150-68-5 Usage
Chemical Properties
White, crystalline solid; odorless. Very low solubility in water and hydrocarbonsolvents; slightly soluble in oils; partially soluble inalcohols; stable toward oxidation and moisture.
Uses
Different sources of media describe the Uses of 150-68-5 differently. You can refer to the following data:
1. Monuron may be used as a reference standard in the determination of monuron in rice and corn using high performance liquid chromatography coupled with fluorescence detection combined with ultraviolet decomposition and post-column derivatization.
2. Herbicide, sugarcane-flowering suppressant.
Definition
ChEBI: A member of the class of ureas that is urea in which one of the nitrogens is substituted by a p-chlorophenyl group while the other is substituted by two methyl groups.
General Description
White crystalline solid or white powder with a slight odor. Melting point 175°C. Moderately toxic by ingestion. Used as an herbicide.
Air & Water Reactions
Insoluble in water. Is hydrolyzed slowly by acids and alkalis, and more rapidly on heating .
Reactivity Profile
MONURON is a chlorinated urea derivative. May react with azo and diazo compounds to generate toxic gases. May react with strong reducing agents to generate flammable gases. Reacts as a weak base. Combustion generates mixed oxides of nitrogen (NOx).
Hazard
Questionable carcinogen.
Health Hazard
Toxic properties are similar to Diuron; hydro-lyzes under acidic or alkaline conditions top-chloroaniline, which can cause anemia andmethemoglobinemia; LD50 data published inthe literature differ; acute and chronic tox-icity of this herbicide is probably of loworder; no reported case of human poisoning; showed clear evidence of carcinogenicity in male F344/N rats fed diets containing 750 ppm monuron for 2 years; causedcancers in the kidney and liver (NationalToxicology Program 1988); female rats andmale and female mice (B6C3F1) showed noevidence; induced cytomegaly of the renalepithelial cells in rats.LD50 oral (rat): 3700 mg/kg (Bailey andWhite, 1965)LD50 oral (rat): 1053 mg/kg (Lewis 1995).
Fire Hazard
Flash point data for MONURON are not available; however, MONURON is probably combustible.
Flammability and Explosibility
Notclassified
Safety Profile
Moderately toxic by
ingestion, intraperitoneal, and possibly other
routes. Experimental teratogenic and
reproductive effects. Questionable
carcinogen with experimental carcinogenic
data. Mutation data reported. An herbicide.
When heated to decomposition it emits very
toxic fumes of NOx and Cl-.
Environmental Fate
Biological. Monuron was mineralized in sewage samples obtained from a water treatment
plant in Ithica, NY. (4-Chlorophenyl)urea and 4-chloroaniline were tentatively identified
as metabolites (Wang et al., 1985).Soil/Plant. In soils and plants, monuron is demethylated at the terminal nitrogen atom
coupled with ring hydroxylation forming 3-(2-hydroxy-4-chlorophenyl)urea and 3-(3-
hydroxy-4-chlorophenyl)urea (Hartley and Kidd, 1987). Walln?efer et al. (197Photolytic. When an aqueous solution of monuron was exposed to sunlight or simulated
sunlight, the major degradative pathways observed were the photooxidation and demethylation
of the N-methyl groups (Crosby and Tang, 1969; Tanaka et al., 1982a),Tanaka et al. (1981) studied the photolysis of monuron in dilute aqueous solutions in
order to fully characterize a substituted diphenylamine that was observed in an earlier
investigation (Tanaka et al., 1977). They identified this compound as an isomeric mixture
containing 92% 2-chloro-4￠,5-bis(N￠,N￠-dimethylureido)biphenyl and 8% 5-chloro-2,4￠-
bis(N￠,N￠-dimethylureido)biphenyl (Tanaka et al., 1981).Tanaka et al. (1982) undertook a study to identify the several biphenyls formed in
earlier photolysis studies (Tanaka et al., 1979, 1981). They identified these compounds as
2,4￠-, 3,4￠- and 4,4￠-bis-(N￠,N￠-dimethylureido)biphenyls (fenuron biphenyls) (Ta
Purification Methods
Crystallise monuron from MeOH. [Beilstein 12 IV 1191.]
Check Digit Verification of cas no
The CAS Registry Mumber 150-68-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 0 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 150-68:
(5*1)+(4*5)+(3*0)+(2*6)+(1*8)=45
45 % 10 = 5
So 150-68-5 is a valid CAS Registry Number.
150-68-5Relevant articles and documents
3-(p-Chlorophenyl)-1,1-dimethylurea; a new herbicide.
BUCHA,TODD
, p. 493 - 494 (1951)
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2,2,2-Trifluroenthanol promoted synthesis of unsymmetrical ureas from dioxazolones and amines via tandem lossen rearrangement/condensation process
Li, Jian,He, Wang,Lei, Pan,Song, Jiacheng,Huo, Jiyou,Wei, Hongbo,Bai, Hongjin,Xie, Weiqing
supporting information, p. 3590 - 3600 (2021/10/07)
A 2,2,2-trifluroenthanol (TFE) promoted synthesis of unsymmetric ureas was described. This approach enabled the construction of a variety of ureas from the readily prepared and easy-to-handle dioxazolones and amines via tandem Lossen rearrangement/condensation process. The reaction featured mild conditions for the urea synthesis under metal-free conditions, which was successively applied in the scale-up synthesis of herbicides Monuro and Isoproturon.
One-pot synthesis of 2,3-difunctionalized indoles: Via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization
Lv, Honggui,Shi, Jingjing,Wu, Bo,Guo, Yujuan,Huang, Junjun,Yi, Wei
supporting information, p. 8054 - 8058 (2017/10/13)
Reported herein is the first Rh(iii)-catalyzed carbenoid insertion C-H activation/cyclization of N-arylureas and α-diazo β-keto esters. The redox-neutral reaction has the following features: good to excellent yields, broad substrate/functional group tolerance, exclusive regioselectivity, and no need for additional oxidants or additives, which render this methodology as a more efficient and versatile alternative to the existing methods for the synthesis of 2,3-difunctionalized indoles.
