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175217-20-6

175217-20-6 Structure

175217-20-6 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)Environment (GHS09)
GHS08,GHS09
[Signal word ]

Warning
[Hazard statements ]

H373-H411
[Precautionary statements ]

P260-P273-P314-P391-P501
[Risk Statements ]

52/53
[Safety Statements ]

61
[RIDADR ]

UN1219 - class 3 - PG 2 - Isopropanol
[WGK Germany ]

1
[RTECS ]

NT8050000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 2
STOT RE 2
Hazard InformationBack 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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