Dimethomorph

Description

Dimethomorph · CAS 110488-70-5 · C21H22ClNO4. UNII 3EXL2158GV. Melting Point: 127-148 °C; Melting Point: MP: 125-149 °C; Vapor Pressure: 0.00000001 [mmHg].

Identification

CAS Registry Number	110488-70-5
PubChem CID	86298
Molecular formula	C21H22ClNO4
IUPAC name	3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylprop-2-en-1-one
UNII (FDA)	3EXL2158GV

Computed Descriptors

Molecular Weight	387.9
XLogP3	3.9
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	387.1237359
Monoisotopic Mass	387.1237359
Topological Polar Surface Area	48
Heavy Atom Count	27
Formal Charge	0

Physical & Chemical Properties

Melting Point	127-148 °C
Melting Point	MP: 125-149 °C
Vapor Pressure	0.00000001 [mmHg]
Vapor Pressure	7.39X10-6 mm Hg at 25 °C

Physical description & handling notes

• Colorless odorless solid; [Merck Index]
• Colorless to grey crystalline powder
• Odorless
• In water (mg/L at 20 °C): 81.1 at pH 4; 49.2 at pH 7; 41.8 at pH 9
• Solubility (g/L at 20 deg ): acetone 50; toluene 20; methanol 20; dichloromethane 500
• Solubility in n-hexane 0.11; methanol 39; ethyl acetate 48.3; toluene 49.5; acetone 100; dichloromethane (all for E,Z, in g/L)

GHS Hazard Classification

Reported hazard statements	H411, H401, H410, H360

Documented Uses

• Used as agricultural fungicide; [Merck Index] Used as a systemic fungicide on potatoes; [Reference #1]
• Fungicide effective against Oomycetes, especially Peronosporaceae and Phytophthora spp. (but not Pythium spp.) in vines, potatoes and tomatoes. Used in combination with contact fungicides.
• Dimethomorph is produced by Friedel-Crafts acylation of 1,2-dimethoxybenzene with 4-chlorobenzoyl chloride, followed by condensation with triethyl phosphonoacetate in the presence of a base such as sodium hydride in dimethoxyethane. The resulting ethyl cinnamate is then converted to the correspondingmorpholide.
• Fungicidal activity is primarily associated with the Z isomer.
• Only the (Z)- isomer is intrinsically active, but, because of rapid interconversion of isomers in the light, it has no advantage over the (E)-isomer in practice.
• Composition: (E) isomer to (Z) isomer ratio is 1:1.

Synonyms

Dimethomorph; 110488-70-5; DTXSID7034545; Acrobat; 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylprop-2-en-1-one; Akrobat; Forum; Festival C; CME 151; 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one; 3EXL2158GV; DTXCID5014545; CHEBI:81848; Athlete; 4-(3-(4-Chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)morpholine; 2-Propen-1-one, 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(4-morpholinyl)-

Frequently Asked Questions

What are the CAS number and molecular formula of Dimethomorph?

CAS 110488-70-5; molecular formula C21H22ClNO4; molecular weight — g/mol.

What other names is Dimethomorph known by?

Dimethomorph, 110488-70-5, DTXSID7034545, Acrobat, 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylprop-2-en-1-one, Akrobat.

Is Dimethomorph classified as hazardous?

Hazard statements reported: H411, H401, H410, H360.

What are the key physical properties of Dimethomorph?

Melting Point: 127-148 °C; Melting Point: MP: 125-149 °C; Vapor Pressure: 0.00000001 [mmHg]; Vapor Pressure: 7.39X10-6 mm Hg at 25 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.