldehyde 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: 76.0%

4-i-propylbenzyl bromide (73789-86-3) → (4-isopropylbenzaldehyde) (122-03-2) + cuminol (536-60-7)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In water; for 4h; Reflux;

DOI:10.1080/00397910903040245

Reference yield: 20.0%

4-methylisopropylbenzene (99-87-6) + p-benzoquinone (106-51-4) → 2-(4-isopropylbenzyl)-1,4-benzoquinone (69897-58-1) + 4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde (81036-81-9) + (4-isopropylbenzaldehyde) (122-03-2) + cuminol (536-60-7)

Guidance literature:

With sodium persulfate; sulfuric acid; silver nitrate; In water; at 60 ℃; for 0.5h; Further byproducts given;

Reference yield: 10.0%

4-methylisopropylbenzene (99-87-6) → 2-(4-isopropylbenzyl)-1,4-benzoquinone (69897-58-1) + 4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde (81036-81-9) + (4-isopropylbenzaldehyde) (122-03-2) + cuminol (536-60-7)

Guidance literature:

With sodium persulfate; sulfuric acid; silver nitrate; p-benzoquinone; In water; at 60 ℃; for 0.5h; Further byproducts given;

upstream raw materials:

Isopropylbenzene

p-mentha-1,5-diene

4-methylisopropylbenzene

2-(4-isopropylphenyl)-2-oxoacetic acid

Downstream raw materials:

4-isopropylcinnamic acid

(4-isopropylphenyl)-2-pyridylmethanol

α-methyl-p-isopropylcinnamaldehyde

trans-ethyl 3-(4-isopropylphenyl)oxirane-2-carboxylate

Refernces

• 1、 Shojaei, Abdollah Fallah,Shirini, Farhad,Hedayati, Elaheh. "Comparison of selective oxidation of aromatic alcohols using copper(II) chromite-titanium dioxide nanocomposite at reflux, light irradiation, and microwave conditions". . p. 1312 - 1317. Retrieved 2017.
• 2、 Balaghi, S. Esmael,Safaei, Elham,Rafiee, Mohammad,Kowsari, Mohammad Hossein. "A chloro bridged Cu(II)-Cu(II) complex of a new aminophenol ligand: Magnetostructural, radical decay kinetic studies, highly efficient and aerial alcohol oxidation". . p. 94 - 103. Retrieved 2012.
• 3、 Tian, Tao,Liu, Ying,Zhang, Xungao. "Bimetallic synergistic Au/CuO-hydroxyapatite catalyst for aerobic oxidation of alcohols". . p. 1358 - 1364. Retrieved 2015.
• 4、 Chen, Baokuan,Huang, Xianqiang,Wang, Boe,Lin, Zhengguo,Hu, Jufang,Chi, Yingnan,Hu, Changwen. "Three new imidazole-functionalized hexanuclear oxidovanadium clusters with exceptional catalytic oxidation properties for alcohols". . p. 4408 - 4413. Retrieved 2013.
• 5、 Nasibipour, Mina,Safaei, Elham,Wrzeszcz, Grzegorz,Wojtczak, Andrzej. "Tuning of the redox potential and catalytic activity of a new Cu(ii) complex by: O -iminobenzosemiquinone as an electron-reservoir ligand". . p. 4426 - 4439. Retrieved 2020.
• 6、 Jagatheesan, Rathinavel,Shanmugavelan, Poovan,Sambathkumar, Subramaniyan,Ramesh, Pugalenthi. "An expeditious and efficient method for the oxidation of benzyl alcohols by homogeneous electrolysis". . p. 3013 - 3022. Retrieved 2021.
• 7、 Il'ina,Volcho,Korchagina,Barkhash,Salakhutdinov. "Transformations of (-)-myrtenal epoxide over askanite-bentonite clay". . p. 56 - 59. Retrieved 2007.
• 8、 Huang, Xianqiang,Zhang, Xiaomei,Zhang, Dan,Yang, Song,Feng, Xiao,Li, Jikun,Lin, Zhengguo,Cao, Jie,Pan, Ran,Chi, Yingnan,Wang, Bo,Hu, Changwen. "Binary Pd-polyoxometalates and isolation of a ternary Pd-V-polyoxomolybdate active species for selective aerobic oxidation of alcohols". . p. 2557 - 2564. Retrieved 2014.
• 9、 Yasuda, Masahide,Nakai, Takuya,Kawahito, Yasumasa,Shiragami, Tsutomu. "Micelle-enhancing effect on a flavin-photosensitized reaction of benzyl alcohols in aqueous solution". . p. 601 - 605. Retrieved 2003.
• 10、 Shojaei, A. Fallah,Tabatabaeian,Zanjanchi,Moafi, H. Fallah,Modirpanah. "Synthesis, characterization and study of catalytic activity of Silver doped ZnO nanocomposite as an efficient catalyst for selective oxidation of benzyl alcohol". . p. 481 - 491. Retrieved 2015.