tert-Butylsuccinimidocarbonat

Carbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester

HCID 83168CAS 13139-12-3

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Grundinformationen

Standard-SMILES: CC(C)(C)OC(=O)ON1C(=O)CCC1=O
InChIKey: VTGFSVGZCYYHLO-UHFFFAOYSA-N
Summenformel: C9H13NO5
Durchschnittliche Molmasse: 215,2 g/mol
Monoisotopische Masse: 215,07937252

Namen und Bezeichner

Bevorzugter Name: Carbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester
IUPAC: tert-butyl (2,5-dioxopyrrolidin-1-yl) carbonate
Lokaler Name: tert-Butylsuccinimidocarbonat
Englischer Name: BOC-OSU
Summenformel: C9H13NO5
Molmasse: 215.2

Namen und Synonyme

13139-12-3tert-Butyl N-succinimidyl carbonateCarbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester2,5-Pyrrolidinedione, 1-[[(1,1-dimethylethoxy)carbonyl]oxy]-EINECS 236-071-1DTXSID40653612,5-Pyrrolidinedione, 1-(((1,1-dimethylethoxy)carbonyl)oxy)-RefChem:123580DTXCID7034042Boc-OSutert-butyl (2,5-dioxopyrrolidin-1-yl) carbonateN-(tert-Butoxycarbonyloxy)succinimide

Weitere Namen anzeigen

BOC-ONSUBOC-OSU PURUMBoc-OSu >=98.0% (CHN)LABOTEST-BB LT00645757T-BUTYL N-SUCCINIMIDO CARBONATET-BUTYL N-SUCCINIMIDYL CARBONATEN-succinimide Tert-butyl Carbonate

tert-butyl 2,5-dioxopyrrolidin-1-yl carbonateMFCD00037903tert-Butyl succinimido carbonate2,5-dioxoazolidinyl (tert-butoxy)formate1-[(tert-butoxycarbonyl)oxy]pyrrolidine-2,5-dioneRJ8UGW9ZA6BOC-OSU, tert-Butyl N-succinimidyl carbonatetert-Butyl(2,5-dioxopyrrolidin-1-yl)carbonate

Datenbank-Bezeichner

CAS: 13139-12-3
PubChem CID: 83168
DTXSID: DTXSID4065361
ChEMBL: CHEMBL4959537
UNII: RJ8UGW9ZA6
EC Number: 236-071-1
Nikkaji: J317.827G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,6
Polarare Oberfläche (TPSA): 72,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 4
Schwere Atome: 15
Formalladung: 0
Komplexität: 288

Physikochemische Eigenschaften

Schmelzpunkt: 95 °C · ~95 °C (dec.)
Siedepunkt: 272.8 · 272.8±23.0 °C(Predicted)
Dichte: 1.26 · 1.26±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
Löslichkeit: sol ether, ethyl acetate, acetone; insol water, petroleum ether.
Aggregatzustand: Powder
Farbe: White
BRN: 1536756 · 1536756
Major Application: peptide synthesis
InChI: InChI=1S/C9H13NO5/c1-9(2,3)14-8(13)15-10-6(11)4-5-7(10)12/h4-5H2,1-3H3
InChIKey: VTGFSVGZCYYHLO-UHFFFAOYSA-N
SMILES: C(ON1C(=O)CCC1=O)(=O)OC(C)(C)C
CAS Datenbank: 13139 · 13139-12-3
EPA chemische Informationen: 2 · 2,5-Pyrrolidinedione, 1-[[(1,1-dimethylethoxy)carbonyl]oxy]- (13139-12-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Sens. 1 (100%)

Sicherheitsdaten

F: 10-21
wgk: 2
tsca: TSCA listed
hs_code: 29280000
risk_code: 22-43
hazard_code: Xn
safety_code: 36/37-60-37-24
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralSkin Sens. 1

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationCarbonic acid, 1,1-dimethylethyl 2,5-dioxo-1-pyrrolidinyl ester: INACTIVE

Anwendungen · 1 Eintrag

BeschreibungBoc-OSu is a reagent in peptide synthesis that protects amino acid amine groups as a selective protecting group. It forms a stable carbamate with the amine in the presence of a base, preventing unwanted reactions. This selective protection and deprotection process is key to the stepwise synthesis of peptides.