4-Cyclopropylbenzaldehyde

Base Information

• Chemical Name: 4-Cyclopropylbenzaldehyde
• CAS No.: 20034-50-8
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 2912299000
• European Community (EC) Number: 827-294-0
• DSSTox Substance ID: DTXSID40467693
• Nikkaji Number: J1.792.922D
• Wikidata: Q82294741
• Mol file: 20034-50-8.mol

Synonyms:4-cyclopropylbenzaldehyde;20034-50-8;Benzaldehyde, 4-cyclopropyl-;MFCD06802398;4-cyclopropyl-benzaldehyde;p-cyclopropylbenzaldehyde;4-cyclopropyl benzaldehyde;SCHEMBL741455;DTXSID40467693;CZUQVKFJAJAHGK-UHFFFAOYSA-N;AKOS004118824;CS-W005936;DS-9430;QC-3969;SY110220;BB 0223478;FT-0712677;EN300-103110;A879868;F1905-7164;Z992239772

Chemical Property of 4-Cyclopropylbenzaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 2.37650
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

4-cyclopropylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1C2=CC=C(C=C2)C=O

Technology Process of 4-Cyclopropylbenzaldehyde

There total 11 articles about 4-Cyclopropylbenzaldehyde 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: 95.0%

4-bromo-benzaldehyde (1122-91-4) + cyclopropylboronic acid (411235-57-9) → 4-cyclopropylbenzaldehyde (20034-50-8)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; In xylene; at 130 ℃; for 20h;

DOI:10.1080/00397910500330833

Reference yield: 94.0%

1-bromo-4-cyclopropylbenzene (1124-14-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-cyclopropylbenzaldehyde (20034-50-8)

Guidance literature:

1-bromo-4-cyclopropylbenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 0 ℃; for 3.45h;

Reference yield: 91.0%

4-chlorobenzaldehyde (104-88-1) + cyclopropylboronic acid (411235-57-9) → 4-cyclopropylbenzaldehyde (20034-50-8)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; In xylene; at 130 ℃; for 20h;

DOI:10.1080/00397910500330833

upstream raw materials:

formaldehyd

cyclopropylbenzene

1-bromo-4-cyclopropylbenzene

N,N-dimethyl-formamide

Downstream raw materials:

3-(4-Cyclopropyl-phenyl)-pyrrolidine-2,5-dione

2-(4-Cyclopropyl-phenyl)-succinic acid

1-Cyclopropyl-4-(2,2-dimethyl-3-methylene-cyclopropyl)-benzene

1-Cyclopropyl-4-diazomethyl-benzene

Refernces

• 1、 Ikegashira, Kazutaka,Ikenogami, Taku,Yamasaki, Takayuki,Oka, Takahiro,Hase, Yasunori,Miyagawa, Naoki,Inagaki, Koji,Kawahara, Iichiro,Koga, Yoshihisa,Hashimoto, Hiromasa. "Optimization of an azetidine series as inhibitors of colony stimulating factor-1 receptor (CSF-1R) Type II to lead to the clinical candidate JTE-952". supporting information. p. 873 - 877. Retrieved 2019/02/13.
• 2、 Heijnen, Dorus,Helbert, Hugo,Luurtsema, Gert,Elsinga, Philip H.,Feringa, Ben L.. "Synthesis of Substituted Benzaldehydes via a Two-Step, One-Pot Reduction/Cross-Coupling Procedure". supporting information. p. 4087 - 4091. Retrieved 2019/06/14.