TriphosgeneCAS# 32315-10-9 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 32315-10-9 | SDF | Download SDF |
| PubChem ID | 94429 | Appearance | Powder |
| Formula | C3Cl6O3 | M.Wt | 296.7 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | bis(trichloromethyl) carbonate | ||
| SMILES | C(=O)(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl | ||
| Standard InChIKey | UCPYLLCMEDAXFR-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C3Cl6O3/c4-2(5,6)11-1(10)12-3(7,8)9 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Triphosgene Dilution Calculator
Triphosgene Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.3704 mL | 16.852 mL | 33.7041 mL | 67.4082 mL | 84.2602 mL |
| 5 mM | 0.6741 mL | 3.3704 mL | 6.7408 mL | 13.4816 mL | 16.852 mL |
| 10 mM | 0.337 mL | 1.6852 mL | 3.3704 mL | 6.7408 mL | 8.426 mL |
| 50 mM | 0.0674 mL | 0.337 mL | 0.6741 mL | 1.3482 mL | 1.6852 mL |
| 100 mM | 0.0337 mL | 0.1685 mL | 0.337 mL | 0.6741 mL | 0.8426 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols.[Pubmed:23496045]
J Org Chem. 2013 Apr 19;78(8):3989-96.
Unactivated alpha-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of Triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions.
Fully automated synthesis of DNA-binding Py-Im polyamides using a triphosgene coupling strategy.[Pubmed:25496317]
Org Lett. 2015 Jan 2;17(1):158-61.
The fully automated solid-phase synthetic strategy of hairpin pyrrole-imidazole polyamides is described. A key advance is the development of methodology for the application of Triphosgene as a coupling agent in the automated synthesis of hairpin polyamides without racemization. This automated methodology is compatible with all the typical building blocks, enabling the facile synthesis of polyamide libraries in good yield (9-15%) and crude purity.
Synthesis of Vinyl Chlorides via Triphosgene-Pyridine Activation of Ketones.[Pubmed:26247230]
J Org Chem. 2015 Sep 4;80(17):8815-20.
Herein, we describe a mild method to prepare aliphatic and aromatic vinyl chlorides from their corresponding ketones via Triphosgene-pyridine activation in dichloromethane at reflux. The mechanism of this reaction is proposed to involve formation of a putative alpha-chloro pyridinium carbamate intermediate, which appeared to readily undergo E2 elimination in the presence of pyridine.
Triphosgene-pyridine mediated stereoselective chlorination of acyclic aliphatic 1,3-diols.[Pubmed:26323232]
Chem Commun (Camb). 2015 Oct 18;51(81):15075-8.
We describe a strategy to chlorinate stereocomplementary acyclic aliphatic 1,3-diols using a mixture of Triphosgene and pyridine. While 1,3-anti diols readily led to 1,3-anti dichlorides, 1,3-syn diols must be converted to 1,3-syn diol monosilylethers to access the corresponding 1,3-syn dichlorides. These dichlorination protocols were operationally simple, very mild, and readily tolerated by advanced synthetic intermediates.
