| Identification | More | [Name]
Di-tert-butyl iminodicarboxylate | [CAS]
51779-32-9 | [Synonyms]
Bis(tert-butoxycarbonyl)amine
(BOC)2NH FLUKA
DI-T-BUTYL IMINODICARBOXYLATE
DI-TERT-BUTYL IMIDODICARBONATE
DI-TERT-BUTYL IMINODICARBOXYLATE
IMINODICARBOXYLIC ACID DI-TERT-BUTYL ESTER
LABOTEST-BB LT00233154
N-BOC-TERT-BUTYLCARBAMATE
TERT-BUTYL IMINODICARBOXYLATE
(BOC)2NH
Bis(tert-butoxycarbonyl)ammonia~N-Boc-tert-butylcarbamate
DI-TERT-BUTYL IMINODICARBOXYLATE, 96+%
Imidodicarbonic acid, bis(1,1-dimethylethyl) ester
bis(tert-butoxycarbonyl)ammonia
Di-tert-butyl iminodicarboxylate 97%
di-tert-butyl iminodicarbonate
Di-t-butyl iminodicarbonate
N-Boc-tert-butylcarbamate, tert-Butyl iminodicarboxylate
Di-tert-B-butyl iminodicarboxylate, 97%
Bis(tert-butyloxycarbonyl)amine | [EINECS(EC#)]
-0 | [Molecular Formula]
C10H19NO4 | [MDL Number]
MFCD00043309 | [Molecular Weight]
217.26 | [MOL File]
51779-32-9.mol |
| Questions And Answer | Back Directory | [Synthesis]
A solution of DMAP (0.61 g, 5.0 mmol) in MeCN (15 ml) was slowly added to a solution of formamide (2.5 g, 56 mmol) and Boc2O (24 g, 110 mol) in MeCN (15 ml). After stirring at room temperature for 4 h, the yellow solution was cooled to 0 °C, and N,N-diethylethylenediamine (6.97 g, 60 mmol) was slowly added at 0 °C. The resulting mixture was stirred at room temperature for 12 h and filtered through a silica mat; the resulting mixture was then filtered at room temperature. The solvent was then evaporated under reduced pressure. The crude product was purified by silica gel chromatography, eluted with EtOAc/hexane (1:5) to give the title product as a white solid (10.99 g, 92%). | [Uses]
Di-tert-butyl-iminodicarboxylate is an organic compound that can be described with the formula [(CH3)3COC(O)]2NH. It is a white solid that is soluble in organic solvents. The compound is used as a reagent for the preparation of primary amines from alkyl halides. It was popularized as an alternative to the Gabriel synthesis for the same conversion. Amines can also be prepared from alcohols by dehydration using the Mitsunobu reaction. In the usual implementation the reagent is deprotonated to give the potassium salt, which is N-alkylated. The Boc protecting groups are subsequently removed under acidic conditions.
|
| Chemical Properties | Back Directory | [Appearance]
White to beige crystalline powder | [Melting point ]
114-117 °C(lit.)
| [Boiling point ]
273.8±9.0 °C(Predicted) | [density ]
1.037±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform, Methanol | [form ]
Crystalline Powder | [pka]
8.25±0.46(Predicted) | [color ]
White to beige | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air & Light Sensitive | [BRN ]
1911172 | [InChI]
InChI=1S/C10H19NO4/c1-9(2,3)14-7(12)11-8(13)15-10(4,5)6/h1-6H3,(H,11,12,13) | [InChIKey]
XCAQIUOFDMREBA-UHFFFAOYSA-N | [SMILES]
C(C)(C)(C)OC(=O)NC(=O)OC(C)(C)C | [CAS DataBase Reference]
51779-32-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29241990 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|