5-Chloro-2-formylbenzoic acid

Base Information

• Chemical Name: 5-Chloro-2-formylbenzoic acid
• CAS No.: 4506-45-0
• Molecular Formula: C8H5ClO3
• Molecular Weight: 184.579
• Hs Code.: 2918300090
• European Community (EC) Number: 675-443-1
• DSSTox Substance ID: DTXSID60428347
• Nikkaji Number: J2.245.227D
• Wikidata: Q82241179
• Mol file: 4506-45-0.mol

Synonyms:5-chloro-2-formylbenzoic acid;4506-45-0;5-chloro-2-formyl-benzoic Acid;Benzoic acid, 5-chloro-2-formyl-;2-formyl-5-chlorobenzoic acid;SCHEMBL78317;5-chloro-2-formylbenzoicacid;4-chloro-2-carboxybenzaldehyde;DTXSID60428347;NQAMSLASTWZONN-UHFFFAOYSA-N;CL8127;MFCD06739601;AKOS005209317;CS-W019485;DS-17787;5-chloro-2-formyl-benzoic acid, AldrichCPR;FT-0766861;EN300-129171;A872430;Z1198170017

Chemical Property of 5-Chloro-2-formylbenzoic acid

Chemical Property:

• Vapor Pressure: 2.09E-05mmHg at 25°C
• Melting Point: 122-124 °C
• Boiling Point: 347oC at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 163.7oC
• PSA: 54.37000
• Density: 1.469g/cm3
• LogP: 1.85070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 183.9927217
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99.90% ^*data from raw suppliers

5-Chloro-2-formylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)O)C=O

Technology Process of 5-Chloro-2-formylbenzoic acid

There total 8 articles about 5-Chloro-2-formylbenzoic acid 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: 94.0%

3-bromo-6-chloro-2-benzofuran-1-(3H)-one (40125-48-2) → 5-chloro-ortho-formylbenzoic acid (4506-45-0)

Guidance literature:

With water; for 3h; Heating;

DOI:10.1007/s10593-010-0484-3

Reference yield:

6-chlorophthalide (19641-29-3) → 5-chloro-ortho-formylbenzoic acid (4506-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / CCl₄ / Heating; irradiation

2: water / Heating

With water; bromine; In tetrachloromethane;

DOI:10.1002/jhet.5570430510

Reference yield:

2-bromo-5-chlorobenzoic acid (21739-93-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-ortho-formylbenzoic acid (4506-45-0)

Guidance literature:

2-bromo-5-chlorobenzoic acid; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.03.024

upstream raw materials:

4-chlorobenzocyclobutene-1,2-dione

3-bromo-6-chloro-2-benzofuran-1-(3H)-one

2-benzofuran-1(3H)-one

6-aminophthalide

Downstream raw materials:

6-chloro-2-phenylisoindolin-1-one

5-chloro-2-bis(5-methyl-2-furyl)methylbenzoic acid

6-chloro-3-(5-methylfuran-2-yl)-2-benzofuran-1⁽³⁾-one

2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-methylphenylamino)methyl)-5-chlorobenzoic acid

Refernces

• 1、 Meng, Jiao-Long,Jiao, Tang-Qian,Chen, Ya-Heng,Fu, Rui,Zhang, Shu-Sheng,Zhao, Qian,Feng, Chen-Guo,Lin, Guo-Qiang. "Synthesis of chiral isoindolinones via asymmetric propargylation/lactamization cascade". supporting information. p. 1564 - 1567. Retrieved 2018/03/23.
• 2、 He, Yuwei,Cheng, Chuyu,Chen, Bin,Duan, Kun,Zhuang, Yue,Yuan, Bo,Zhang, Meisan,Zhou, Yougui,Zhou, Zihong,Su, Yu-Jun,Cao, Rihui,Qiu, Liqin. "Highly enantioselective synthesis of 2,3-dihydro-1 H-imidazo[2,1-a isoindol-5(9b H)-ones via catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization". supporting information. p. 6366 - 6369. Retrieved 2015/01/16.