Product Name

  • Name

    Phenmedipham

  • EINECS 237-199-0
  • CAS No. 13684-63-4
  • Article Data9
  • CAS DataBase
  • Density 1.304 g/cm3
  • Solubility water: <0.1 g/100 mL at 21 °C
  • Melting Point 140-144 °C
  • Formula C16H16N2O4
  • Boiling Point 391.9 °C at 760 mmHg
  • Molecular Weight 300.314
  • Flash Point 190.8 °C
  • Transport Information UN 3077
  • Appearance Colorless crystals or white powder
  • Safety 60-61
  • Risk Codes 50/53
  • Molecular Structure Molecular Structure of 13684-63-4 (Phenmedipham)
  • Hazard Symbols DangerousN
  • Synonyms Carbanilicacid, m-methyl-, ester with methyl m-hydroxycarbanilate (8CI);3-(Carbomethoxyamino)phenyl 3-methylcarbanilate;Fenmedifam;Kemifam;Kontakt FCS;MethylN-[3-[N'-(3'-methylphenyl)carbamoyloxy]phenyl]carbamate;Methylm-hydroxycarbanilate m-methylcarbanilate;Phenmedipham;SN 38584;Stepham;
  • PSA 76.66000
  • LogP 3.93020

Synthetic route

methyl N-(3-hydroxyphenyl)carbamate
13683-89-1

methyl N-(3-hydroxyphenyl)carbamate

3-tolyl isocyanate
621-29-4

3-tolyl isocyanate

A

N,N'-di(m-tolyl)urea
620-50-8

N,N'-di(m-tolyl)urea

B

Phenmedipham
13684-63-4

Phenmedipham

Conditions
ConditionsYield
With borax In waterA n/a
B 100%
With triethylamine In waterA n/a
B 99%
With triethylamine In waterA n/a
B 98.6%
With sodium hydroxide In waterA n/a
B 93.3%
...Expand
3-tolyl carbamic acid chloride

3-tolyl carbamic acid chloride

methyl N-(3-hydroxyphenyl)carbamate
13683-89-1

methyl N-(3-hydroxyphenyl)carbamate

Phenmedipham
13684-63-4

Phenmedipham

Conditions
ConditionsYield
With sodium hydroxide In water; acetone
Phenmedipham
13684-63-4

Phenmedipham

acetic anhydride
108-24-7

acetic anhydride

C20H20N2O6

C20H20N2O6

Conditions
ConditionsYield
With sulfuric acid
Phenmedipham
13684-63-4

Phenmedipham

dichlorofluoromethanesulphenyl chloride
2712-93-8

dichlorofluoromethanesulphenyl chloride

CH3OC(O)N(SCFCl2)C6H4OC(O)N(SCFCl2)C6H4(CH3)
76339-78-1

CH3OC(O)N(SCFCl2)C6H4OC(O)N(SCFCl2)C6H4(CH3)

Phenmedipham Chemical Properties

The Molecular formula of 3-METHOXYCARBONYLAMINOPHENYL N-3&prime;-METHYLPHENYLCARBAMATE (13684-63-4):C16H16N2O4  
The Molecular Weight of 3-METHOXYCARBONYLAMINOPHENYL N-3&prime;-METHYLPHENYLCARBAMATE (13684-63-4):300.31
The Molecular Structure of 3-METHOXYCARBONYLAMINOPHENYL N-3&prime;-METHYLPHENYLCARBAMATE (13684-63-4) is:
Density:1.304 g/cm3    
Melting point:140-144°C 
Boiling point:391.9 °C at 760 mmHg
Flash point:190.8 °C    
Solubility in water:<0.1 g/100 mL at 21 °C  
Index of Refraction:1.64 
Molar Refractivity:82.98 cm3  
Molar Volume:230.1 cm3 
Polarizability:32.89 10-24cm3
Surface Tension:54.1 dyne/cm
Enthalpy of Vaporization:64.15 kJ/mol
Vapour Pressure:2.39E-06 mmHg at 25°C    
Appearance:colorless crystals or white powder.
IUPAC Name: [3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate
Synonyms: 3-(Carbomethoxyamino)phenyl 3-methylcarbanilate ; 3-(carbomethoxyamino)phenyl3-methylcarbanilate ; 3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester ; 3-(methylphenyl)carbamicacid3-((methoxycarbonyl)amino)phenylester ; 3-methoxycarbonyl-n-(3’-methylphenyl)-carbamat ; 3-Methoxycarbonyl-N-(3'-methylphenyl)-carbamat ; Beetomax;(3-methylphenyl)-carbamicaci3-((methoxycarbonyl)amino)phenylester

Phenmedipham Uses

It applies to prevent the broad-leaved weeds in beet field,and it's also used as bud post-emergence herbicide.

Phenmedipham Toxicity Data With Reference

1.    

sln-asn 40 mg/L

     EVHPAZ    EHP, Environmental Health Perspectives. Subseries of DHEW Publications. 31 (1979),81.
2.    

cyt-mus-unr 100 mg/kg

     TGANAK    Tsitologiya i Genetika. 14 (6)(1980),41.
3.    

cyt-mus-orl 100 mg/kg

     CYGEDX    Cytology and Genetics. English Translation of Tsitologiya i Genetika. 14 (6)(1980),38.
4.    

orl-rat TDLo:880 mg/kg (9-22D preg):TER

     GISAAA    Gigiena i Sanitariya. 49 (4)(1984),16.
5.    

orl-rat LD50:4 g/kg

     GISAAA    Gigiena i Sanitariya. 49 (4)(1984),16.
6.    

skn-rat LD50:>500 mg/kg

     WRPCA2    World Review of Pest Control. 9 (1970),119.

Phenmedipham Consensus Reports

EPA Genetic Toxicology Program.

Phenmedipham Safety Profile

Moderately toxic by ingestion and skin contact. An experimental teratogen. Experimental reproductive effects. Mutation data reported. An herbicide. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.
Hazard Codes:N:Dangerous for the environment
Risk Statements
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Statements
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
RIDADR:UN 3077
RTECS:FD9050000
Hazardous Substances Data:13684-63-4(Hazardous Substances Data) 
 

Phenmedipham Specification

Reactivity Profile: 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates. 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is incompatible with alkaline preparations.
Fire Hazard: Flash point data for 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate are not available, however 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is probably combustible.

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