67306-03-0

Basic information

• Product Name: FENPROPIMORPH
• Synonyms: MILDOFIX;MISTRAL;MISTRAL T;4-(3-(4-(1,1-dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethyl-morpholin;4-(3-(4-(1,1-Dimethylethyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine;4-[3-(4-tert-Butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine;BAS 421F;bas42100f
• CAS NO: 67306-03-0
• Molecular Formula: C₂₀H₃₃NO
• Molecular Weight: 303.48
• EINECS: 266-719-9
• Mol File: 67306-03-0.mol

Chemical Properties

• Melting Point: 25°C
• Boiling Point: bp0.05 120°
• Flash Point: 115.6 °C
• Appearance: /
• Density: 0.9804 (rough estimate)
• Vapor Pressure: 2.25E-06mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• Storage Temp.: 0-6°C
• Water Solubility: 4.3mg/L(temperature not stated)
• CAS DataBase Reference: FENPROPIMORPH(CAS DataBase Reference)
• NIST Chemistry Reference: FENPROPIMORPH(67306-03-0)
• EPA Substance Registry System: FENPROPIMORPH(67306-03-0)

Safety Data

• RIDADR: 2902
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 67306-03-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FENPROPIMORPH is used as a pharmaceutical compound for its potential therapeutic effects. Its unique structure allows it to interact with specific biological targets, making it a candidate for the development of new drugs to treat various diseases.
Used in Chemical Research:
FENPROPIMORPH is utilized as a research chemical for studying the properties and behavior of morpholine derivatives. Its unique structure provides insights into the design and synthesis of new compounds with potential applications in various industries.
Used in Material Science:
FENPROPIMORPH can be employed as a component in the development of new materials with specific properties. Its unique structure may contribute to the creation of materials with improved performance characteristics, such as enhanced stability, reactivity, or selectivity.

InChI:InChI=1/C20H33NO/c1-15(12-21-13-16(2)22-17(3)14-21)11-18-7-9-19(10-8-18)20(4,5)6/h7-10,15-17H,11-14H2,1-6H3/t15?,16-,17+

Upstream product

• 141-91-3 2,6-dimethyl morpholine 
• 13586-68-0 p-tert-butyl-α-methyl-3-phenylprop-2-enal 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 80-54-6 lilial 
• 67305-99-1 4-[3-(4-tert-butyl-phenyl)-2-methyl-propenyl]-2,6-dimethyl-morpholine 

Downstream Products

• 67306-61-0 4-[3-(4-tert-butyl-phenyl)-2-methyl-propyl]-2,6-dimethyl-morpholine 4-oxide 

Relevant articles and documents

Pd-catalysed β-selective C(sp3)-H arylation of simple amides

An efficient Pd-catalysed β-C(sp3)-H arylation of diverse native amides with aryl iodides was developed. This protocol overcomes the necessity of the Thorpe-Ingold effect and features broad substrate scope and good functional group tolerance. The potential application of this protocol is collectively demonstrated by gram-scale synthesis and the synthesis of several bioactive molecules.

One-pot multistep synthetic strategies for the production of fenpropimorph using an ionic liquid solvent

The one-pot synthesis of the fungicide fenpropimorph has been achieved using two different synthetic strategies in an ionic liquid. The first pathway consists of a Heck coupling followed by reductive animation; the second pathway consists of an aldol condensation followed by hydrogenation/reductive animation. Homogeneous and heterogeneous palladium catalysts have been utilised in the ionic liquid to provide a catalyst/solvent system that is suitable for recycling and process optimisation.

P-hydroxyaniline derivatives, their preparation and their use

p-Hydroxyaniline derivatives of the formula I STR1 where the substituents have the following meanings: R1 is unsubstituted or substituted bicycloalkyl or bicycloalkenyl; R2 and R3 independently of one another are halogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R4 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, OR5 or NR5 R6, where R5 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, and R6 is hydrogen or alkyl, and their salts, processes for their preparation, compositions containing them and their use for controlling harmful fungi or pests are described.

Chemoenzymatic process for production of S fenpropimorph

A process for stereoselective (enantioselective) production of S-(-)-fenpropimorph, which process comprises reacting 4-tert-butylbenzylchloride or bromide with methyldiethylmalonate, decarbethoxylation of the product into racemic 3-(4-tert-butylphenyl)-2-methylpropionic acid ethyl ester in DMSO in the presence of alkali cations, then Pseudomonas sp.lipase catalyzed resolution of racemic ester to S-(-)-acid, base-catalyzed racemisation and recycling of the R-(+)-ester, acylation of cis-2,6-dimethylmorpholine with the activated derivative of S-(-)-acid, and final reduction of the intermediary amide to provide optically (enantiomerically) pure S-(-)-fenpropimorph. The key enzymatic reaction is fast, employs inexpensive commercially available enzyme, requires minimal work-up, and can therefore easily be performed on a large scale.

Process for the preparation of morpholine and piperidine derivatives

The invention relates to an improved process for the preparation of fungicidally active compounds of the formula STR1 wherein R1 and R2 individually are lower alkyl of from 1 to 4 carbons or halo-(lower alkyl) of from 1 to 4 carbons or R1 and R2 together with the carbon to which they are attached form a 3 to 7 membered cycloalkyl ring or lower alkyl-substituted cycloalkyl of from 4 to 9 carbons, R3, R4 and R5 individually are hydrogen or lower alkyl of from 1 to 4 carbons and X is methylene or oxygen, and salts of those compounds which are basic. The improved process comprises the reaction of a compound of the formula, STR2 wherein R3, R4, R5 and X have the significance given hereinabove, with a compound which forms a carbonium ion of the formula STR3 wherein R1 and R2 have the significance as given hereinabove.

Heterocyclics useful as fungicides and fungicidal compositions thereof

Heterocyclic compounds characterized by the formula STR1 wherein R1, R3, R4, R5, R6, X and z are as hereinafter set forth, prepared, inter alia, by reacting a compound characterized by the formula STR2 with an amine characterized by the formula STR3 wherein R1, R3, R4, R5, R6, X and Y are as hereinafter set forth, are described. The end products are useful as fungicidal agents.