| Identification | Back Directory | [Name]
DI-TERT-BUTYL IMINODIACETATE | [CAS]
85916-13-8 | [Synonyms]
NH-bis(C1-Boc)
N-BIS(T-BUTYLACETATE)AMINE
DI-TERT-BUTYL IMINODIACETATE
DL-tert-Butyl Iminodiacetate
Di-tert-butylIminodiacetate>
Di-tert-butyl iminodiacetate 98%
di-tert-butyl 2,2'-iminodiacetate
Di-tert-butyl Iminodiacetate
Di-tert-butyl 2,2'-iminobis[acetate]
Di-tert-butyl iminodiacetate≥ 98%(GC)
Di-tert-butyl 2,2'-azanediyldiacetate
Iminodiacetic Acid Di-tert-butyl Ester
(tert-Butoxycarbonylmethylamino)acetic acid tert-butyl ester
Glycine, N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1,1-dimethylethyl ester | [Molecular Formula]
C12H23NO4 | [MDL Number]
MFCD01863672 | [MOL File]
85916-13-8.mol | [Molecular Weight]
245.32 |
| Chemical Properties | Back Directory | [Melting point ]
38-42 °C(lit.)
| [Boiling point ]
298.0±25.0 °C(Predicted) | [density ]
1.011±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C(protect from light) | [solubility ]
soluble in Methanol | [form ]
powder to lump to clear liquid | [pka]
4.52±0.20(Predicted) | [color ]
White or Colorless to Almost white or Almost colorless |
| Hazard Information | Back Directory | [Chemical Properties]
White to tan solid | [Uses]
Di-tert-butyl iminodiacetate may be used as a reagent in the synthesis of:
- multi-carboxylic acid-containing carbocyanine dyes
- monosubstituted difunctionalized polyhedral oligomeric silsesquioxanes (POSS) monomers
- multigenerational fluorinated dendrimers
- 2,6-dipyrazol-1-ylpyridine derivatives
It may also be used for the preparation of di-tert-butyl N-(4-allyloxy-4-oxobutanoyl)iminodiacetate. | [General Description]
Di-tert-butyl iminodiacetate is a secondary amine. | [Synthesis]
The general procedure for the synthesis of di-tert-butyl iminodiacetate from tert-butyl chloroacetate is as follows: in a 250 mL three-necked flask equipped with a thermometer, condenser tube and mechanical stirring device, 120 mL of methanol was added. Under continuous stirring, 120.0 g of tert-butyl chloroacetate (0.8 mol) was heated to 65 °C and 5.1 g of ammonia (0.3 mol) was slowly passed through. The reaction was carried out for 2 hours and then continued to hold the reaction for 5 hours. After the reaction mixture was cooled to room temperature, it was filtered to remove the resulting white solid ammonium chloride. The filtrate was concentrated by rotary evaporation to recover about 110 mL of methanol. The concentrated residue was cooled to 0 °C to induce precipitation of the product. The precipitate was collected by filtration to give 23.3 g of di-tert-butyl iminodiacetate with a melting point of 41 °C. | [IC 50]
Non-cleavable Linker | [References]
[1] Patent: CN108191686, 2018, A. Location in patent: Paragraph 0040-0073 |
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