4-Formylbenzoyl chloride

Base Information

• Chemical Name: 4-Formylbenzoyl chloride
• CAS No.: 16173-52-7
• Molecular Formula: C8H5 Cl O2
• Molecular Weight: 168.579
• Hs Code.: 2916399090
• European Community (EC) Number: 817-501-2
• DSSTox Substance ID: DTXSID00497638
• Nikkaji Number: J32.735B
• Wikidata: Q72479210
• Mol file: 16173-52-7.mol

Synonyms:4-Formylbenzoyl chloride;16173-52-7;Benzoyl chloride, 4-formyl- (9CI);4-FORMYL-BENZOYL CHLORIDE;4-formylbenzoic acid chloride;4-formylbenzoylchloride;p-formylbenzoyl chloride;4-formyl benzoyl chloride;SCHEMBL238774;4-formyl benzoic acid chloride;Terephthalaldehydic acid chloride;DTXSID00497638;Benzoyl chloride,4-formyl-(9ci);FYDIVWLLJXNXCE-UHFFFAOYSA-N;MFCD00016627;AKOS030211065;LS-12435;CS-0238921;EN300-202234

Chemical Property of 4-Formylbenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 47-49℃
• Refractive Index: 1.594
• Boiling Point: 283℃
• Flash Point: 118℃
• PSA: 34.14000
• Density: 1.322
• LogP: 1.87810
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.9978071
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99.90% ^*data from raw suppliers

4-Formylbenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C(=O)Cl

Technology Process of 4-Formylbenzoyl chloride

There total 12 articles about 4-Formylbenzoyl chloride 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: 100.0%

4-Carboxybenzaldehyde (619-66-9) → 4-formylbenzoyl chloride (16173-52-7)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2009.02.036

Reference yield: 82.0%

4-nitro-benzoyl chloride (122-04-3) + p-(iodophenyl)carboxaldehyde (15164-44-0) → p-nitrobenzene iodide (636-98-6) + 4-formylbenzoyl chloride (16173-52-7)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield:

terephthaloyl chloride (100-20-9) → terephthalic acid (100-21-0) + 4-formylbenzoyl chloride (16173-52-7) + terephthalaldehyde, (623-27-8) + benzaldehyde (100-52-7) + 4-Carboxybenzaldehyde (619-66-9)

Guidance literature:

With hydrogen; thiourea; palladium on activated charcoal; In xylene; at 110 ℃; Product distribution; effects of catalyst support, solvents, kind of catalyst, and kind of modifier;

DOI:10.1007/BF00954666

upstream raw materials:

4-Carboxybenzaldehyde

terephthaloyl chloride

4-cyanobenzoic acid methyl ester

4-nitrobenzoic acid methyl ester

Downstream raw materials:

4-formyl-N-(2-thiazolyl)benzamide

4-vinyl-benzaldehyde

E-4-(2-phenylethenyl)benzoyl chloride

Z-4-(2-phenylethenyl)benzoyl chloride

Refernces

• 1、 Thisayukta, Jirakorn,Kamee, Hiroyuki,Kawauchi, Susumu,Watanabe, Junji. "Spontaneous formation of a chiral structure in an achiral banana-shaped molecular system". . p. 63 - 75. Retrieved 2000.
• 2、 Papalia, Teresa,Barattucci, Anna,Barreca, Davide,Bellocco, Ersilia,Bonaccorsi, Paola,Minuti, Lucio,Nicolò, Marco Sebastiano,Temperini, Andrea,Foti, Claudia. "Sequestering ability to Cu2?+ of a new bodipy-based dye and its behavior as in vitro fluorescent sensor". . p. 116 - 123. Retrieved 2017.
• 3、 Yang, Jian,Fan, Yunshi,Cai, Fangjian,Xu, Xu,Fu, Bo,Wang, Shifa,Shen, Zhen,Tian, Jiangwei,Xu, Haijun. "BODIPY derivatives bearing borneol moieties: Enhancing cell membrane permeability for living cell imaging". . p. 105 - 111. Retrieved 2019.
• 4、 Kuratli, Matthias,Badertscher, Martin,Rusterholz, Bruno,Simon, Wilhelm. "Bisulfite addition reaction as the basis for a hydrogensulfite bulk optode". . p. 3473 - 3479. Retrieved 1993.
• 5、 Bottero, Ilaria,Huck, Jürgen,Kosikova, Tamara,Philp, Douglas. "A Synthetic Replicator Drives a Propagating Reaction-Diffusion Front". . p. 6723 - 6726. Retrieved 2016.
• 6、 Feng, Yuanning,Philp, Douglas. "A Molecular Replication Process Drives Supramolecular Polymerization". supporting information. p. 17029 - 17039. Retrieved 2021/10/25.
• 7、 Wang, Cheng-Gang,Zhang, Yunxing,Wang, Simin,Chen, Bin,Li, Yang,Ni, Hai-Liang,Gao, Yuanji,Hu, Ping,Wang, Bi-Qin,Cao, Peng. "Nickel-Catalyzed Carboalkenylation of 1,3-Dienes with Aldehydes and Alkenylzirconium Reagents: Access to Skipped Dienes". supporting information. p. 535 - 541. Retrieved 2021/01/26.