64-10-8 Usage
Chemical Properties
Colorless needle-like crystals or off-white powder. Melting point 147°C(decomposition), soluble in hot water, hot alcohol, ether, ethyl acetate and acetic acid.
Uses
Different sources of media describe the Uses of 64-10-8 differently. You can refer to the following data:
1. Phenylureas are commonly used soil-applied herbicides for control of
grass and small-seeded broadleaf weeds.
2. Phenyl urea is used in organic synthesis. It acts as an efficient ligand for palladium-catalyzed Heck and Suzuki reactions of aryl bromides and iodides.
Preparation
Phenylurea is synthesized by the reaction of aniline and urea. Put urea, hydrochloric acid and aniline into the reaction pot, heat and stir, reflux at 100-104°C for 1 hour, add water and stir, cool, filter, wash the filter cake with water, and dry to obtain the finished product of phenylurea.
Application
Phenyl urea pesticide, liquid, poisonous appears as a liquid dissolved or suspended in a liquid carrier. Contains any of several related compounds (Diuron, Fenuron, Linuron, Neburon, Siduron, Monuron) formally derived from urea. Carrier is water emulsifiable. Toxic by inhalation, skin absorption, or ingestion.
General Description
A solid or liquid absorbed on a dry carrier. A wettable powder. Contains any of several related products (Diuron, Fenuron, Linuron, Monuron, Neburon, Siduron) formally derived from urea. Toxic by inhalation, skin absorption, or ingestion. Obtain the technical name of the specific pesticide from the shipping papers and contact CHEMTREC, 800-424-9300 for response information.
Reactivity Profile
Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Contains any of several related compounds (Diuron, Fenuron, Linuron, Neburon, Siduron, Monuron) formally derived from urea.
Health Hazard
Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.
Purification Methods
Crystallise the urea from boiling water (10mL/g) or amyl alcohol (m 149o). Dry it in a steam oven at 100o. The 1:1 resorcinol complex has m 115o (from EtOAc/*C6H6). [Beilstein 12 H 346, 12 II 204, 12 III 760, 12 IV 734.]
Check Digit Verification of cas no
The CAS Registry Mumber 64-10-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 4 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 64-10:
(4*6)+(3*4)+(2*1)+(1*0)=38
38 % 10 = 8
So 64-10-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)
64-10-8Relevant articles and documents
Indium(III)-Catalyzed Synthesis of Primary Carbamates and N-Substituted Ureas
Jain, Isha,Malik, Payal
supporting information, p. 93 - 97 (2021/11/26)
An indium triflate-catalyzed synthesis of primary carbamates from alcohols and urea as an ecofriendly carbonyl source has been developed. Various linear, branched, and cyclic alcohols were converted into the corresponding carbamates in good to excellent yields. This method also provided access to N-substituted ureas by carbamoylation of amines. All the products were obtained by simple filtration or crystallization, without the need for chromatographic purification. Mechanistic investigations suggest that the carbamoylation reaction proceeds through activation of urea by O-coordination with indium, followed by nucleophilic attack by the alcohol or amine on the carbonyl center of urea. The inexpensive and easily available starting materials and catalyst, the short reaction times, and the ease of product isolation highlight the inherent practicality of the developed method.
Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides
Wang, Chuan-Chuan,Qu, Ya-Li,Liu, Xue-Hua,Ma, Zhi-Wei,Yang, Bo,Liu, Zhi-Jing,Chen, Xiao-Pei,Chen, Ya-Jing
, p. 3546 - 3554 (2021/02/16)
The convenient preparation of N2-unprotected five-membered cyclic guanidines was achieved through a cascade [3 + 2] cycloaddition between organo-cyanamides and α-haloamides under mild conditions in good to excellent yields (up to 99%). The corresponding cyclic guanidines could be easily transformed into hydantoins via hydrolysis.
Synthesis of Biuret Derivatives as Potential HIV-1 Protease Inhibitors Using (LDHs-g-HMDI-Citric Acid), as a Green Recyclable Catalyst
Ghiasifar, Zahra,Salehabadi, Hafezeh,Adibpour, Neda,Alipour, Eskandar,Kobarfard, Farzad,Shoushizadeh, Mohammad Reza
, p. 48 - 59 (2020/12/07)
In this study, a novel catalyst based on layered double hydroxides (LDHs) attached by hexamethylene-1,6-diisocyanate (HMDI) and citric acid (LDHs-g-HMDI-Citric acid) is reported and used to increase the yield of biurets synthesis. Biuret derivatives 5a–n were prepared by reaction of several phenyl allophanates (3a–d), which prepared from the reaction of phenyl chloroformate and urea derivatives (2a–d), with variously substituted amines (4a–g) in the presence of LDHs-g-HMDI-Citric acid as a reusable heterogeneous catalyst at reflux condition for 60–180 min. These biurets (5a–n) were evaluated for human immunodeficiency virus type-1 (HIV-1) protease inhibitory activity by HIV-1 p24 antigen ELISA kit and six of them (5n, 5i, 5j, 5 m, 5f, and 5a) showed moderate activity on HIV-1 virus with IC50 values ranging from 55 to 100 μM compared with the azidothymidine as the reference drug (IC50 = 0.11 μM). Results of the in vitro test and docking study were in good correlation.