CAS No.25057-89-0,Bentazone Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	25057-89-0
Name:	Bentazone
Article Data:	13

Formula:	C₁₀H₁₂N₂O₃S
Molecular Weight:	240.283
Synonyms:	1H-2,1,3-Benzothiadiazin-4(3H)-one,3-isopropyl-, 2,2-dioxide (8CI);3,4-Dihydro-3-isopropyl-4-oxo-1H-2,1,3-benzothiadiazine2,2-dioxide;3-Isopropyl-1H-2,1,3-benzothiadiazine-4(3H)-one 2,2-dioxide;3-Isopropyl-4-oxo-2,1,3-benzothiadiazine2,2-dioxide;BAS 351-07H;BAS 3510;BAS 3510H;BAS 3512H;BAS 3517H;BAS 351H;Basagran;Basagran 480;Basamais;Bazargan;Bendioxide;Bentazon;Pentazone;Corsar;Leader;Bentazone;;
EINECS:	246-585-8
Density:	1.345 g/cm³
Melting Point:	137-139 °C
Boiling Point:	395.7 °C at 760 mmHg
Flash Point:	193.1 °C
Solubility:	0.5g/L(20 oC)
Appearance:	powder
Hazard Symbols:	Xn,F
Risk Codes:	22-36-43-52/53-20/21/22-11
Safety:	2-24-37-61-36-26-16
Transport Information:	UN 1648 3/PG 2
PSA:	74.86000
LogP:	2.36420

Synthetic route

: 109-06-8
α-picoline

: 30391-89-0
2-amino-N-isopropylbenzamide

: 25057-89-0
Bentazon

Conditions

Conditions	Yield
With chlorosulfonic acid; trichlorophosphate In water; 1,2-dichloro-ethane	96.7%
With chlorosulfonic acid; trichlorophosphate In water; 1,2-dichloro-ethane	96.8%
With sulfur trioxide; trichlorophosphate In water; 1,2-dichloro-ethane	94.1%

: 86071-21-8
N-isopropyl-N'-o-carbomethoxy-phenyl-sulfamide

: 25057-89-0
Bentazon

Conditions

Conditions	Yield
With sodium methylate In methanol at 40℃; for 2h;

: 134-20-3
2-carbomethoxyaniline

: 25057-89-0
Bentazon

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / toluene / 1 h / 80 °C 2: MeONa / methanol / 2 h / 40 °C View Scheme

: 98-94-2
N,N-dimethyl-cyclohexanamine

: 30391-89-0
2-amino-N-isopropylbenzamide

: 25057-89-0
Bentazon

Conditions

Conditions	Yield
With sulfur trioxide; trichlorophosphate In 1,2-dichloro-ethane

: 30391-89-0
2-amino-N-isopropylbenzamide

: 25057-89-0
Bentazon

Conditions

Conditions	Yield
With sulfur trioxide; triethylamine; trichlorophosphate In 1,2-dichloro-ethane
With sulfur trioxide; 2,3-Dimethylaniline; trichlorophosphate In 1,1-dichloroethane
With sulfur trioxide; trichlorophosphate In quinoline; 1,1-dichloroethane

: 25057-89-0
Bentazon

: mecoprop, potassium salt

Conditions

Conditions	Yield
In isobutanolic potassium hydroxide	97.3%

: 2928-43-0
2-biphenylmethanol

: 25057-89-0
Bentazon

: 1-biphenyl-2-ylmethyl-3-isopropyl-2,2-dioxo-2,3-dihydro-1H-2λ6-benzo[1,2,6]thiadiazin-4-one

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;	91%

: 25057-89-0
Bentazon

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 132575-80-5
3-Isopropyl-1-(4-nitro-benzyl)-2,2-dioxo-2,3-dihydro-1H-2λ6-benzo[1,2,6]thiadiazin-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 0.333333h; Heating;	89%

: 4780-79-4
1-naphthalene methanol

: 25057-89-0
Bentazon

: 3-isopropyl-1-naphthalen-1-ylmethyl-2,2-dioxo-2,3-dihydro-1H-2λ6-benzo[1,2,6]thiadiazin-4-one

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;	88%

: 586-95-8
pyridine-4-methanol

: 25057-89-0
Bentazon

: 3-isopropyl-2,2-dioxo-1-pyridin-4-ylmethyl-2,3-dihydro-1H-2λ6-benzo[1,2,6]thiadiazin-4-one

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction;	86%

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Chemistry

IUPAC Name: 2,2-dioxo-3-propan-2-yl-1H-benzo[c][1,2,6]thiadiazin-4-one
Empirical Formula: C₁₀H₁₂N₂O₃S
Molecular Weight: 240.2789g/mol
EINECS: 246-585-8
Structure of Bentazone (CAS NO.25057-89-0):

Index of Refraction: 1.582
Molar Refractivity: 59.66 cm³
Molar Volume: 178.5 cm³
Polarizability: 23.65×10^-24cm³
Surface Tension: 48 dyne/cm
Density: 1.345 g/cm³
Flash Point: 193.1 °C
Enthalpy of Vaporization: 64.59 kJ/mol
Melting Point: 137-139°C
Boiling Point: 395.7 °C at 760 mmHg
Vapour Pressure: 1.8E-06 mmHg at 25°C
Product Categories: HERBICIDE;Alphabetic;BA - BH;BA - BHPesticides&Metabolites;A-BAlphabetic;Alpha sort;B;Herbicides;Others;Pesticides&Metabolites
Canonical SMILES: CC(C)N1C(=O)C2=CC=CC=C2NS1(=O)=O
InChI: InChI=1S/C10H12N2O3S/c1-7(2)12-10(13)8-5-3-4-6-9(8)11-16(12,14)15/h3-7,11H,1-2H3
InChIKey: ZOMSMJKLGFBRBS-UHFFFAOYSA-N

Uses

Bentazone (25057-89-0) is a systemic herbicide, be adequate for rice, wheat, corn, sorghum, soybeans, peanuts, peas, alfalfa and other crops and pasture hemlock. It has excellent control efficiency for broad leaved weed and sedge.

Production

Isopropylamine hydrochloride reacts with dichloro sulfuryl to gain isopropylamine sulfonyl chloride, then condensation with anthranilic acid methyl ester, and through closed loop to obtain Bentazone (25057-89-0).

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
cat	LD50	oral	500mg/kg (500mg/kg)	Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 36, 1973.
dog	LD50	oral	450mg/kg (450mg/kg)	Pesticide Science. Vol. 3, Pg. 242a, 1972.
duck	LD50	oral	15gm/kg (15000mg/kg)	Defense des Vegetaux. Vol. 27, Pg. 78, 1973.
mouse	LD50	oral	1130mg/kg (1130mg/kg)	Yakkyoku. Pharmacy. Vol. 37, Pg. 319, 1986.
quail	LD50	oral	720mg/kg (720mg/kg)	Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 36, 1973.
rabbit	LD50	oral	750mg/kg (750mg/kg)	"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat	LC50	inhalation	5100mg/m3/4H (5100mg/m3)	Pesticide Manual. Vol. 9, Pg. 65, 1991.
rat	LD50	oral	1100mg/kg (1100mg/kg)	Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 36, 1973.
rat	LD50	parenteral	1100mg/kg (1100mg/kg)	Defense des Vegetaux. Vol. 26, Pg. 5, 1972.
rat	LD50	skin	2500mg/kg (2500mg/kg)	"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Hazard Codes: Harmful Xn, Flammable F
Risk Statements: 22-36-43-52/53-20/21/22-11
R22:Harmful if swallowed.
R36:Irritating to eyes.
R43:May cause sensitization by skin contact.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R11:Highly flammable.
Safety Statements: 2-24-37-61-36-26-16
S2:Keep out of the reach of children.
S24:Avoid contact with skin.
S37:Wear suitable gloves.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16:Keep away from sources of ignition.
RIDADR: UN 1648 3/PG 2
RTECS: DK9900000
Hazardous Substances Data 25057-89-0(Hazardous Substances Data)
Moderately toxic by ingestion and skin contact. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits very toxic fumes of SO_x and NO_x.

Specification

Bentazone , its cas register number is 25057-89-0. It also can be called 1H-2,1,3-Benzothiadiazin-4(3H)-one, 3-(1-methylethyl)-, 2,2-dioxide (9CI) ; 1H-2,1,3-Benzothiadiazin-4(3H)-one-2,2-dioxide, 3-isopropyl- ; 3-(1-Methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide ; 3-Isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide ; 3-Isopropyl-1H-benzo-2,1,3-thiadiazin-4-one 2,2-dioxide ; 3-Isopropyl-2,1,3-benzothiadiazinon-(4)-2,2-dioxid ; Basagran ; Basagran-plus ; Bendioxide ; Bentazon ; EPA Pesticide Chemical Code 275200 ; Graminon-plus ; HSDB 3430 ; Herbatox ; Laddok ;
Leader ; Pentazone ; Pledge.
Storage of Bentazone (CAS NO.25057-89-0): Protect against physical damage. Keep in tightly closed container in a shaded, well-ventilated area, away from heat, sparks and other sources of ignition. Keep out of reach of children and uninformed persons. Do not contaminate water, food or feed by storage or disposal.