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13684-63-4

Basic Information
CAS No.: 13684-63-4
Name: Phenmedipham
Article Data: 9
Molecular Structure:
Molecular Structure of 13684-63-4 (Phenmedipham)
Formula: C16H16N2O4
Molecular Weight: 300.314
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;
EINECS: 237-199-0
Density: 1.304 g/cm3
Melting Point: 140-144 °C
Boiling Point: 391.9 °C at 760 mmHg
Flash Point: 190.8 °C
Solubility: water: <0.1 g/100 mL at 21 °C
Appearance: Colorless crystals or white powder
Hazard Symbols: DangerousN
Risk Codes: 50/53
Safety: 60-61
Transport Information: UN 3077
PSA: 76.66000
LogP: 3.93020
Synthetic route
13683-89-1

methyl N-(3-hydroxyphenyl)carbamate

621-29-4

3-tolyl isocyanate

A

620-50-8

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

B

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%

3-tolyl carbamic acid chloride

13683-89-1

methyl N-(3-hydroxyphenyl)carbamate

13684-63-4

Phenmedipham

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

Phenmedipham

108-24-7

acetic anhydride

C20H20N2O6

Conditions
ConditionsYield
With sulfuric acid
13684-63-4

Phenmedipham

2712-93-8

dichlorofluoromethanesulphenyl chloride

76339-78-1

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

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Chemistry

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/cm   
Melting point:140-144°
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

Uses

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

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.

Consensus Reports

EPA Genetic Toxicology Program.

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) 
 

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.