Weight | 218.249 g/mol |
---|---|
Formula | C10H18O5 |
Hydrogen Acceptors | 5 |
Hydrogen Donors | 0 |
Aromatic Rings | 0 |
Rotatable Bonds | 0 |
Di-tert-butyl dicarbonate (24424-99-5)
di-tert-butyldicarbonate · bis(tert-butoxycarbonyl)oxide · Boc2O cpd
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- [Di-tert.-butyl-dicarbonate, a useful tert.-Butyloxycardonylating reagent (author's transl)]. (Biological Chemistry, 1976)
- Di-tert-butyl Dicarbonate and 4-(Dimethylamino)pyridine Revisited. Their Reactions with Amines and Alcohols1 (Journal of Organic Chemistry, 2000)
- A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate (Tetrahedron Letters, 2008)
- Phase transfer catalysis in the tert-butyloxycarbonylation of alcohols, phenols, enols, and thiols with di-tert-butyl dicarbonate (Canadian Journal of Chemistry, 1985)
- Isocyanates Part 3.7 Synthesis of carbamates by DMAP-catalyzed reaction of amines with di-tert-butyldicarbonate and alcohols (Tetrahedron Letters, 1996)
- Pd-Catalyzed Decarbonylative Heck Olefination of Aromatic Carboxylic Acids Activated in situ with Di-tert-butyl Dicarbonate (Synlett, 2002)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - di-tert-butyldicarbonate
- bis(tert-butoxycarbonyl)oxide
- Boc2O cpd
- Boc(2)O cpd
- di-tert-butyl pyrocarbonate
-
SMILESCC(C)(C)OC(=O)OC(=O)OC(C)(C)C
-
InChIKeyDYHSDKLCOJIUFX-UHFFFAOYSA-N
- Pubchem - Di-tert-butyl dicarbonate
- Wikipedia - di-tert-butyl dicarbonate
Di-tert-butyl dicarbonate is a reagent widely used in organic synthesis. Since this compound can be regarded formally as the acid anhydride derived from a tert-butoxycarbonyl (Boc) group, it is commonly referred to as "Boc anhydride." This pyrocarbonate reacts with amines to give N-tert-butoxycarbonyl or so-called Boc derivatives. These carbamate derivatives do not behave as amines, which allows certain subsequent transformations to occur that would be incompatible with the amine functional group.
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Synthesis
Reactant
+
2-Chloro-2-methylpropane
(Ester from carboxilic acid(SN2))
Similar Compounds
diethyl pyrocarbonate
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dimethyl dicarbonate
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DIETHYL CARBONATE
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(R)-(+)-Propylene carbonate
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1,3-Dioxan-2-one
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Allyl methyl carbonate
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1,3-DIOXOLAN-2-ONE
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4-Ethyl-1,3-dioxolan-2-one
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5,5-Dimethyl-1,3-dioxan-2-one
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1-Chloroethyl ethyl carbonate
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tert-Butyl carbamate
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Methylene diacetate
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5-Methyl-5-propyl-1,3-dioxan-2-one
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Ethyl l-Menthyl Carbonate
(35106-15-1)
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tert-Butyl phenyl carbonate
(6627-89-0)
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tert-Butyl chloroacetate
(107-59-5)
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tert-Butyl propionate
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1 safety hazard
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tert-Butyl 2-aminoacetate
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85006-25-3
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tert-Butyl propiolate
(13831-03-3)
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tert-Butyl acrylate
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59278-00-1
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tert-Butyl carbazate
(870-46-2)
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tert-Butyl methylcarbamate
(16066-84-5)
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tert-Butyl cyanoacetate
(1116-98-9)
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tert-Butyl bromoacetate
(5292-43-3)
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tert-butyl butanoate
(2308-38-5)
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1,3-dioxa-8-azaspiro[4.5]decan-2-one hydrochloride
(1609400-64-7)
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tert-butyl pivalate
(16474-43-4)
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36016-38-3
(36016-38-3)
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36805-97-7
(36805-97-7)
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Diethoxymethyl acetate
(14036-06-7)
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Di-tert-butyl glutarate
(43052-39-7)
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2,2-DIETHOXYPROPANE
(126-84-1)
6 alternate names
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2,2-Dimethyl-1,3-dioxane-4,6-dione
(2033-24-1)
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ISOPROPYL ACETATE
(108-21-4)
6 alternate names
3 safety hazards
3 suppliers
4-Chloro-1,3-dioxolan-2-one
(3967-54-2)
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tert-Butyl 4-formylphenyl carbonate
(87188-50-9)
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16466-61-8
(16466-61-8)
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2,2,5-Trimethyl-1,3-dioxane-4,6-dione
(3709-18-0)
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4-Methyl-1,3-dioxane
(1120-97-4)
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Di-tert-butyl Iminodicarboxylate
(51779-32-9)
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Isopropyl chloroformate
(108-23-6)
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tert-butyl vinylcarbamate
(7150-72-3)
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3-tert-Butoxy-3-oxopropanoic acid
(40052-13-9)
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85363-04-8
(85363-04-8)
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tert-Butyl methyl ether
(1634-04-4)
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Dimethyl carbonate
(616-38-6)
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N-Boc-ethylenediamine
(57260-73-8)
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13404-22-3
(13404-22-3)
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79513-35-2
(79513-35-2)
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3123-97-5
(3123-97-5)
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tert-Butyl ethyl malonate
(32864-38-3)
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tert-Butyl 2-bromopropanoate
(39149-80-9)
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Di-tert-butyl malonate
(541-16-2)
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tert-Butyl methyl malonate
(42726-73-8)
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tert-butyl acetoacetate
(1694-31-1)
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Di-tert-butyl oxalate
(691-64-5)
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ISOPROPYL CHLOROACETATE
(105-48-6)
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3 safety hazards
3 suppliers
tert-Butyl 3-hydroxybutanoate
(90435-23-7)
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t-Butyl trifluoroacetate
(400-52-2)
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di-tert-Butyl acetylenedicarboxylate
(66086-33-7)
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Di-tert-butyl ether
(6163-66-2)
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3303-84-2
(3303-84-2)
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tert-Butyl methacrylate
(585-07-9)
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(122234-46-2)
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58632-95-4
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147252-84-4
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(4530-20-5)
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tert-butyl hydroxy(methyl)carbamate
(19689-97-5)
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2,2-Dimethyl-4,7-dihydro-1,3-dioxepine
(1003-83-4)
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tert-butyl (2-aminoethyl)methylcarbamate
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tert-Butyl (1-oxopropan-2-yl)carbamate
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77279-24-4
(77279-24-4)
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Chloroacetaldehyde diethyl acetal
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1,6-Dioxaspiro[4.4]nonane-2,7-dione
(3505-67-7)
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Isopropyl bromoacetate
(29921-57-1)
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Diethoxymethane
(462-95-3)
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