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Phenmedipham

CAS No.
13684-63-4
Chemical Name:
Phenmedipham
Synonyms
FENDER;M75;Gusto;EP-452;Pistol;sn4075;Suplex;BEETUP;ALEGRO;EP-462
CBNumber:
CB8404828
Molecular Formula:
C16H16N2O4
Molecular Weight:
300.31
MDL Number:
MFCD00055419
MOL File:
13684-63-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:14

Phenmedipham Properties

Melting point 140-144°C
Boiling point 441.54°C (rough estimate)
Density 1.1782 (rough estimate)
refractive index 1.6240 (estimate)
Flash point 100 °C
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 13.03±0.70(Predicted)
form Solid
color White to off-white
Water Solubility <0.1 g/100 mL at 21 ºC
BRN 2395027
Henry's Law Constant 1.2×107 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Major Application agriculture
environmental
InChI 1S/C16H16N2O4/c1-11-5-3-6-12(9-11)18-16(20)22-14-8-4-7-13(10-14)17-15(19)21-2/h3-10H,1-2H3,(H,17,19)(H,18,20)
InChIKey IDOWTHOLJBTAFI-UHFFFAOYSA-N
SMILES COC(=O)Nc1cccc(OC(=O)Nc2cccc(C)c2)c1
LogP 3.590
CAS DataBase Reference 13684-63-4(CAS DataBase Reference)
EWG's Food Scores 4
FDA UNII UJE31KXP78
NIST Chemistry Reference Methyl 3-m-tolylcarbamoyloxyphenylcarbamate(13684-63-4)
EPA Substance Registry System Phenmedipham (13684-63-4)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Environment (GHS09)
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P391-P501
PPE Eyeshields, Faceshields, Gloves
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  UN 3077
WGK Germany  2
RTECS  FD9050000
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Acute 1
Aquatic Chronic 1
Hazardous Substances Data 13684-63-4(Hazardous Substances Data)
Toxicity (96-hour) for bluegill sunfish 3.98 mg/L, rainbow trout 1.4–3.0 mg/L, Daphnia magna 3.2 mg/L (Worthing and Hance, 1991), harlequin fish 16.5 mg/L (Hartley and Kidd, 1987); acute oral LD50 of pure phenmedipham and the formulated product for rats 3,700 and 10,300 mg/kg, respectively (Ashton and Monaco, 1991).

Phenmedipham price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 36192 Phenmedipham PESTANAL 13684-63-4 100mg $79 2026-04-30 Buy
Usbiological 165905 Phenmedipham 13684-63-4 500mg $418 2026-06-03 Buy
ChemScene CS-0014127 Phenmedipham 98.38% 13684-63-4 5mg $27 2026-06-04 Buy
ChemScene CS-0014127 Phenmedipham 98.38% 13684-63-4 10mg $38 2026-06-04 Buy
ChemScene CS-0014127 Phenmedipham 98.38% 13684-63-4 25mg $60 2026-06-04 Buy
Product number Packaging Price Buy
36192 100mg $79 Buy
165905 500mg $418 Buy
CS-0014127 5mg $27 Buy
CS-0014127 10mg $38 Buy
CS-0014127 25mg $60 Buy

Phenmedipham Chemical Properties, Uses, Production

Description

Phenmedipham is a carbamate herbicide used for the control of broadleaved weeds. It has a low aqueous solubility, a low volatility and is not generally expected to leach to groundwaters. It is not normally persistent in soil or water systems. It has a low mammalian toxicity but has been associated with the development of some cancers. Phenmedipham is moderately toxic to most aquatic and terrestrial fauna and flora.

Chemical Properties

Colorless crystalline solid, or needles; white powder. Odorless. Commercial product is available as an emulsifiable concentrate

Uses

Postemergence herbicide used to control weeds such as chickweed, dogfennel, foxtail, kochia, nightshade and yellow mustard, in strawberries, beet crops and spinach

Uses

Phenmedipham is an carbanilate selective herbicide used post-emergence in beet crops after the emergence of most broad-leaved weeds and before they develop.

Uses

Herbicide.

Definition

ChEBI: A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.

General Description

Colorless crystals or white powder.

Air & Water Reactions

Insoluble in water.

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.

Agricultural Uses

Herbicide: A post-emergence herbicide for control of annual broadleaf weeds and grasses in sugar beets, spinach, strawberries, and sunflowers

Trade name

AIMSAN®; BETAMIX® (phenmedipham + desmedipham); BETANAL®; CQ 1451® (phenmedipham + desmedipham + ethofumesate); EC herbicide (phenmedipham + desmedipham + ethofumesate); EP 452®; KEEPER®; KEMIFAM®; MSS HERBASAN®; NA 305® (phenmedipham + desmedipham + ethofumesate); NA 308® (phenmedipham + desmedipham + ethofumesate); POWERTWIN® (phenmedipham + ethofumesate); PROGRESS® (phenmedipham + desmedipham + ethofumesate); S-4075®; SCHERING 4072®; SN 38584®; SPINAID ®; SYNBETAN-P®; TWIN®; VANGARD®

Mechanism of action

Inhibits photosynthesis (photosystem II) and acts by disrupting carbon dioxide. It is a contact herbicide which is absorbed through the leaves with translocation primarily in the apoplast.

Synthesis

METHYL (3-HYDROXYPHENYL)CARBAMATE

13683-89-1

m-Tolyl isocyanate

621-29-4

1,3-bis(3-methylphenyl)urea

620-50-8

Phenmedipham

13684-63-4

Example 6: Preparation of methyl (3-(3-tolyl-carbamoyloxy)phenyl)carbamate Methyl N-(3-hydroxyphenyl)carbamate (8.35 g, 0.05 mol, prepared according to the method described in Example 1) was placed in a 150 mL beaker fitted with a stirrer, and water (75 mL) was added and stirred to mix. Borax (2.0 g) was added to the reaction system, followed by the slow dropwise addition of 3-tolyl isocyanate (5.3 g, 0.04 mol) through a dispensing funnel over a period of 45 minutes, with no need to adjust the temperature during the reaction. The pH was maintained at 9.2 during the reaction. after the dropwise addition, the reaction mixture was continued to be stirred for 1 hr. Upon completion of the reaction, the resulting finely suspended powdered product was filtered, washed with water and dried to afford the title compound (12.0 g, 100% yield, calculated on the basis of 3-tolyl isocyanate), melting point not determined.HPLC analysis showed the product to be 95.2% pure, with the remaining 4.8% consisting of unreacted N-(3-hydroxyphenyl)carbamic acid methyl ester and the by-products N,N'-di-3-tolylurea. -tolylurea.

Potential Exposure

A postemergence bis-carbamate/ carbamate ester herbicide used to control of annual broadleaf weeds and grasses in sugar beets, spinach, strawberries, and sunflowers.

Environmental Fate

Soil. Phenmedipham degraded in soil forming methyl N-(3-hydroxyphenyl)-carbamate and m-aminophenol (Hartley and Kidd, 1987). Hydrolysis yields m-aminophenol (Rajagopal et al., 1989). The reported half-life in soil is approximately 20 days (Rajagopal et al., 1989) and 26 days (Worthing and Hance, 1991)
Plant. In plants, methyl N-(3-hydroxyphenyl)carbamate is the major metabolite (Hartley and Kidd, 1987)
Photolytic. Bussacchini et al. (1985) studied the photolysis (λ = 254 nm) of phenmedipham in ethanol, ethanol/water and hexane as solvents. In their proposed free radical mechanism, homolysis of the carbon-oxygen bond of the carbamate linkage ga

Shipping

UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material,

Incompatibilities

Decomposes .145C. Esters ith acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Carbamates are incompatible with reducing agents, strong acids, oxidizing acids, peroxides, and bases. Contact with active metals or nitrides cause the release of flammable, and potentially explosive, hydrogen gas. Releases oxides of nitrogen and carbon when heated to decomposition.

Waste Disposal

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

References

[1] Patent: US4748265, 1988, A

Pesticide Type

Herbicide

13683-89-1
621-29-4
620-50-8
13684-63-4
Synthesis of Phenmedipham from Methyl (3-hydroxyphenyl)carbamate and m-Tolyl isocyanate
Global Suppliers ( 185)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Syntechem Co.,Ltd info@syntechem.com China 12973 57
Sichuan Kulinan Technology Co., Ltd 400-1166-196 18981987031 cdhxsj@163.com China 11674 57
Chengdu Ai Keda Chemical Technology Co., Ltd. 4008-755-333 18080918076 800078821@qq.com China 9706 55
UHN Shanghai Research & Development Co., Ltd. 021-58958002 18930822973 sales@uhnshanghai.com China 997 58
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-6206333 13167063860 anhua.mao@aladdin-e.com China 29977 65
Nanjing Sunlida Biological Technology Co., Ltd. 025-57798810 18652991625 sales@sunlidabio.com China 3223 55
TargetMol Chemicals Inc. 021-021-33632979 15002134094 marketing@targetmol.com China 7993 58
Quality Control Solutions Ltd. 0755-66853366 13670046396 orders@qcsrm.com China 18188 56
Wuxi Zhongkun Biochemical Technology Co., Ltd. 0510-85629785 18013409632; sales@reading-chemicals.com China 15165 58

View Latest Price from Phenmedipham manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phenmedipham pictures 2026-07-15 Phenmedipham
13684-63-4
$29.00-68.00 99.36% 10g TargetMol Chemicals Inc.
phenmedipham pictures 2026-07-14 phenmedipham
13684-63-4
1kg 99 20tons Qingdao Trust Agri Chemical Co.,Ltd
3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate pictures 2025-07-29 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate
13684-63-4
$6.00 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
  • Phenmedipham pictures
  • Phenmedipham
    13684-63-4
  • $29.00-68.00
  • 99.36%
  • TargetMol Chemicals Inc.
  • phenmedipham pictures
  • phenmedipham
    13684-63-4
  • $0.00
  • 99
  • Qingdao Trust Agri Chemical Co.,Ltd

Phenmedipham Spectrum

3-methoxycarbonyl-n-(3’-methylphenyl)-carbamat 3-Methoxycarbonyl-N-(3'-methylphenyl)-carbamat Beetomax Betaflow Betalion Betamix Betanal E Betosip Carbamic acid, (3-methylphenyl)-, 3-[(methoxycarbonyl)amino]phenyl ester Carbanilic acid, m-hydroxy-, methyl ester, m-methylcarbanilate Carbanilic acid, m-hydroxy-, methyl ester, m-methylcarbanilate (ester) (3-methylphenyl)-carbamicaci3-((methoxycarbonyl)amino)phenylester 3-(Carbomethoxyamino)phenyl 3-methylcarbanilate 3-(carbomethoxyamino)phenyl3-methylcarbanilate 3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester 3-(methylphenyl)carbamicacid3-((methoxycarbonyl)amino)phenylester N-[3-[(3-methylanilino)-oxomethoxy]phenyl]carbamic acid methyl ester carbanilicacid,m-hydroxy-,methylester,m-methylcarbanilate carbanilicacid,m-hydroxy,methylester,m-methylcarbanilate(ester) EP-452 Fenmedifam Goliath Gusto Headland dephend Medipham Methyl m-hydroxycarbanilate m-methylcarbanilate Methyl N-[3-[N-(3-methylphenyl)carbamoyloxy]phenyl]carbamate methyl-3-hydroxycarbanilate-3-methylcarbanilate methyl-3-m-tolycarbamoloxyphenylcarbamate methylm-hydroxycarbanilate,m-methylcarbanilate methyln-(3-(n-(3-methylphenyl)carbamoyloxy)phenyl)carbamate m-Hydroxycarbanilic acid methyl ester m-methylcarbanilate m-hydroxycarbanilicacid,methylesterm-methylcarbanilate m-hydroxycarbanilicacidmethylesterm-methylcarbanilate Phendipham phenmedipham(fenmedifam) Phenmediphame phenmediphan Pistol Pistol 400 Protrum K Protrum K SN 38584 Schering 4072 Schering-38584 SN 4075 SN-38584 sn4075 Spin-aid Suplex synbetanp Tripart beta Tripart beta 2 Vanguard METHYL 3-M-TOLYL CARBAMOYLOXY PHENYL CARBAMATE BEETUP BETANAL BETAPOST HERBASAN