1,3-Bis(1,1-dimethylethyl) imidodicarbonate
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1,3-Bis(1,1-dimethylethyl) imidodicarbonate
structure -
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CAS No:
51779-32-9
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Formula:
C10H19NO4
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Chemical Name:
1,3-Bis(1,1-dimethylethyl) imidodicarbonate
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Synonyms:
Imidodicarbonic acid,1,3-bis(1,1-dimethylethyl) ester;Imidodicarbonic acid,bis(1,1-dimethylethyl) ester;Imidodicarboxylic acid,di-tert-butyl ester;1,3-Bis(1,1-dimethylethyl) imidodicarbonate;Di-tert-butyl imidodicarbonate;Di-tert-butyl imidodicarboxylate;Bis(tert-butoxycarbonyl)amine;Di-tert-butyl iminodicarboxylate;NSC 131088;Bis(Boc)amine;Iminodicarboxylic acid di(tert-butyl) ester;tert-Butyl N-(tert-butoxycarbonyl)carbamate
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CAS No:
1,3-Bis(1,1-dimethylethyl) imidodicarbonate Basic Attributes
217.26
217.26
1911172
-0
131088
DTXSID70299500
29241990
Characteristics
64.6
2.1
White to beige Crystalline Powder
1.0±0.1 g/cm3
118-120 °C @ Solvent: Ligroine
273.8°C at 760 mmHg
119.4±18.7 °C
1.442
Insoluble in water.
2-8°C
Safety Information
NONH for all modes of transport
3
36/37/38
26-37/39
Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
1,3-Bis(1,1-dimethylethyl) imidodicarbonate Use and Manufacturing
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.
Computed Properties
Molecular Weight:217.26
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:217.13140809
Monoisotopic Mass:217.13140809
Topological Polar Surface Area:64.6
Heavy Atom Count:15
Complexity:221
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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