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Di-tert-butyl dicarbonate

Description:

Product nomen:Di-tert-butyl dicarbonate

Synonyma:PYROCARBONICUS ACIDUM DI-TERT-BUTYL ESTER;RARECHEM TB OC 0001; Boc Anhydride, solidum/liquidum

CAS;24424-99-5

MF:C10H18O5

MW:218.25

EINECS:246-240-1

Categoria:Pharmaceutical Intermedia; Satus Rudis Materia & Intermedia; Amino Acidum Derivativa; Organica; N-Protegens Reagentia; Biochemistry; Peptida Synthesis, Praesidium & Derivatio Reagentium (pro Synthesi); Reagentia Reagentia (Peptide Synthesis; Reacgentia; Synthesis Reacgentia; Boc-Amino acid series;

Mol fasciculi:24424-99-5.mol

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Product Detail

Product Tags

Di-tert-butyl dicarbonate Chemical Properties

Liquescens punctum	23 °F
Ferveret	56-57 °C/0.5 mmHg (lit.)
density	0.95 g/mL ad 25 °C (lit.)
vapor pressura	3.85Pa at 25℃
refractivus index	n20/D 1.409(lit.)
Fp	99 °F
repono temp.	2-8°C
forma	Humilis liquescens Crystallinus Firmus
color	album
Gravitas specifica	0.950
Aqua Solubility	Miscuntur cum decalino, toluene, tetrachloride carboni, tetrahydrofurano, dioxane, alcohols, acetono, acetonitrile et dimethylformamide.Immissibilis aqua.
Sensitiva	umorem Sensitivum
BRN	1911173
InChIKey	DYHSDKLCOJIUFX-UHFFFAOYSA-N
LogP	1.87 at 25℃
CAS Reference	24424-99-5(CAS Database Reference)
EPA Substantia Registry System	Acidum dicarbonicum, bis (1,1-dimethylethyl) ester (24424-99-5)

Salus Information

Periculum Codes	T+,T,F,Xi,F+
Periculum Denunciationes	11-19-26-36/37/38-43-10-40
Salus Denunciationes	16-26-28-36/37-45-7/9-37/39-24-36/37/39-33
RIDADR	UN 2929 6.1/PG 1
WGK Germania	3
RTECS	HT02300000
F	4.4-10-21
Autoignition Temperature	460 °C
Aleam Nota	Flammabiles / Irritant / Ipsum Toxicus
TSCA	Ita
HazardClass	6.1
PackingGroup	I
HS Code*	29209010
Toxicity	LD50 viva voce in Rabbit: > 5000 mg/kg LD50 dermal cuniculus > 2000 mg/kg

Di-tert-butyl Dicarbonate Synthesis Synthesis

Chemical Properties	Di-tert-butyl dicarbonatum (BOC Anhydride, DiBOC) est sine colore albo vel crystallis luteis, massa solidata seu liquida perspicua.Circum locus temperatus dissolvit (mp=23°C).Non corrumpitur in hac vel etiam aliquantulum superiorum temperaturarum.Exempli gratia, typice purgatur per distillationem sub pressuris redactis in temperaturis usque ad circa 65°C.Ad superiores temperaturas in isobutene, alcohole et dioxide t-butyl dissolutum erit.
usus	Di-tert-butyl dicarbonatum (Boc2O) late usus est reagens ad coetus tutandos in synthesi peptide inducenda.Partes magni momenti agit in praeparatione 6-acetyl-1,2,3,4-tetrahydropyridini, reflexo cum 2-piperidone.Synthesis in solida periodo peptidis uti coetus tutelaris inservit.
Praeparatio	Praeparatio Di-tert-butyl dicarbonatis haec est: Ad solutionem salis monoestri sodium adiectae sunt 2g N, N-dimethylformamidei, 1g pyridini, 1g triethylamine, refrigerandum ad -5~0°C, 60g diphosgenum lente addita dropwise intra 1.5h additionem dropwise completa, calefacta ad locus temperatus (25°C), incubatus pro 2h, motus permissus est stare post filtration, ablutio solutionis organicae.Cum sulphate anhydroo magnesio exsiccata, solvendo pressione atmosphaerica ad rudis productos 65~70g destillata est.Post refrigerationem et crystallizationem, 57-60g di-butyl dicarbonatae in cede 60-63% sunt consecutae.
Definition	ChEBI: Di-tert-butyl dicarbonatus est anhydride carboxylica acyclica.Officialiter comparatur ad acidum dicarbonicum.
Reactiones	Reactio anilineorum substitutorum cum Boc2O coram stoichiometricis moles 4-dimethylaminopyridinis (DMAP) in iners solvendo (acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, toluene) ad cubiculum temperatura ducit ad isocyanates aryl quantitatis fere intra 10 cedit. min. Di-tert-butyl dicarbonate et 4-(dimethylamino) pyridine revisit.Eorum motus cum amine et alcohols
Communia	Di-tert-butyl dicarbonate (Boc₂O) reagens est maxime adhibita ad introductionem Boc coetus tutandi ad officia functiones amineas.Usurpatur etiam ut agens dehydrans in nonnullis reactionibus organicis, praesertim cum acida carboxylicis, coetibus hydroxylis quibusdam, vel cum nitroalkanibus primariis.
Discrimen	Inritamentum est quod gravem oculum inferat iniuriae;Sit causa cutis sensus;Valde toxicus ab inhalatione
Flammability et Explosibilitas	Flammabiles
Purificationis Methodi	~35o calefacto liquefacie osterem, et in vacuo destilla.Si IR et NMR (1810m 1765 cm-1, in CCl4 1.50 singlet) valde spurcum suadeant, tunc lava cum pari volumine H2O continens acidum citricum ut iacum aqueum leviter acidicum conficias, accumsan organicum collige et super anhydroum MgSO4 excoquatur. et in vacuo stillant.[Papa et al.Org Synth 57 45 1977, Keller et al.Org Synth 63 160 1985, Grehn et al.Angew Chem 97 519 1985.] FLAMMA.