| Identification | Back Directory | [Name]
SILTHIOFAM | [CAS]
175217-20-6 | [Synonyms]
LATITUDE MON65500 SILTHIOFAM Silthiopham Silthiofarm silthiofam 98% Silthiofam [iso] C16947000 Silthiofam silthiofam (bsi,iso) Silthiofam, 10 μg /μL in hexane Silthiofam 100 μg/ml Ethyl acetate Aldicarb Impurity 4-d3 (Butocarboxim-d3) L16947000CY Silthiofam 10μg/mLin Cyclohexane N-Allyl-4,5-dimethyl-2-(trimethylsilyl)thiophene-3-carboxamide 4,5-Dimethyl-N-2-propenyl-2-(trimethylsilyl)-3-thiophenecarboxamide 3-Thiophenecarboxamide, 4,5-dimethyl-N-2-propenyl-2-(trimethylsilyl)- 3-Thiophenecarboxamide, 4,5-dimethyl-N-2-propen-1-yl-2-(trimethylsilyl)- | [Molecular Formula]
C13H21NOSSi | [MDL Number]
MFCD04112621 | [MOL File]
175217-20-6.mol | [Molecular Weight]
267.46 |
| Chemical Properties | Back Directory | [Boiling point ]
303.2±42.0 °C(Predicted) | [density ]
1.01±0.1 g/cm3(Predicted) | [Fp ]
12°C | [form ]
neat | [pka]
15.11±0.46(Predicted) | [Major Application]
agriculture environmental | [InChI]
1S/C13H21NOSSi/c1-7-8-14-12(15)11-9(2)10(3)16-13(11)17(4,5)6/h7H,1,8H2,2-6H3,(H,14,15) | [InChIKey]
MXMXHPPIGKYTAR-UHFFFAOYSA-N | [SMILES]
Cc1sc(c(c1C)C(=O)NCC=C)[Si](C)(C)C |
| Hazard Information | Back Directory | [Chemical Properties]
Silithiamide is white granular solid, melting point is 86.1~88.3℃, vapor pressure(20℃)8.1×10mPa. kow lgP=3.72(20℃), Henry's constant 5.4×10-1 Pa -m3/ mol, relative density 1.07(20℃). Solubility in water (20°C) 39.9 mg/L. Solubility in organic solvents (20°C, g/L): n-heptane 15.5, xylene, 1,2-dichloromethane, methanol, acetone, and ethyl acetate were all greater than 250. Stability DT50 (25°C): 6ld (pH 5), 448d (pH 7), 314d (pH 9). | [Uses]
Silthiofam is a fungicide. It is derived from 3-Chloro-2-butanone (C366895), which is widely used in the chemical and pharmaceutical industries as an intermediate or starting material (for example its use in a one-pot synthesis of γ-iminolactones). Also, it is derived from 2-Amino-4,5-dimethyl-3-thiophenecarboxylic Acid Ethyl Ester (A605165), which is used in the preparation triazine and pyrimidine derivatives as anti-inflammatory and analgesic agents. Also used in the synthesis of antioxidants through heteroaryl amines as well as CB2 cannabinoid receptor partial agonists. | [Definition]
ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group from 4,5-dimethyl-2-(trimethylsilyl)thiophene-3-carboxlic acid with the amino group of allylamine. A fungicide seed dressing for cereals used mainly to control 'take-all'. | [Synthesis]
Silthiofam is synthesized in three steps. 1) Preparation of methyl trimethylsilylpropynoate: Trimethylsilylacetylene reacts with n-butyllithium, then with methyl chloroformate. Work-up and purification yield the product. 2) Preparation of methyl 4,5-dimet |
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