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Procymidone

Procymidone structure

CAS No:
32809-16-8
Formula:
C13H11Cl2NO2
Chemical Name:
Procymidone
Synonyms:
3-Azabicyclo[3.1.0]hexane-2,4-dione,3-(3,5-dichlorophenyl)-1,5-dimethyl-;1,2-Cyclopropanedicarboximide,N-(3,5-dichlorophenyl)-1,2-dimethyl-;3-(3,5-Dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione;1,2-Dimethyl-N-(3,5-dichlorophenyl)cyclopropanedicarboximide;S 7131;Sumilex;Sumisclex;Dicyclidine;Procymidone;Procymidor;Procymidox;Sialex;Dicyclidine (pesticide);Sumilex 50WP;Salithiex;Kenolex;Procilex;60120-20-9;68444-90-6
Categories:
Agrochemicals > Fungicides

Description

ChEBI: An azabicycloalkane that is 1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione in which the amino hydrogen is replaced by a 3,5-dichlorophenyl group. A fungicide widely used in horticulture as a seed dressing, pre-harvest spray or post-harvest dip for the co trol of various diseases.

Procymidone Basic Attributes

Molecular Weight：

284.14

Exact Mass：

284.14

EC Number：

251-233-1

DSSTox ID：

DTXSID9033923

HScode：

2921519012

Characteristics

PSA：

37.4

XLogP3：

2.67

Density：

1.5±0.1 g/cm3

Melting Point：

166 °C

Boiling Point：

477.9±35.0 °C at 760 mmHg

Flash Point：

>100 °C

Refractive Index：

1.643

Water Solubility：

4.5 mg l -1 (25 °C)

Storage Conditions：

0-6°C

Vapor Pressure：

1.8 x 10 -2 Pa (25 °C)

Toxicity：

Oral-Rat LD50: 7000 mg/kg; Oral-Mouse LD50: 7800 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen oxides and chloride gases

Collision Cross Section：

163.37 Å² [M+H]+

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

GZ2150000

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Precautionary statement(s)：

P261, P271, P273, P304+P312, P304+P340, P312, P501

Hazard Statements：

H332

GHS Classification：

|Warning|H332 (98.89%): Harmful if inhaled [Warning Acute toxicity, inhalation]|P261, P271, P273, P304+P312, P304+P340, P312, and P501|Aggregated GHS information provided by 104 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H360: May damage fertility or the unborn child [Danger Reproductive toxicity]|P201, P202, P260, P264, P270, P281, P308+P313, P314, P405, and P501

Toxicity

Toxicity class：

practically nontoxic

Mobility：

1.51e+03 L/kg

Drug Information

MeSH：

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)

MeSH Entry Terms：

(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide

Procymidone Use and Manufacturing

Methods of Manufacturing

The first preparation method is prepared from methyl α-chloropropionate, α-methyl methacrylate and 3, 5-dichloroaniline as raw materials. First, α-chloropropionic acid methyl ester and α-methyl methacrylate are reacted to prepare 1, 2-dimethylcyclopropane-1, 2-dicarboxylic acid methyl ester, and then hydrolyzed to obtain 1, 2-dimethyl Cyclopropane-1, 2-dicarboxylic acid. The above product is reacted with 3, 5-dichloroaniline to synthesize procymidone. Preparation method: Di-α-methacrylic acid ethyl ester is reacted with α-chloropropionic acid ethyl ester, potassium butoxide and sodium hydroxide, and acetic anhydride to prepare 1, 2-dimethylcyclopropane-1, 2-di Carboxylic anhydride. Add benzene solution of 3, 5-dichloroaniline dropwise, precipitate the intermediate, stir for 30 min after dropping, remove benzene under reduced pressure, add acetic anhydride and anhydrous sodium acetate to the residue, heat at 100℃ for 30-60 min, remove Remove acetic acid and excess acetic anhydride, wash with dilute sodium hydroxide and water, and dry to obtain a putrefaction agent. mp165～167℃.

Uses

Systemic agricultural fungicide.

Use Classification：

Agrochemicals -> Fungicides|Fungicides

Computed Properties

Molecular Weight:284.13
XLogP3:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:283.0166840
Monoisotopic Mass:283.0166840
Topological Polar Surface Area:37.4
Heavy Atom Count:18
Complexity:405
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ethyl propionate

Methyl Methacrylate

Ethyl methacrylate

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Product Name: Procymidone

CAS No.: 32809-16-8

Grade: Industrial Grade

Content: 80%

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