tert-Butylcyanacetat
|
|
|
- CAS-Nr.
- 1116-98-9
- Bezeichnung:
- tert-Butylcyanacetat
- Englisch Name:
- tert-Butyl cyanoacetate
- Synonyma:
- Tert-butyl cyanoacet;T-BUTYL CYANOACETATE;ert-Butylcyanoacetate;TERT-BUTYL CYANOACETATE;Cyanoaceticacidbutylester;tert-ButylCyanoacetate>tert-butyl 2-cyanoacetate;tert-butyl 2-cyanoethanoate;tert-Butyl cyanoacetate;Cyanoacetic acid t- butyl ester
- CBNumber:
- CB0725938
- Summenformel:
- C7H11NO2
- Molgewicht:
- 141.17
- MOL-Datei:
- 1116-98-9.mol
|
tert-Butylcyanacetat Eigenschaften
- Siedepunkt:
- 40-42 °C/0.1 mmHg (lit.)
- Dichte
- 0.988 g/mL at 20 °C (lit.)
- Brechungsindex
- n20/D 1.420
- Flammpunkt:
- 91°C
- storage temp.
- 2-8°C
- L?slichkeit
- Difficult to mix.
- Aggregatzustand
- Oil
- pka
- 3.21±0.10(Predicted)
- Farbe
- Clear Colorless
- BRN
- 1755933
- InChI
- InChI=1S/C7H11NO2/c1-7(2,3)10-6(9)4-5-8/h4H2,1-3H3
- InChIKey
- BFNYNEMRWHFIMR-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)CC#N
- CAS Datenbank
- 1116-98-9(CAS DataBase Reference)
- EPA chemische Informationen
- Acetic acid, cyano-, 1,1-dimethylethyl ester (1116-98-9)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
Xn |
|
|
| R-S?tze: |
22 |
|
|
| S-S?tze: |
24/25 |
|
|
| WGK Germany |
3 |
|
|
| F |
10-21 |
|
|
| TSCA |
Yes |
|
|
| HS Code |
29269090 |
|
|
| Bildanzeige (GHS) |
|
| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H227 |
Combustible liquid |
Flammable liquids |
Category 4 |
Warnung |
|
P210, P280, P370+P378, P403+P235,P501 |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
|
| Sicherheit |
| P210 |
Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P270 |
Bei Gebrauch nicht essen, trinken oder rauchen. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
|
tert-Butylcyanacetat Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R22:Gesundheitssch?dlich beim Verschlucken.
S-S?tze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Yellow liquid
Verwenden
tert-Butyl cyanoacetate is used in the synthesis of vinylogous urea and tert-butyl phenylcyanoacrylates. It is also used as a new additive for the sugar nucleoside base coupling step en route to DAPD with improved β-selectivity.
Allgemeine Beschreibung
tert-Butyl cyanoacetate undergoes functionalization and decarboxylation to form 3-amino-4-alkyl isoquinolines.
Synthese
tert-butyl cyanoacetate synthesis: 2-Cyanoacetic acid (1.701 g, 20 mmol) was suspended in a cetonitrile (20 ml) and tert-butanol (2.391 ml, 25.00 mmol). To this, a solution of N,N′-Dicyclohexylcarbodiimide (4.54 g, 22.00 mmol) in DCM (22 ml) was added under stirring at RT. The reaction mixture was stirred for 30 minutes, then filtered through Celite, and the solvents were evaporated. Proton NMR analysis of the residue showed complete conversion to the product. The product, tert-butyl cyanoacetate was not purified, but was taken straight through to the next reaction.
1H NMR (400 MHz, CDCl 3 ) δ 3.37 (s, 2H), 1.50 (s, 9H).
l?uterung methode
The IR spectrum of a film should have bands at 1742 (ester CO) and 2273 (CN), but no band at ca 3500 broad (OH) cm-1 . If it does not have the last-named band, then fractionally distil; otherwise dissolve in Et2O, wash with saturated aqueous NaHCO3, dry over K2CO3, evaporate Et2O, and distil the residue under a vacuum (see tert-butyl ethyl malonate for precautions to avoid decomposition during distillation). [Beech & Piggott J Chem Soc 423 1955, Dahn & Hauth Helv Chim Acta 42 1214 1959, Beilstein 2 I 255.]
tert-Butylcyanacetat Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
tert-Butylcyanacetat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 298)Lieferanten
1116-98-9(tert-Butylcyanacetat)Verwandte Suche:
- TERT-BUTYL CYANOACETATE
- T-BUTYL CYANOACETATE
- CYANOACETIC ACID TERT-BUTYL ESTER
- aceticacid,cyano-,1,1-dimethylethylester
- Cyanoaceticacidbutylester
- 3-Oxo-3-tert-butoxypropanenitrile
- Cyanoacetic acid 1,1-dimethylethyl ester
- Tert-butyl cyanoacet
- 2-cyanoacetic acid tert-butyl ester
- tert-butyl 2-cyanoethanoate
- tert-Butyl cyanoacetate
- tert-Butyl cyanoacetate >=97.0% (GC)
- t-Butylcyano acetate Bottom of Form
- Acetic acid, 2-cyano-,1,1-diMethylethyl ester
- ert-Butylcyanoacetate
- tert-Butyl cyanoacetate ISO 9001：2015 REACH
- Cyanoacetic acid t- butyl ester
- tert-ButylCyanoacetate>
- tert-butyl 2-cyanoacetate
- 1116-98-9
- CNCH2COOC4H9
- NCCH2COOCCH33
- NCCH2CO2CCH33
- C7H10NO2
- Organic Building Blocks
- Building Blocks
- Carbonyl Compounds
- C6 to C7
- Esters
- C6 to C7
- Carbonyl Compounds
- Esters
