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17804-35-2
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Benomyl
???(??):
Fungicide;bbc;TANOS;BENLATE;INITIAL;VERSION;bnm;ns02;NS O2;uzgen
CBNumber:
CB3204052
???:
C14H18N4O3
??? ??:
290.32
MOL ??:
17804-35-2.mol
MSDS ??:
SDS

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???
>300 °C(lit.)
?? ?
432.41°C (rough estimate)
??
1.1648 (rough estimate)
???
<5.0 x 10-6 Pa (25 °C)
???
1.6000 (estimate)
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APPROX 4°C
???
DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:3): 0.25 mg/ml; DMSO: 5 mg/ml; Ethanol: Slightly soluble
?? ?? (pKa)
4.2 (for carbendazim)
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??
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20°C?? <0.1g/100mL
Merck
13,1042
BRN
825455
Henry's Law Constant
5.2×105 mol/(m3Pa) at 25℃, Mackay et al. (2006)
?? ??
ACGIH TLV-TWA:1 mg/m3,Inhalable fraction
OSHA PEL-TWA:15 mg/m3 (total dust),5 mg/m3 (respirable fraction)
InChI
1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)
InChIKey
RIOXQFHNBCKOKP-UHFFFAOYSA-N
SMILES
CCCCNC(=O)n1c(NC(=O)OC)nc2ccccc12
CAS ??????
17804-35-2(CAS DataBase Reference)
NIST
Benomyl(17804-35-2)
EPA
Benomyl (17804-35-2)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T,N
?? ???? ?? 46-60-61-37/38-43-50/53
????? 53-45-60-61
????(UN No.) UN 3077 9/PG 3
WGK ?? 3
RTECS ?? DD6475000
TSCA TSCA listed
?? ?? 4.1
???? III
HS ?? 29339900
???? ??? 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Aquatic Acute 1
Aquatic Chronic 1
Muta. 1B
Repr. 1B
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
?? ?? ??? 17804-35-2(Hazardous Substances Data)
?? LD50 orally in rats: >9590 mg/kg (Schafer)
???? ?? KE-04197
????(GHS): Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H317 ????? ?? ??? ??? ? ?? ?? ??? ?? ?? 1 ?? P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
H340 ???? ??? ??? ? ?? (????? ???? ????? ???? ???? ???? ??? ?? ????? ??? ???? ??) ???? ???? ?? ?? 1A, 1B ??
H410 ??? ??? ?? ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? P273, P391, P501
??????:
P201 ?? ? ?? ???? ?????.
P202 ?? ?? ?? ??? ?? ???? ??? ???? ???.
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P271 ?? ?? ??? ? ?? ???? ?????.
P272 ??? ??? ??? ??? ???? ???.
P273 ???? ???? ???.
P280 ????/???/???/?????? ?????.
P302+P352 ??? ??? ??? ?? ????.
P304+P340 ???? ??? ??? ?? ??? ??? ???? ?? ??? ??? ????.
P308+P313 ?? ?? ??? ???? ???? ??· ??? ????.
P312 ???? ??? ????(??)? ??? ????.
P332+P313 ?? ??? ??? ???? ??· ??? ????.
P333+P313 ????? ?? ??? ???? ???? ??·??? ????.
P391 ???? ????.
P403+P233 ??? ??? ? ?? ?? ??? ???? ?????.
P405 ???? ?????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
0
1 0

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Benomyl, a tan-coloured crystalline solid/powder, is a systemic fungicide with a characteristic odour. It belongs to the benzimidazole family. Benomyl decomposes at high temperature. Benomyl is essentially insoluble in water. It is stable under normal storage conditions but will decompose to carbendazim in water. On decomposition by heat, benomyl produces toxic fumes including nitrogen oxides. Benomyl is a systemic and broad-spectrum fungicide that is currently registered for use in more than 50 countries on more than 70 crops for the control of diseases in fruit trees, nut crops, vegetables, cereals, tropical crops and ornamentals, turf, and many field crops. Benomyl is marketed as a wettable powder and as a dry flowable formulation (dispersible granules).

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Benomyl is a white crystalline solid. Faint acrid odor.

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Benomyl is a systemic fungicide with both protective and curative activities. It is effective against more than 190 different fungal diseases in stone fruits, pome fruits, tropical and subtropical fruit crops, grapes, fruiting vegetables, cereals, etc. It is effective against fungal diseases caused by Ascomycetes and Basidiomycetes spp., including leaf spots, blotches and blights; fruit spots and rots; sooty mould; scabs, bulb, corm and tuber decays; blossom blights; powdery mildew; certain rusts; common soil borne crown and root rots.

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ChEBI: A member of the class of benzimidazoles that is the methyl ester of [1-(butylcarbamoyl)-1H-benzimidazol-2-yl]carbamic acid. A foliar fungicide used to control a wide range of Ascomycetes and Fungi Imperfecti in a wide range of crops.

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Colorless to white crystals or off-white powder. Faint acrid odor.

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Insoluble in water.

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Benomyl is incompatible with strong acids, peroxides and strong oxidizers. Decomposed by strong alkalis. Also decomposes on storage with water .

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High toxicity by ingestion. Upper respira- tory tract irritant, male reproductive, testicular, and embryo/fetal damage. Possible carcinogen.

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Mildly toxic in rodent by ingestion, inhalation, and absorption through skin; large dosescan produce effects of carbamate poisoning;teratogenic and mutagenic effects reported;carcinogenic potential not known; mild skinirritant.
LD50 oral (rat): 10,000 mg/kg
LD50 skin (mouse): 5600 mg/kg
LD50 skin (wild bird): 100 mg/kg
Benomyl metabolizes to carbendazim(MBC) and 5-HBC. Animal studies indicatedthat benomyl and its metabolites rapidlyeliminated out within 24 hours of exposure.They do not accumulate in tissues over longterm exposure..

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Literature sources indicate that Benomyl is nonflammable.

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Fungicide: Used as a pre-harvest systemic fungicide and as a post-harvest dip. Used on arable and vegetable crops, apples, soft fruit, nuts, mushrooms, lettuce, tomatoes and turf. In California, the top five crops for which benomyl is used are pistachios, table and raisin grapes, almonds, strawberries and wine grapes. All uses of benomyl products in the United States was phased out with a deadline of December 31, 2003. Not approved for use in EU countries.

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ABORTRINE®; AGROCITE®; ARILATE®; BBC 6597®; BENEX®; BENLAT®[C]; BENLATE®, withdrawn 5/7/01; BENLATE 50®; BENLATE 50 W®; BENLATE 50WP®; BENOMYL® 50 W; BENOSAN®; D 1991®[C]; F 1991®; FUNDAZOL®; FUNGICIDE 1991®; FUNGACIDE D-1991®; FUNGOCHROM®; TARSAN®; TERSAN®; TERSAN 1991®; UZGN®

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Benomyl is a fungicide, derived from benzimidazole. Cases of sensitization were reported in horticulturists and florists. It is however, at most, a weak sensitizer, with possible false-positive patch reactions, or with crossreactions after previous exposure to other fungicides.

Safety Profile

Poison by ingestion. Mildly toxic by inhalation. Experimental teratogenic and reproductive effects. Human mutation data reported. A human skin irritant. When heated to decomposition it emits toxic fumes of NO,. See also CARB AMATES.

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Benomyl is used as an agricultural chemical and pesticide, pharmaceutical, and veterinary drug.

Carcinogenicity

Benomyl was genotoxic, causing chromosome aberrations in vitro and in vivo, but it does not directly act with DNA.

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When benlate is degraded by the singlet oxygen photoreaction either in methanol or in aqueous hydrochloric solutions, carbendazim is identified as a major degradation product with the other nine degradation products from both reactions, including 2-guanidinobenzimidazole, benzimidazole, and 2,4'-and 2,5'-bibenzimidazoles which are identical to the photodegradation products of carbendazim by the singlet oxygen photoreaction in aqueous hydrochloric acid solution.

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UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneous hazardous material, Technical Name Required.

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Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides (forms toxic oxides of nitrogen). Decomposed in water or otherwise moist conditions.

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In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. 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.

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