4-Chlorobenzaldehyde

Base Information

• Chemical Name: 4-Chlorobenzaldehyde
• CAS No.: 104-88-1
• Deprecated CAS: 2324860-98-0
• Molecular Formula: C7H5ClO
• Molecular Weight: 140.569
• Hs Code.: 2913.10
• European Community (EC) Number: 203-247-4
• NSC Number: 2078
• UN Number: 2811
• UNII: E67727UP9Z
• DSSTox Substance ID: DTXSID2021860
• Nikkaji Number: J96.206F
• Wikipedia: 4-Chlorobenzaldehyde
• Wikidata: Q2154695
• Metabolomics Workbench ID: 67552
• ChEMBL ID: CHEMBL1474
• Mol file: 104-88-1.mol

Synonyms:4-chlorobenzaldehyde;p-chlorobenzaldehyde

Chemical Property of 4-Chlorobenzaldehyde

Chemical Property:

• Appearance/Colour: colourless to light yellow crystalline powder
• Vapor Pressure: 8.75 atm ( 21 °C)
• Melting Point: 46 °C
• Refractive Index: 1.585
• Boiling Point: 213.713 °C at 760 mmHg
• Flash Point: 87.778 °C
• PSA: 17.07000
• Density: 1.243 g/cm³
• LogP: 2.15250
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: 935mg/l
• Water Solubility.: 935 mg/L (20 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 140.0028925
• Heavy Atom Count: 9
• Complexity: 95.1
• Transport DOT Label: Poison

Purity/Quality:

≥99% ^*data from raw suppliers

4-Chlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; C; N; Xn; Xi
• Hazard Codes: F,C,N,Xn,Xi
• Statements: 22-36/37/38-51/53-36/38
• Safety Statements: 26-61-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: C1=CC(=CC=C1C=O)Cl
• Uses: 4-Chlorobenzaldehyde is used as an intermediate for the manufacture of dyestuffs, optical brighteners, pharmaceuticals, agricultural chemicals and metal finishing products.

Technology Process of 4-Chlorobenzaldehyde

There total 671 articles about 4-Chlorobenzaldehyde 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: 70.0%

1-(4-chloro-phenyl)-2-phenyl-ethane-1,2-diol (651323-26-1) → 4-chlorobenzaldehyde (104-88-1) + benzaldehyde (100-52-7)

Guidance literature:

With oxygen; cetyltrimethylammonim bromide; In water; at 20 ℃; for 5h; under 760.051 Torr; Irradiation; Green chemistry;

DOI:10.1039/d0gc01727b

Reference yield: 64.0%

benzaldehyde (100-52-7) + para-Chlorobenzyl alcohol (873-76-7) → 4-chlorobenzaldehyde (104-88-1) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With potassium hydroxide; In toluene; at 110 ℃; for 16h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201308642

Reference yield: 49.0%

2-(4-chlorophenyl)-1,3-oxathiolane (22391-05-5) + 2-carboxybenzene diazonium chloride (4661-46-5) → 4-chlorobenzaldehyde (104-88-1) + phenylthioethylene (1822-73-7)

Guidance literature:

With methyloxirane; In 1,2-dichloro-ethane; for 0.75h; Mechanism; Heating;

DOI:10.1016/S0040-4039(00)98960-3

upstream raw materials:

4-Cyanochlorobenzene

4-aminobenzaldehyde

diethyl ether

4-chloro-benzaldehyde chlorimin

Downstream raw materials:

(4-chloro-benzylidene)-(2-piperidino-ethyl)-amine

(E)-2-(4-chlorostyryl)pyridine

1-ethyl-4-(4-chloro-trans-styryl)-pyridinium; iodide

3-((Ξ)-4-chloro-benzylidene)-dihydro-furan-2-one

Refernces

• 1、 Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali Reza. "Selective oxidation of benzylic alcohols and ethers and oxidative cleavage of benzylic tetrahydropyranyl and trimethylsilyl ethers to their carbonyl compounds by dinitrogen tetroxide-impregnated activated charcoal (N 2O4/charcoal)". . p. 1527 - 1533. Retrieved 2005.
• 2、 D'Silva, Claudius,Walker, Deborah A.. "Acid-Base Catalysis in the Synthesis of Arylmethylene and Alkylmethine Pyrroles". . p. 6715 - 6718. Retrieved 1998.
• 3、 Badri, Rashid,Soleymani, Mousa. "Selective oxidation of benzylic substrates to their corresponding carbonyl compounds with 3,6-Bis(triphenylphosphonium)cyclohexene peroxodisulfate". . p. 1325 - 1332. Retrieved 2003.
• 4、 An, X. Q.,Kang, M.,Ma, H. C.,Yang, Y. X.,Yang, Z. W.,Zeng, W.. "Clean and Selective Oxidation of Alcohols with Oxone and Phase-Transfer Catalysts in Water". . p. 1790 - 1794. Retrieved 2020.
• 5、 Kuecuekguezel, S. Gueniz,Kuecuekguezel, Ilkay,Uelgen, Mert. "Metabolic and chemical studies on N-(4-chlorobenzyl)-N'-benzoyhydrazine". . p. 624 - 630. Retrieved 2000.
• 6、 Zhao, Yajing,Li, Yutong,Shen, Zhenlu,Hu, Xinquan,Hu, Baoxiang,Jin,Sun, Nan,Li, Meichao. "3-BocNH-ABNO-catalyzed aerobic oxidation of alcohol at room temperature and atmospheric pressure". . . Retrieved 2019.
• 7、 Pri-Bar, Ilan,Buchman, Ouri. "Hydroxycarbonylation of Aryl Halides with Formate Salts Catalyzed by Palladium Complexes". . p. 624 - 626. Retrieved 1988.
• 8、 Cheng, Ming-Chuan,Chan, Michael Chi-Wang,Peng, Shie-Ming,Cheung, Kung-Kai,Che, Chi-Ming. "Chiral manganese and iron complexes of binaphthyl Schiff bases: Syntheses, crystal structures and asymmetric epoxidation of alkenes". . p. 3479 - 3482. Retrieved 1997.
• 9、 Zheng, Yun-Fa,Du, Xing-Fen,Bao, Wei-Liang. "Selective oxidation of primary and secondary alcohols with chromium trioxide in ionic liquid". . p. 753 - 754. Retrieved 2005.
• 10、 Liu, Renhua,Liang, Xinmiao,Dong, Chunyan,Hu, Xinquan. "Transition-Metal-Free: A Highly Efficient Catalytic Aerobic Alcohol Oxidation Process". . p. 4112 - 4113. Retrieved 2004.