Phenylurea

HCID 6145CAS 64-10-8
Substructure searchFind similar structures

Basic information

Standard SMILES
NC(=O)Nc1ccccc1
InChIKey
LUBJCRLGQSPQNN-UHFFFAOYSA-N
Molecular formula
C7H8N2O
Average molar mass
136.15 g/mol
Monoisotopic mass
136.06366288

Overview

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. Obtain the technical name of the specific pesticide and carrier from the shipping papers and contact CHEMTREC, 800-424-9300 for response information.

Names & identifiers

Preferred name
Phenylurea
IUPAC
phenylurea
English name
Phenylurea
Molecular formula
C7H8N2O
Molecular weight
136.15

Names & synonyms

1-PhenylureaPHENYLUREAN-Phenylurea64-10-8PhenylcarbamideMonophenylureaUrea, N-phenyl-amino-N-phenylamideDTXSID8042507NSC-2781862I85399WDTXCID6022507
Show more names
VHphenyl-urestabilizervhUrea,phenyl-AKOS B029810
RefChem:164121200-576-5Urea, phenyl-Stabilizer VHStabilisator VHPhenyl-ureaphenyl ureaN-phenylcarbamimidic acid

Database identifiers

CAS
64-10-8
PubChem CID
6145
DTXSID
DTXSID8042507
ChEMBL
CHEMBL168445
ChEBI
CHEBI:180992
UNII
862I85399W
EC Number
200-576-5
Nikkaji
J4.834H

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
55.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Physical Description · 1 item

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. Obtain the technical name of the specific pesticide and carrier from the shipping papers and contact CHEMTREC, 800-424-9300 for response information.

Physicochemical properties

Melting point
145 · 145-147 °C(lit.)
Boiling point
238 °C · 238 °C
Density
1 · 1,302 g/cm3
vapor density
1 · >1 (vs air)
refractive index
1.5769 · 1.5769 (estimate)
Flash point
238 °C · 238°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Chemical: Urea, N-phenyl-

Phenylurea: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelPoison
Fire HazardsExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Health HazardsExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Reactive GroupAmides and Imides
Reactivity Profile · 1 item

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.

Safety & protection

Fire FightingExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
First AidExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
YU0650000
hs_code
29242100
Toxicity
LD50 oral in rat: 2gm/kg

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationUrea, N-phenyl-: ACTIVE
Applications · 3 items

UsesPhenylureas are commonly used soil-applied herbicides for control of grass and small-seeded broadleaf weeds.

UsesPhenyl urea is used in organic synthesis. It acts as an efficient ligand for palladium-catalyzed Heck and Suzuki reactions of aryl bromides and iodides.

General DescriptionPhenylurea is the core structural unit of phenylurea herbicides (PUHs), such as diuron, fenuron, linuron, monuron, isoproturon, monolinuron and chlortoluron. As photosynthesis inhibitors, phenylurea herbicides are widely used in various crops for the pre-emergence and post-emergence control of broadleaf and annual weeds. These herbicides are used on major food crops, including maize (Zea mays) and tomato (Solanum lycopersicum), to control weeds such as lamb’s quarters (Chenopodium album), amaranth (Amaranthus spp.) and barnyard grass (Echinochloa crus-galli)[1].

Preparation methods · 1 item

PreparationPhenylurea 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.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
淄博泰立泽化工有限公司0533-5200592 13173271895 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Additional notes

DefinitionChEBI: 1-Phenylurea is a member of ureas.

Related reactions

58 records
New reaction record

Linked notes

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