1114-71-2

Basic information

• Product Name: PEBULATE
• Synonyms: Stauffer 2061;PEBC;PEBULAT;PEBULATE;R-2061;TILLAM;TILLAM(R);S-PROPYL-N-BUTYL-N-ETHYLTHIOCARBAMATE
• CAS NO: 1114-71-2
• Molecular Formula: C₁₀H₂₁NOS
• Molecular Weight: 203.34
• EINECS: 214-215-4
• Product Categories: Alphabetic;P;PON - PT;Alpha sort;Herbicides;N-PAlphabetic;PA - PENPesticides&Metabolites;Pesticides&Metabolites;Thiocarbamates
• Mol File: 1114-71-2.mol

Chemical Properties

• Melting Point: <25℃
• Boiling Point: 142℃
• Flash Point: 118.8 °C
• Appearance: Amber/Liquid
• Density: 0.9458 g/cm3 (30 ºC)
• Vapor Pressure: 0.00596mmHg at 25°C
• Refractive Index: 1.4752 (589.3 nm 30℃)
• Storage Temp.: 0-6°C
• PKA: -1.19±0.70(Predicted)
• Water Solubility: 92mg/L(21 oC)
• BRN: 1933846
• CAS DataBase Reference: PEBULATE(CAS DataBase Reference)
• NIST Chemistry Reference: PEBULATE(1114-71-2)
• EPA Substance Registry System: PEBULATE(1114-71-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 23-61
• RIDADR: UN3082 9/PG 3
• WGK Germany: 2
• RTECS: EZ0400000
• Hazardous Substances Data: 1114-71-2(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
PEBULATE is used as a selective herbicide for controlling the growth of unwanted plants and weeds in various crops. Its application helps to improve crop yield by reducing competition for resources such as nutrients, water, and sunlight.
1. PEBULATE is used as a pre-emergent herbicide for preventing the growth of weeds and unwanted plants before they emerge from the soil.
2. PEBULATE is also used as a post-emergent herbicide for controlling the growth of already established weeds and plants in agricultural fields.

Air & Water Reactions

Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids.

Reactivity Profile

PEBULATE is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.

Potential Exposure

Pebulate is a thiocarbamate herbicide used for pre-emergence control of germinating seeds of broadleaf and grassy weeds in sugar beets, tobacco, and tomatoes. There are no registered residential uses of pebulate

Shipping

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. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. If allowed, incineration with effluent gas scrubbing (carbon dioxide may be released) is recommended. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Noncombustible containers should be crushed and buried under more than 40 cm of soil. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Incompatibilities

Thiocarbamate esters are combustible. They react violently with powerful oxidizers such as calcium hypochlorite. Poisonous gases are generated by the thermal decomposition of thiocarbamate compounds, including carbon disulfide, oxides of sulfur, oxides of nitrogen, hydrogen sulfide, ammonia, and methylamine.Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Flammable gases are generated by the combination of thiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates are incompatible with acids, peroxides, and acid halides.

InChI:InChI=1/C10H21NOS/c1-4-7-8-11(6-3)10(12)13-9-5-2/h4-9H2,1-3H3

Upstream product

• 74-96-4 ethyl bromide 
• 39078-74-5 butyl-thiocarbamic acid S-propyl ester 

Downstream Products

• 75-04-7 ethylamine 
• 109-73-9 N-butylamine 

Relevant articles and documents

Electrochemical metal- And oxidant-free synthesis of S-thiocarbamates

An expeditious synthetic strategy to access functionalized S-thiocarbamates was developed in good to excellent yields and with high current efficiencies. Readily available isocyanides and thiols were used as the starting materials under simple metal- and oxidant-free reaction conditions avoiding an inert atmosphere. The practical application of the present methodology was achieved by electrochemical synthesis of the herbicides prosulfocarb and pebulate. Furthermore, continuous electrochemical flow conditions using a graphite/Pt flow cell were used to obtain S-thiocarbamate compounds on a gram scale within a residence time of 35 min. This journal is

Triazolecarboxamide herbicides

Compounds of the formula: STR1 wherein X is O or S; R and R1 are substituted or unsubstituted alkyl, alkenyl, alkynyl or cycloalkyl or R and R1 may be joined to form a heterocyclic ring; R2 is substituted or unsubstituted cycloalkyl; and n is 0, 1 or 2 are disclosed as well as their postemergence and preemergence selective herbicide use against both monocot and dicot weeds in crops such as sugarbeets, cotton, soybeans and rice.

Oxime ethers as herbicidal safeners

The invention relates to novel oxime ethers of the formula I STR1 wherein R1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R2 and R3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical. These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides. Preferred crops are sorghum, cereals, maize and rice, and herbicides are chiefly chloroacetanilides and thiocarbamates.

Oxime ethers, the preparation thereof, compositions containing them and use thereof

The invention relates to oxime ethers of the formula I STR1 wherein n is 1 or 2, each of R1 and R2 is hydrogen or C1 -C4 alkyl each of R3 and R4 is hydrogen, halogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy, C1 -C4 alkylthio, C1 -C4 haloalkylthio, C1 -C4 alkylsulfinyl, C1 -C4 alkylsulfonyl, C1 -C4 haloalkylsulfinyl, C1 -C4 haloalkylsulfonyl or nitro; each of R5 and R6 independently of the other is hydrogen, C1 -C4 alkyl, C1 -C4 haloalkyl, phenyl or phenyl which is substituted by halogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy, C1 -C4 alkylthio, C1 -C4 alkylsulfinyl, C1 -C4 alkylsulfonyl, carboxyl, carbamoyl, C 1 -C4 alkylcarbamoyl, nitro or cyano, or R5 and R6 together are also a 2- to 6-membered alkylene or alkenylene chain which may be substituted by C1 -C4 alkyl radicals; X is hydrogen, cyano, nitro, chlorine, C1 -C4 alkyl, C1 -C4 haloalkyl, C3 -C6 cycloalkyl, carboxyl, carbamoyl, C1 -C4 alkylcarbonyl, C1 -C4 alkoxycarbonyl or C1 -C4 alkylcarbamoyl. The oxime ethers of the formula I are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice.

Haloacylaminoalkylphosphonates

When applied as safeners, the haloacylaminoalkylphosphinates, haloacylaminoalkylphosphinates and haloacylaminoalkylphosphine oxides of the formula I below are able to protect cultivated plants from the phytotoxic effects of herbicides. Suitable crops are preferably sorghum, cereals, rice, maize and soya beans and the herbicides employed are chloroacetanilides and thiocarbamates. The haloacylaminoalkylphosphonates, haloacylaminoalkylphosphinates and haloacylaminoalkylphosphine oxides have the formula I STR1 wherein R1 is C1 -C4 alkyl, C1 -C4 alkoxy, C2 -C4 alkenyloxy, C2 -C4 alkynyloxy, C1 -C4 haloalkyl, C2 -C8 alkoxyalkoxy or C1 -C4 cyanoalkoxy, R2 is hydrogen or a substituent as defined for R1, R3 and R4 are each independently hydrogen, C1 -C4 alkyl or one of R3 and R4 is also a radical STR2 or both taken together with the carbon atom to which they are attached are also a C3 -C11 cycloalkyl radical, R5 is hydrogen, C1 -C4 alkyl, C3 -C7 cycloalkyl, C2 -C4 alkenyl, C2 -C4 alkynyl, C2 -C8 alkoxyalkyl, C1 -C4 haloalkoxy or aralkyl, R6 is hydrogen or C1 -C4 alkyl, X1 and X2 are each independently halogen or one of X1 and X2 is also hydrogen, and n is 1, 2 or 3.

Novel oxime ethers, the preparation thereof, compositions containing them and the use thereof

The invention relates to novel oxime ethers of the formula I STR1 wherein R1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R2 and R3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical. These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides. Preferred crops are sorghum, cereals, maize and rice, and herbicides are chiefly chloroacetanilides and thiocarbamates.

Oxime ethers, compositions containing them and the use thereof

The oxime ethers of the formula I below are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice, and herbicides are principally chloroacetanilides and thiocarbamates. The oxime ethers have the formula I STR1 wherein n is 1 or 2, each of R1 and R2 is hydrogen or C1 -C4 alkyl each of R3 and R4 is hydrogen, halogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy, C1 -C4 alkylthio, C1 -C4 haloalkylthio, C1 -C4 alkylsulfinyl, C1 -C4 alkylsulfonyl, C1 -C4 haloalkylsulfinyl, C1 -C4 haloalkylsulfonyl or nitro; each of R5 and R6 independently of the other is C1 -C4 alkyl, C1 -C4 haloalkyl, C2 -C8 alkoxyalkyl, C3 -C4 alkenyl, C3 -C4 alkynyl, or together form a 2- to 6-membered alkylene or alkenylene bridge which may be substituted by 1 to 4 C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C2 -C4 alkenyloxy, C2 -C8 alkoxyalkyl or C3 -C8 alkenyloxyalkyl groups; each of A and B independently of the other is oxygen or sulfur, or one of A and B is the methine group, X is a fluorinated C1 -C3 alkyl radical which may also additionally contain chlorine, and Y is hydrogen, C1 -C4 alkyl, C1 -C4 haloalkyl, C1 -C4 alkoxy, C1 -C4 haloalkoxy or phenyl.

Furanyl oximes

Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.

Phenylglyoxylonitrile-2-oxime-cyanomethyl ether as plant growth regulator

Phenylglyoxylonitrile-2-oxime-cyanomethyl ether of the formula STR1 and compositions containing it, have various advantageous effects with regard to regulation of plant growth. Furthermore, this compound and its compositions have the property of rendering, in the sense of an antidote (safening) action, agricultural chemicals which would otherwise damage the plants more compatible with cultivated plants. Strong herbicides, for example chloroacetanilides or thiolcarbamates, can be used in the presence of such safening agents in specific crops such as sorghum and rice for combatting weeds without disadvantageous consequences for the crops. The safeners are preferably applied to the crop seeds prior to planting.