4769-74-8

Basic information

• Product Name: 1-chloro-3-(4-methylphenoxy)-2-propanol
• Synonyms: 1-chloro-3-(4-methylphenoxy)-2-propanol
• CAS NO: 4769-74-8
• Molecular Weight: 200.665
• Mol File: 4769-74-8.mol

Chemical Properties

• CAS DataBase Reference: 1-chloro-3-(4-methylphenoxy)-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-3-(4-methylphenoxy)-2-propanol(4769-74-8)
• EPA Substance Registry System: 1-chloro-3-(4-methylphenoxy)-2-propanol(4769-74-8)

Safety Data

• Hazardous Substances Data: 4769-74-8(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 106-89-8 epichlorohydrin 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 

Downstream Products

• 14569-62-1 1,3-bis(4-methylphenoxy)propan-2-ol 
• 142037-11-4 Acetic acid (S)-1-chloromethyl-2-p-tolyloxy-ethyl ester 
• 95449-05-1 1-Hexylsulfanyl-3-p-tolyloxy-propan-2-ol 
• 354527-89-2 1-pentylsulfanyl-3-p-tolyloxy-propan-2-ol 
• 27997-97-3 1-chloro-3-(p-tolyloxy)propan-2-one 
• 2186-24-5 cresyl-glicidyl ether 
• 5790-46-5 F3254-0064 
• 141987-37-3 (S)-1-Chloro-3-p-tolyloxy-propan-2-ol 
• 141987-46-4 (R)-1-Chloro-3-p-tolyloxy-propan-2-ol 
• 85833-23-4 (+/-)-1-butylthio-3-(4-methylphenoxy)propan-2-ol 
• 85833-35-8 o-Tolyl-carbamic acid 1-butylsulfanylmethyl-2-p-tolyloxy-ethyl ester 
• 85833-41-6 Phenyl-thiocarbamic acid O-(1-butylsulfanylmethyl-2-p-tolyloxy-ethyl) ester 

Relevant articles and documents

Conversion of epoxides to β-chlorohydrins with thionyl chloride and β-cyclodextrin in water

Several epoxides are efficiently converted to the corresponding β-chlorohydrins in impressive yields with thionyl chloride in the presence of β-cyclodextrin using water as solvent at room temperature. Copyright Taylor & Francis, Inc.

Asymmetric reduction of α-thiocyanatoketones by Saccharomyces cerevisiae and Mortierella isabellina-a new route to optically active thiiranes

A simple method for the preparation of optically active 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-oles from racemic 1-chloro-3-aryloxy- and 1-chloro-3-arylsulphanyl-2-propanols via 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-ones has been developed. The enantiomerically enriched β-hydroxythiocyanates were obtained by a microbiological reduction of the thiocyanatoketones with Saccharomyces cerevisiae or Mortierella isabellina and subsequently converted into optically active thiiranes on treatment with a lithium hydroxide solution.

Improvement and simplification of synthesis of 3-aryloxy-1,2-epoxypropanes using solvent-free conditions and microwave irradiations. Relation with medium effects and reaction mechanism

Some 3-aryloxy-1,2-epoxypropanes, interesting as potential synthons in β-adrenergic receptor antagonists preparation, were obtained in excellent yields (65-96% within 2-17 min) by microwave activation (monomode system) using solid-liquid solvent-free phase transfer catalysis (PTC). The best results for the O-alkylation of some phenols with epichlorohydrin were obtained using TBAB and NaOH/K2CO3 (1:4 mol/mol) as phase transfer catalyst and more acceptable basic system, respectively. These new procedure is compared with classical methods. Significant specific microwave effect (non-purely thermal) was evidenced in all cases. They were discussed in terms of reaction medium and mechanism, taking into account the variations in polarity of the systems.

The kinetics and mechanism of the reaction between l-chloro-2,3-epoxypropane and p-cresol in the presence of basic catalysts

Rate constants for the reaction of 1-chloro-2,3-epoxypropane with p-cresol in the presence of basic catalysts were studied at the temperature range of 71 - 100°C. It was found that in the presence of sodium p-cresolate, three consecutive reactions pro-ceeded giving the following products: l-chloro-3-(tolyloxy)-2-propanol (CTP), l-(p-tolyloxy)-2,3-epoxypropane (TEP) as a main product, and l, 3-di(p-tolyloxy)-2-propanol (DTP). Their rate constants at 71°C were: k1 = 0.030 ± 0.009, k2 = 1.58 ± 0.02, and k3 = 0.033 ± 0.005 dm3/mol -min, respectively. In the presence of quaternary ammonium salts, this process consisted of 5 reactions which led to CTP as a main product as well as TEP and l, 3-dichloro-2-propanol (DCP). The rate constant of CTP formation at 71°C was established, k1 = 0.130 ± 0.030 dm3/mol·min, as were the ratios of the other rate constants k2/k-4 = 1-5 ± 0.2. k5/k4 = 20.0 ± 5.0, and k4/k1, = 0.6 ± 0.7. Based on the changes in Cl- ion concentration during the reaction, the cata-lystic activity of quaternary ammonium salts was explained. The kinetic model of these reactions in the presence of basic catalysts has been proposed and appropriate kinetic equations have been presented.

REACTIONS OF 1-CHLORO-2,3-EPOXYPROPANE WITH ALCOHOLS IN THE PRESENCE OF STANNIC CHLORIDE. II. DISTRIBUTION OF THE ADDITION PRODUCTS AND THE RELATIVE ACTIVITY OF THE ALCOHOLS

In the distribution of the products from the reaction of 1-chloro-2,3-epoxypropane with alcohols in the presence of stannic chloride the determining factor is their capacity for complex formation with stannic chloride.This is confirmed by a correlation between the independently determined relative reaction constants and the constants for exchange of the alcohols and the complexes with stannic chloride.