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Type | HazMat fee for 500 gram (Estimated) |
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
1-Phenyl-1,2-propanedione is an eukaryotic metabolite produced during a metabolic reaction in plants.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 579-07-7 |
Formula : | C9H8O2 |
M.W : | 148.16 |
SMILES Code : | CC(C(C1=CC=CC=C1)=O)=O |
MDL No. : | MFCD00008755 |
InChI Key : | BVQVLAIMHVDZEL-UHFFFAOYSA-N |
Pubchem ID : | 11363 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H225 |
Precautionary Statements: | P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235 |
Class: | 3 |
UN#: | 1224 |
Packing Group: | Ⅱ |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With Thiamine hydrochloride; triethylamine; In PEG400; at 20℃; for 3h; | Method A. To a vigorously stirred mixture of thiamine hydrochloride 2 (337 mg, 1.00 mmol), Et3N (279 muL, 2.00 mmol), and PEG400 (4 mL) alpha-diketone 1f (293 muL, 2.00 mmol) was added in one portion. The mixture was stirred at room temperature for 3 h and then diluted with Et2O (5 mL). The resulting mixture was vigorously stirred for 5 min, allowed to separate out and the ethereal solution was decanted. This process was repeated twice. The collected ethereal fractions were concentrated and the resulting residue was eluted from a column of silica gel with 4:1 cyclohexane/AcOEt to give 5frefPreviewPlaceHolder22 (234 mg, 78percent) as a white amorphous solid. ESI MS (150.1): 173.7 (M+Na+).CommentThe subsequent elution with AcOEt afforded a mixture of PEG-OBz and PEG-OAc. PEG-OBz: 1H NMR: delta=8.20-8.05, 7.60-7.50, and 7.48-7.40 (3m, Ph), 4.50-4.40 and 3.90-3.80 (2m, OCH2CH2OBz), 3.70-3.50 (m, OCH2CH2O-). PEG-OAc: 1H NMR: delta=4.30-4.20 and 3.60-3.50 (2m, OCH2CH2OAc), 3.70-3.50 (m, OCH2CH2O-), 2.08 (s, CH3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In hexane; ethyl acetate; | EXAMPLE IV Dodecyl 3-hydroxy-2,2-dimethyl-4-oxo-3-phenylpentanoate and Dodecyl 3-hydroxy-2,2,3-trimethyl-4-oxo-4-phenylbutyrate STR10 The reaction of <strong>[6624-71-1]dodecyl isobutyrate</strong> (6.4 g, 0.025 mole) with 1-phenyl-1,2-propanedione (3.7 g, 0.025 mole) is conducted in the manner described in Example I. Thin layer chromatography of the crude reaction mixture indicated the presence of two main reaction products. High pressure liquid chromatography on silica gel using 2% ethyl acetate in hexane as the eluant yields pure dodecyl 3-hydroxy-2,2-dimethyl-4-oxo-3-phenylpentanoate (IVa) (3.2 g, 32%), b.p. 148 C. (Kugelrohr air bath temperature) at 0.005 mm Hg. Also recovered is pure dodecyl 3-hydroxy-2,2,3-trimethyl-4-oxo-4-phenylbutyrate (IVb) (3.5 g, 35%), b.p. 145 C. (Kugelrohr air bath temperature) at 0.005 mm Hg. IR and NMR confirm the structure of the two products. Anal. calc. for C25 H40 O5 (IVa): C, 74.21; H, 9.97. Found: C, 74.45; H, 9.98. Anal. calc. for C25 H40 O5 (IVb): C, 74.21; H, 9.97. Found: C, 74.40; H, 9.85. |