18228-43-8

Basic information

• Product Name: 4-Chloro-ALPHA-cyclopropylbenzyl alcohol
• Synonyms: 4-Chloro-alpha-cyclopropylbenzyl alcohol; (4-chlorophenyl)(cyclopropyl)methanol
• CAS NO: 18228-43-8
• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.6467
• EINECS: 242-107-7
• Mol File: 18228-43-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 289.1°C at 760 mmHg
• Flash Point: 128.7°C
• Density: 1.288g/cm³
• Vapor Pressure: 0.00104mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: 4-Chloro-ALPHA-cyclopropylbenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-ALPHA-cyclopropylbenzyl alcohol(18228-43-8)
• EPA Substance Registry System: 4-Chloro-ALPHA-cyclopropylbenzyl alcohol(18228-43-8)

Safety Data

• Hazardous Substances Data: 18228-43-8(Hazardous Substances Data)

Usage

General Description

4-Chloro-ALPHA-cyclopropylbenzyl alcohol is a chemical compound with the formula C14H15ClO. It is a derivative of benzyl alcohol and contains a chlorine atom and a cyclopropyl group. 4-Chloro-ALPHA-cyclopropylbenzyl alcohol is commonly used in the synthesis of pharmaceuticals and agrochemicals. It can also be used as an intermediate in the preparation of various organic compounds. 4-Chloro-ALPHA-cyclopropylbenzyl alcohol may have potential applications in medicinal chemistry and material science due to its unique structure and properties. It is important to handle this chemical with care due to its potential for causing skin and eye irritation and its potential to be harmful if ingested or inhaled.

Upstream product

• 106-39-8 bromochlorobenzene 
• 1489-69-6 Cyclopropanecarboxaldehyde 
• 873-76-7 para-Chlorobenzyl alcohol 
• 23719-80-4 cyclopropylmagnesium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 20525-76-2 dicyclopropylzinc 
• 6640-25-1 4-chlorophenyl cyclopropyl ketone 
• 4333-56-6 cyclopropyl bromide 

Downstream Products

• 1202770-29-3 3-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole 
• 918410-66-9 (S)-1-(4-chlorophenyl)-1-cyclopropyl-methanol 
• 1334817-80-9 (R)-1-(4-chlorophenyl)-1-cyclopropyl-methyl acetate 
• 6640-25-1 4-chlorophenyl cyclopropyl ketone 
• 1334817-84-3 di(4-chlorophenyl cyclopropyl methyl)ether 
• 20047-22-7 (E)-4-(4-chlorophenyl)but-3-en-1-ol 

Relevant articles and documents

Methylene-Linked Bis-NHC Half-Sandwich Ruthenium Complexes: Binding of Small Molecules and Catalysis toward Ketone Transfer Hydrogenation

The complex [Cp*RuCl(COD)] reacts with LH2Cl2 (L = bis(3-methylimidazol-2-ylidene)) and LiBun in tetrahydrofuran at 65 °C furnishing the bis-carbene derivative [Cp*RuCl(L)] (2). This compound reacts with NaBPh4 in MeOH under dinitrogen to yield the labile dinitrogen-bridged complex [{Cp*Ru(L)}2(μ-N2)][BPh4]2 (4). The dinitrogen ligand in 4 is readily replaced by a series of donor molecules leading to the corresponding cationic complexes [Cp*Ru(X)(L)][BPh4] (X = MeCN 3, H2 6, C2H4 8a, CH2CHCOOMe 8b, CHPh 9). Attempts to recrystallize 4 from MeNO2/EtOH solutions led to the isolation of the nitrosyl derivative [Cp*Ru(NO)(L)][BPh4]2 (5), which was structurally characterized. The allenylidene complex [Cp*Ru═C═C═CPh2(L)][BPh4] (10) was also obtained, and it was prepared by reaction of 2 with HCCC(OH)Ph2 and NaBPh4 in MeOH at 60 °C. Complexes 3, 4, and 6 are efficient catalyst precursors for the transfer hydrogenation of a broad range of ketones. The dihydrogen complex 6 has proven particularly effective, reaching TOF values up to 455 h-1 at catalyst loadings of 0.1% mol, with a high functional group tolerance on the reduction of a broad scope of aryl and aliphatic ketones to yield the corresponding alcohols.

Solar photochemical oxidations of benzylic and allylic alcohols using catalytic organo-oxidation with DDQ: Application to lignin models

Visible light has a dramatic effect on the oxidation of benzylic and allylic alcohols, including those deactivated by electron-withdrawing groups, and β-O-4 lignin models, using catalytic amounts of the organo-oxidant 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Sodium nitrite or tert-butyl nitrite is used as cocatalyst, and oxygen is employed as the terminal oxidant.

Asymmetric preparation of antifungal 1-(4′-chlorophenyl)-1- cyclopropyl methanol and 1-(4′-chlorophenyl)-2-phenylethanol. Study of the detoxification mechanism by Botrytis cinerea

Chiral alcohols are important as bioactive compounds or as precursors to such molecules. On the basis of the different antifungal properties of the enantiopure alcohol derivatives of 4′-chlorophenyl cyclopropyl ketone and benzyl 4′-chlorophenyl ketone, their enantioselective synthesis by chemical and biocatalytic methods was studied. The detoxification pathways by the phytopathogen fungus Botrytis cinerea are reported.