124276-57-9

Basic information

• Product Name: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE
• Synonyms: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE;UKRORGSYN-BB BBV-5128505
• CAS NO: 124276-57-9
• Molecular Formula: C₁₀H₇Cl₂N
• Molecular Weight: 212.08
• Mol File: 124276-57-9.mol

Chemical Properties

• Boiling Point: 344.115°C at 760 mmHg
• Flash Point: 153.979°C
• Appearance: /
• Density: 1.381g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE(124276-57-9)
• EPA Substance Registry System: 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE(124276-57-9)

Safety Data

• Hazardous Substances Data: 124276-57-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE is used as a building block for the synthesis of pharmaceutical products due to its potential in the development of new drugs. Its unique structure allows for the creation of diverse organic molecules that can be tailored for specific therapeutic applications.
Used in Agricultural Industry:
Similarly, in the agricultural sector, 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE is utilized as a precursor in the synthesis of agrochemicals. Its properties make it suitable for the development of new pesticides or other agricultural chemicals that can enhance crop protection and yield.
Used in Chemical Research:
1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE also serves as a valuable compound in chemical research. It is used to study chemical reactions and mechanisms, providing insights into the behavior of molecules with similar structures and contributing to the advancement of organic chemistry.
However, it is important to note that as a chemical compound, 1-(3,4-DICHLOROPHENYL)CYCLOPROPANECARBONITRILE poses potential hazards and should be handled and stored with care in a controlled environment to ensure safety and minimize risks.

InChI:InChI=1/C10H7Cl2N/c11-8-2-1-7(5-9(8)12)10(6-13)3-4-10/h1-2,5H,3-4H2

Upstream product

• 107-04-0 1-Bromo-2-chloroethane 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 
• 82144-38-5 ethyl cyano(3,4-dichlorophenyl)acetate 
• 96-49-1 [1,3]-dioxolan-2-one 
• 106-93-4 ethylene dibromide 

Downstream Products

• 1432493-03-2 [1-(3,4-dichlorophenyl)cyclopropyl](pyridin-2-yl)methanone 
• 1358804-08-6 (S)-[1-(3,4-dichlorophenyl)cyclopropyl](pyridin-2-yl)methanol 
• 135522-12-2 (+/-)-N-methyl-N--1-(3',4'-dichlorophenyl)-cyclopropanecarboxylic amide 
• 437650-07-2 1-(3,4-Dichloro-phenyl)-cyclopropanecarbonyl chloride 
• 342386-78-1 1-(3,4-dichlorophenyl)cyclopropanecarboxylic acid 

Relevant articles and documents

Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes

We herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the first time. A variety of substrates with α-quaternary carbon centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. We have also demonstrated that the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran.

Electrophilic Bromolactonization of Cyclopropyl Diesters Using Lewis Basic Chalcogenide Catalysts

An efficient and regioselective electrophilic bromolactonization of cyclopropylmethyl diesters using triphenylphosphine sulfide (Ph3PS) or diphenyl selenide (Ph2Se) as the Lewis basic chalcogenide catalyst has been developed. It was observed that Ph3PS favored the formation of anti-diastereomer and yielded the multi-functional γ-lactones. Interestingly, the diastereoselectivity was reversed when using Ph2Se as a catalyst where the syn-product instead of the anti-product was favored. (Figure presented.).

Efficient cyclopropanation of active methylene compounds. A serendipitous discovery

Cyclopropanation of active methylene compounds has been achieved in good yields with ethylene carbonate as the cyclopropanating agent in the presence of a simple base.

N-Methyl-N--1-phenylcyclopropanecarboxylic amides - analogs of U50488 with much reduced opiate affinity and loss of κ-selectivity

(+/-)-N-methyl-N--1-phenylcyclopropanecarboxylic amide (1) and its dichloro analog (2) were synthesized.Compounds 1 and 2 are related to the κ-selective opiate U-50488 in that the benzylic methylene moiety in U-50488 has been replaced by a cyclopropane ring.As compared to U-50488, a 600-fold reduction in kappa-affinity was observed with these 2 compounds; while the reduction in μ-affinity was less than 2-fold.Unlike U-50488, 1 and 2 also show measurable δ-binding.To explain the observed anomaly, the steric interaction between the N-methyl group and the cyclopropane ring and the tendency of the cyclopropane ring to conjugate with the neighboring phenyl group, both affecting the accessible conformations of the amide side chains of 1 and 2, are cosidered important factors.