4-Cyclopropylbenzoic acid

Base Information

• Chemical Name: 4-Cyclopropylbenzoic acid
• CAS No.: 1798-82-9
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• Hs Code.: 2916399090
• European Community (EC) Number: 675-504-2
• NSC Number: 135139
• DSSTox Substance ID: DTXSID20300155
• Wikidata: Q82042999
• Mol file: 1798-82-9.mol

Synonyms:4-cyclopropylbenzoic acid;1798-82-9;4-Cyclopropyl-benzoic acid;benzoic acid, 4-cyclopropyl-;MFCD01069076;4-CyclopropylbenzoicAcid;NSC135139;p-cyclopropylbenzoic acid;4-cyclopropyl benzoic acid;Oprea1_233171;SCHEMBL2321634;4-CYCLOPROPYL-BENZOICACID;DTXSID20300155;GJCRWEAWEDESNZ-UHFFFAOYSA-N;STK103770;4-cyclopropylbenzoic acid, AldrichCPR;AKOS004118823;NSC-135139;NCGC00341531-01;DS-17461;SY027669;BB 0223477;CS-0043870;FT-0723721;EN300-214297;AB01332491-02;A848581;F2167-4843;Z992239742;8QM

Chemical Property of 4-Cyclopropylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.00035mmHg at 25°C
• Melting Point: 221-224°C
• Boiling Point: 305.8°Cat760mmHg
• PKA: 4.41±0.10(Predicted)
• Flash Point: 139.9°C
• Density: 1.248g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyclopropylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C2=CC=C(C=C2)C(=O)O
• Uses: 4-Cyclopropylbenzoic Acid in a component in the perpetration of Bruton''s Tyrosine Kinase Inhibitors.

Technology Process of 4-Cyclopropylbenzoic acid

There total 16 articles about 4-Cyclopropylbenzoic 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: 42.0%

2H-pyran-2-one-5-carboxylic acid (500-05-0) + Cyclopropylacetylene (6746-94-7) → 4-cyclopropylbenzoic acid (1798-82-9)

Guidance literature:

In diethylene glycol dimethyl ether; for 36h; Reflux;

Reference yield:

cyclopropylbenzene (873-49-4) → 4-cyclopropylbenzoic acid (1798-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) HCl, aq. HCl, (ii) hexamethylenetetramine, EtOH

2: aq. AgNO₃, NaOH / ethanol

With sodium hydroxide; silver nitrate; In ethanol;

DOI:10.1039/j39680002095

Reference yield:

p-Cyclopropyl-styrol (19824-39-6) → 4-cyclopropylbenzoic acid (1798-82-9)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In water; ethyl acetate; at 40 ℃;

DOI:10.1021/jm0503244

upstream raw materials:

1-(4-cyclopropylphenyl)ethanone

1-bromo-4-cyclopropylbenzene

carbon dioxide

copper(I) cyanide

Downstream raw materials:

4-Cyclopropyl-benzoesaeure-amid

4-cyclopropylbenzenecarboxylic acid chloride

N,N-dimethyl-4-cyclopropylbenzamide

[5-(4-Cyclopropyl-benzoyl)-1-methyl-4-methylsulfanyl-1H-pyrrol-2-yl]-acetic acid ethyl ester

Refernces

• 1、 -. "INHIBITORS OF STEAROYL-COA DESATURASE". . . Retrieved 2009/06/27.
• 2、 Szabó, Gyorgy,Varga, Balázs,Páyer-Lengyel, Dóra,Szemzo, Attila,Erdélyi, Péter,Vukics, Krisztina,Szikra, Judit,Hegyi, éva,Vastag, Mónika,Kiss, Béla,Laszy, Judit,Gyertyán, István,Fischer, János. "Chemical and biological investigation of cyclopropyl containing diaryl-pyrazole-3-carboxamides as novel and potent cannabinoid type 1 receptor antagonists". scheme or table. p. 4329 - 4337. Retrieved 2010/02/28.