Di(tert-butyl)carbonat

Di-tert-butyl dicarbonate

HCID 90495CAS 24424-99-5
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Grundinformationen

Standard-SMILES
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
InChIKey
DYHSDKLCOJIUFX-UHFFFAOYSA-N
Summenformel
C10H18O5
Durchschnittliche Molmasse
218,25 g/mol
Monoisotopische Masse
218,11542368

Überblick

Tert-butoxycarbonyl anhydride is an acyclic carboxylic anhydride. It is functionally related to a dicarbonic acid.

Namen und Bezeichner

Bevorzugter Name
Di-tert-butyl dicarbonate
IUPAC
tert-butyl (2-methylpropan-2-yl)oxycarbonyl carbonate
Lokaler Name
Di(tert-butyl)carbonat
Englischer Name
Di-tert-butyl dicarbonate
Summenformel
C10H18O5
Molmasse
218.25

Namen und Synonyme

Di-tert-butyl dicarbonate24424-99-5di-tert-Butyl pyrocarbonateBis(tert-butoxycarbonyl)oxideBOC-anhydrideBoc2ODi-tert-butyldicarbonateDicarbonic acid, bis(1,1-dimethylethyl) esterDi(tert-butyl) carbonateZ10Q236C3GDTXSID4051904Boc2O cpd
Weitere Namen anzeigen
BOC(BOC)2Otert-butyldicarbonateDBDCDi-tert-butyL
Boc(2)O cpdRefChem:132516DTXCID9030466246-240-1BOC anhydridedi-t-Butyl dicarbonatetert-Butoxycarbonyl anhydrideDiboc

Datenbank-Bezeichner

CAS
24424-99-5
PubChem CID
90495
DTXSID
DTXSID4051904
ChEBI
CHEBI:48500
UNII
Z10Q236C3G
EC Number
246-240-1
Nikkaji
J88.260G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,7
Polarare Oberfläche (TPSA)
61,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
6
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Esters, Other
Physical DescriptionWhite solid with a mild odor; mp = 22-24 deg C; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
23 °C · 23 °C (lit.)
Siedepunkt
56 · 56-57 °C/0.5 mmHg (lit.)
Dichte
0.95 g/mL · 0.95 g/mL at 25 °C (lit.)
Dampfdruck
3.85 Pa · 3.85Pa at 25℃
Brechungsindex
20 · n20/D 1.409(lit.)
Flammpunkt
99 °F · 99 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 0.5% (1 of 183) of reports.

Danger

H225 (26.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 183 reports by companies from 35 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Dicarbonic acid, bis(1,1-dimethylethyl) ester

Status: Active Update: 05-09-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/5501

Di(t-butyl) carbonate: HSNO Approval: HSR004455 Approved with controls

Hazards Summary · 1 Eintrag

Causes dyspnea and weight loss in inhalation lethal-concentration studies of rats; [RTECS] An irritant that may cause serious eye injury; May cause skin sensitization; Highly toxic by inhalation; [Alfa Aesar MSDS] No results in PubMed: 24424-99-5 AND (sensitizer OR sensitization OR allergic OR contact dermatitis)

Hazard Classes and CategoriesFlam. Liq. 2 (26.8%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

0.067 [mg/m3]

0.73 [mg/m3]

4.4 [mg/m3]

Toxikologische Informationen

Toxicity DataLC50 (rat) = 100 mg/m3/4hr

Sicherheitsdaten

F
4.4-10-21
wgk
3
tsca
TSCA listed
ridadr
UN 2929 6.1/PG 1
hs_code
29209010
RTECS-Nr.
HT0230000

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationDicarbonic acid, 1,3-bis(1,1-dimethylethyl) ester: ACTIVE
Anwendungen · 1 Eintrag

VerwendenDi-tert-butyl dicarbonate (Boc2O) is a widely used reagent for introducing protecting groups in peptide synthesis. It plays an important role in the preparation of 6-acetyl-1,2,3,4-tetrahydropyridine by reacting with 2-piperidone. It serves as a protecting group used in solid phase peptide synthesis.

Darstellung · 1 Eintrag

synthetischeThe preparation of Di-tert-butyl dicarbonate is as follows:To a monoester sodium salt solution were added 2g of N, N-dimethylformamide, 1g of pyridine, 1g of triethylamine,Cooling to -5~0°C, 60g diphosgene was slowly added dropwise within 1.5h dropwise addition was complete, warmed to room temperature (25°C), incubated for 2h, the reaction was allowed to stand after filtration, washing organic solution. Dried with anhydrous magnesium sulfate, the solvent was distilled off at atmospheric pressure to give crude product 65~70g. After cooling and crystallization, 57-60g of di-tert-butyl dicarbonate were obtained in a yield of 60-63%.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

tert-Butyl 4-(4-formyl-1,3-thiazol-2-yl)tetrahydro-1(2H)-pyridinecarboxylateN-4-Boc-2-piperazinecarboxylic acidtert-Butyl 4-(hydroxymethyl)pyridin-2-ylcarbamate1-Boc-piperazinetert-Butyl N-(2-hydroxyethyl)carbamatetert-Butyl 3-(4-amino-2,6-dichlorophenoxy)propylcarbamate1-tert-Butyl 6-methyl 3-formyl-1H-indole-1,6-dicarboxylate4-Azaoctamethylendiamin3-[(N-(tert-Butyloxycarbonyl)amino)methyl]pyridinetert-Butyl N-(2-bromoethyl)carbamate3-tert-Butoxycarbonylamino-isonicotinic acidtert-Butyl 4-formyl-2-methoxyphenyl carb onate, 99

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东玖玥生物科技有限公司18853316981

Ergänzende Hinweise

DefinitionChEBI: Di-tert-butyl dicarbonate is an acyclic carboxylic anhydride. It is functionally related to a dicarbonic acid.

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