Dimethomorph 98%TC

Dimethomorph

 

NOMENCLATURE

 

 

Common name dimethomorph (BSI, draft E-ISO); dim閠homorphe ((m) draft F-ISO)

IUPAC name (E,Z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine 

Chemical Abstracts name (E,Z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]morpholine 

CAS RN [110488-70-5]  EEC no. 404-200-2  Development codes CME 151 (Celamerck); SAG 151; WL 127 294 (Shell); AC 336379; CL 183776; CL 336379 (all Cyanamid); BAS 550F 

PHYSICAL CHEMISTRY

Composition (E)- to (Z)- ratio is c. 1:1.  Mol. wt. 387.9  M.f. C21H22ClNO4  Form Colourless to off-white powder to crystals.  M.p. 125.2-149.2 ℃; (E)- isomer 136.8-138.3 ℃; (Z)- isomer 166.3-168.5 ℃  V.p. (E)- isomer 9.7 ´ 10-4 ATXht981131 mPaATXht0 ; (Z)- isomer 1.0 ´ 10-3 ATXht981131 mPaATXht0  (both 25 ℃)  KOW logP = 2.63 (E)- isomer; 2.73 (Z)- isomer (both 20 ℃)  Henry (E)- isomer 5.4 ´ 10-6 Pa m3 mol-1; (Z)- isomer 2.5 ´ 10-5 Pa m3 mol-1  S.g./density Bulk density 1318 ATXht981107 kgATXht0 /m3 (20 ℃)  Solubility In water 81.1 (ATXht981151 pHATXht0  5), 49.2 (ATXht981151 pHATXht0  7), 41.8 (ATXht981151 pHATXht0  9) (all in ATXht981123 mgATXht0 /l, 20℃). In n-heptane 0.12 (E), 0.053 (Z); xylene 22.2 (E), 6.4 (Z); 1,2-dichloroethane 182.5 (E), 92.5 (Z); ethyl acetate 46.6 (E), 9.5 (Z); acetone 105.6 (E), 18 (Z), methanol 33.5 (E), 7.5 (Z) (all in ATXht981123 mgATXht0 /l). In n-hexane 0.11, methanol 39, ethyl acetate 48.3, toluene 49.5, acetone 100, dichloromethane 461 (all for (EZ), in ATXht981123 mgATXht0 /l).  Stability Hydrolytically and thermally stable under normal conditions. Stable for >5 years in the dark. The (E)- and (Z)- isomers are interconverted in sunlight.  pKa -1.305 (ATXht98124 calc.ATXht0 )  F.p. Not flammable