1-Chloro-N,N,2-trimethylpropenylamine
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1-Chloro-N,N,2-trimethylpropenylamine ??
- ?? ?
- 129-130 °C(lit.)
- ??
- 1.01 g/mL at 25 °C(lit.)
- ???
- n
20/D 1.453(lit.)
- ???
- 80 °F
- ?? ??
- 2-8°C
- ???
- ?????(???? ??), ???(?? ???)
- ??? ??
- ??
- ?? ?? (pKa)
- 4.27±0.70(Predicted)
- ??
- ??~??
- ???
- ???, ??? ???? ??? ????
- InChI
- 1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3
- InChIKey
- GQIRIWDEZSKOCN-UHFFFAOYSA-N
- SMILES
- CN(C)\C(Cl)=C(\C)C
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- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | C | ||
|---|---|---|---|
| ?? ???? ?? | 10-34 | ||
| ????? | 16-26-36/37/39-45 | ||
| ????(UN No.) | UN 2734 8/PG 1 | ||
| WGK ?? | 3 | ||
| ?? ?? | 8, 3 | ||
| HS ?? | 29211990 | ||
| ???? ??? | 3 - Flammable liquids | ||
| Hazard Classifications | Flam. Liq. 3 Skin Corr. 1B |
| ????(GHS): |
 
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| ?? ?: | Danger | |||||||||||||||||||||
| ??·?? ??: |
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1-Chloro-N,N,2-trimethylpropenylamine C??? ??, ??, ??
??? ??
Colorless to yellow liquid??
1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.?? ??
1-chloro-N,N,2-trimethylpropenylamine is conveniently prepared by the reaction of N,N,2- trimethylpropanamide with Phosgene followed by dehydrochlorination of the intermediate α-chloroiminium chloride (eq 1).[1,2] Recent unpublished results of our laboratory have shown that Phosphorus Oxychloride or dior triphosgene can also be used for the preparation of TMCE.
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1-Chloro-N,N,2-trimethylpropenylamine (TMCE) is used to mild halogenation of alcohols and acids under neutral conditions; conversion of N-protected amino acids into peptides without racemization; coupling of acids and allylic alcohols with organometallics; [2 + 2] cycloaddition synthons, more reactive than dimethylketene.Synthesis Reference(s)
Journal of the American Chemical Society, 94, p. 2869, 1972 DOI: 10.1021/ja00763a061Organic Syntheses, Coll. Vol. 6, p. 282, 1988
Tetrahedron Letters, 25, p. 5043, 1984 DOI: 10.1016/S0040-4039(01)91114-1
1-Chloro-N,N,2-trimethylpropenylamine ?? ?? ? ???
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1-Chloro-N,N,2-trimethylpropenylamine ?? ??
???( 106)?? ??
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1-Chloro-N,N,2-trimethylpropenylamine ?? ??:
?????? ????????????? 2-??-2-???-1-?????? N,N′-?????(???????) ??????? ????????? ????? ????? N,N-????????? ??????? ?????????? ????
2-CHLORO-1-ETHYL-5-FORMYL-4-METHYL-6-OXO-1,6-DIHYDROPYRIDINE-3-CARBONITRILE
acluracil
1-Chloro-N,N,2-trimethylpropenylamine
METHACROLEIN-DNPH, 1X1ML, ACN 100UG/ML
5-(5'-(1',3'-DIMETHYL-2',4'-DIOXOPYRIMIDYL))1,3-DIMETHYL-6-CHLORO-2,4-DIOXOPYRIMIDINE
6-CHLORO-5-ETHYL-1,3-DIMETHYL-2,4(1H,3H)-PYRIMIDINEDIONE
(1-CHLORO-2-METHYLPROPENYL)DIISOPROPYLAMINE