Di-tert-butyl dicarbonate

Lus piav qhia luv luv:

Khoom npe:Di-tert-butyl dicarbonate

Synonyms:(BOC) 2O; (BOC) 2O FLUKA; BOC; BOC ANHYDRIDE; tert-butyldicarbonate; PYROCARBONIC ACID DI-TERT-BUTYL ESTER; RARECHEM TB OC 0001; Boc Anhydride, khoom / kua

CAS:24424-99-5

MF:C10H18O5

MW:218.25 Nws

EINECS:246-240-1 : kuv

Khoom Categories:Pharmaceutical Intermediates; Pib Raw Materials & Intermediates; Amino Acid Derivatives; Organics; N-Protecting Reagents; Biochemistry; Peptide Synthesis; Kev Tiv Thaiv & Derivatization Reagents (rau Synthesis); Tiv Thaiv Reagents (Peptide Synthesis); Reagents rau Oligo Synthesis; Boc-Amino acid series; Lwm yam Reagents; DIBOC; 1H-Inden-1-ol; bc0001; 24424-99-5

Mol File:24424-99-5. mol

Xa email rau peb

Product Detail

Khoom cim npe

Di-tert-butyl dicarbonate Chemical Properties

Melting point	23 ° C (lit.)
Boiling point	56-57 ° C / 0.5 mmHg (lit.)
ceev	0.95 g / mL ntawm 25 ° C (lit.)
vapor siab	3.85Pa ntawm 25 ℃
Refractive Index	n20/D 1.409 (lit.)
Fp	99 ° F
cia temp.	2-8 ° C
daim ntawv	Tsawg Melting Crystalline Khoom
xim	Dawb
Specific Gravity	0.950 ib
Dej Solubility	Miscible nrog decalin, toluene, carbon tetrachloride, tetrahydrofuran, dioxane, cawv, acetone, acetonitrile thiab dimethylformamide.Immiscible nrog dej.
rhiab heev	Moisture Sensitive
BRN	1911173 ib
InChIKey	DYHSDKLCOJIUFX-UHFFFAOYSA-N
LogP	1.87 ntawm 25 ℃
CAS DataBase Reference	24424-99-5 (CAS DataBase Reference)
EPA Tshuaj Registry System	Dicarbonic acid, bis (1,1-dimethylethyl) ester (24424-99-5)

Cov ntaub ntawv kev nyab xeeb

Hazard Codes	T+,T,F,Xi,F+
Risk Statements	11-19-26-36/37/38-43-10-40 ib
Cov lus hais txog kev nyab xeeb	16-26-28-36/37-45-7/9-37/39-24-36/37/39-33 ib
RIDADR	UN 2929 6.1/PG 1
WGK Germany	3
RTECS	HT0230000
F	4.4-10-21
Autoignition Kub	460 ° C
Kev Ceeb Toom	Flammable/Irritant/Toxic heev
TSCA	Yog lawm
HazardClass	6.1
PackingGroup	I
HS Code	29209010 ib
Toxicity	LD50 qhov ncauj hauv luav: > 5000 mg/kg LD50 dermal luav > 2000 mg/kg

Di-tert-butyl dicarbonate Siv Thiab Synthesis

Chemical Properties	Di-tert-butyl dicarbonate (BOC Anhydride, DiBOC) yog xim tsis muaj xim dawb mus rau daj crystals, solidified loj los yog kua ntshiab.Nws melts nyob ib ncig ntawm chav tsev kub (mp = 23 ° C).Nws tsis decompose ntawm qhov no lossis txawm tias kub dua me ntsis.Piv txwv li, nws yog feem ntau purified los ntawm distillation nyob rau hauv txo lub siab ntawm kub txog li 65 ° C.Thaum kub siab dua nws yuav decompose rau isobutene, t-butyl cawv thiab carbon dioxide.
Siv	Di-tert-butyl dicarbonate (Boc2O) yog ib qho reagent siv dav rau kev qhia txog kev tiv thaiv pab pawg hauv peptide synthesis.Nws ua lub luag haujlwm tseem ceeb hauv kev npaj ntawm 6-acetyl-1,2,3,4-tetrahydropyridine los ntawm kev ua haujlwm nrog 2-piperidone.Nws ua hauj lwm pab pawg tiv thaiv siv nyob rau hauv cov khoom theem peptide synthesis.
Kev npaj	Kev npaj ntawm Di-tert-butyl dicarbonate yog raws li nram no: Rau ib tug monoester sodium ntsev tov tau ntxiv 2g ntawm N, N-dimethylformamide, 1g ntawm pyridine, 1g ntawm triethylamine, txias rau -5 ~ 0 ° C, 60g diphosgene yog maj mam. ntxiv dropwise nyob rau hauv 1.5h dropwise ntxiv tau ua tiav, sov rau chav tsev kub (25 ° C), incubated rau 2h, cov tshuaj tiv thaiv tau tso cai sawv ntsug tom qab pom, ntxuav cov organic tov.Qhuav nrog anhydrous magnesium sulfate, cov kuab tshuaj tau distilled tawm ntawm atmospheric siab muab cov khoom crude 65 ~ 70g.Tom qab txias thiab crystallization, 57-60g ntawm di-tert-butyl dicarbonate tau txais nyob rau hauv ib tug yield ntawm 60-63%.
Txhais	ChEBI: Di-tert-butyl dicarbonate yog acyclic carboxylic anhydride.Nws muaj feem cuam tshuam nrog dicarbonic acid.
Cov tshuaj tiv thaiv	Cov tshuaj tiv thaiv ntawm kev hloov anilines nrog Boc2O nyob rau hauv lub xub ntiag ntawm ib tug stoichiometric tus nqi ntawm 4-dimethylaminopyridine (DMAP) nyob rau hauv ib tug inert hnyav (acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, toluene) nyob rau hauv chav tsev kub ua rau aryl isocyanitative nyob rau hauv yuav luag 0. min. Di-tert-butyl dicarbonate thiab 4-(dimethylamino) pyridine rov tuaj xyuas.Lawv cov tshuaj tiv thaiv nrog amines thiab cawv
Kev piav qhia dav dav	Di-tert-butyl dicarbonate (Boc₂O) yog ib qho reagent feem ntau siv rau kev qhia txog Boc tiv thaiv pab pawg rau amine functionalities.Nws kuj yog siv los ua tus neeg ua kom lub cev qhuav dej hauv qee cov tshuaj tiv thaiv kab mob, tshwj xeeb nrog cov carboxylic acids, qee pawg hydroxyl, lossis nrog thawj nitroalkanes.
Hazard	Ib qho khaus uas yuav ua rau qhov muag raug mob loj;Tej zaum yuav ua rau tawv nqaij rhiab heev;Cov tshuaj lom heev los ntawm kev nqus pa
Flammability thiab Explosibility	Flamable
Txoj kev Purification	Melt lub ester los ntawm cua sov ntawm ~ 35o, thiab distil nws nyob rau hauv lub nqus tsev vacuum.Yog tias IR thiab NMR (1810m 1765 cm-1 , hauv CCl4 1.50 singlet) qhia tias tsis huv heev, tom qab ntawd ntxuav nrog qhov sib npaug ntawm H2O uas muaj citric acid los ua cov txheej txheej aqueous me ntsis acidic, sau cov organic txheej thiab qhuav nws dhau los ntawm MgSO4. thiab distil nws nyob rau hauv ib lub tshuab nqus tsev vacuum.[Pope et al.Org Synth 57 45 1977, Keller et al.Org Synth 63 160 1985, Grehn et al.Angew Chem 97 519 1985.] FLAMMABLE.