85916-13-8

Basic information

• Product Name: DI-TERT-BUTYL IMINODIACETATE
• Synonyms: DI-TERT-BUTYL IMINODIACETATE;N-BIS(T-BUTYLACETATE)AMINE;Iminodiacetic Acid Di-tert-butyl Ester;Di-tert-butyl 2,2'-azanediyldiacetate;(tert-Butoxycarbonylmethylamino)acetic acid tert-butyl ester;Di-tert-butyl 2,2'-iminobis[acetate];Di-tert-butyl iminodiacetate 98%;Di-tert-butyl Iminodiacetate
• CAS NO: 85916-13-8
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.32
• Product Categories: C12 to C63;Carbonyl Compounds;Esters;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 85916-13-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 38-42 °C(lit.)
• Boiling Point: 298.0±25.0 °C(Predicted)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.011±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: soluble in Methanol
• PKA: 4.52±0.20(Predicted)
• CAS DataBase Reference: DI-TERT-BUTYL IMINODIACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: DI-TERT-BUTYL IMINODIACETATE(85916-13-8)
• EPA Substance Registry System: DI-TERT-BUTYL IMINODIACETATE(85916-13-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 85916-13-8(Hazardous Substances Data)

Usage

Uses

Used in Dye Synthesis:
DI-TERT-BUTYL IMINODIACETATE is used as a reagent for the synthesis of multi-carboxylic acid-containing carbocyanine dyes. These dyes are known for their high color strength, stability, and solubility in various solvents, making them suitable for applications in the textile, printing, and imaging industries.
Used in Polymer Synthesis:
In the polymer industry, DI-TERT-BUTYL IMINODIACETATE is used as a reagent for the synthesis of monosubstituted difunctionalized polyhedral oligomeric silsesquioxanes (POSS) monomers. These monomers are key building blocks in the development of advanced polymer materials with unique properties, such as improved thermal stability, mechanical strength, and flame resistance.
Used in Nanotechnology:
DI-TERT-BUTYL IMINODIACETATE is used as a reagent in the synthesis of multigenerational fluorinated dendrimers. Dendrimers are highly branched, nanoscale polymers with a well-defined structure and size. They have a wide range of applications in drug delivery, catalysis, and sensing due to their unique properties, such as high surface area, tunable functionality, and monodispersity.
Used in Coordination Chemistry:
DI-TERT-BUTYL IMINODIACETATE is used as a ligand in the synthesis of 2,6-dipyrazol-1-ylpyridine derivatives. These compounds exhibit strong chelating properties and can form stable complexes with various metal ions. They have potential applications in coordination chemistry, as catalysts, and in the development of new materials with unique properties.
Used in Catalyst Preparation:
DI-TERT-BUTYL IMINODIACETATE may also be used for the preparation of di-tert-butyl N-(4-allyloxy-4-oxobutanoyl)iminodiacetate, which can serve as a precursor for the synthesis of various catalysts. These catalysts can be employed in a range of chemical reactions, including hydrogenation, hydroformylation, and polymerization, to improve reaction efficiency and selectivity.

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 100-46-9 benzylamine 
• 107-59-5 tert-Butyl chloroacetate 
• 58482-93-2 tert-butylaminoacetic acid 
• 275371-57-8 di-tert-butyl 2,2'-(benzylimino)diacetate 
• 142-73-4 iminodiacetic acid 
• 75-65-0 tert-butyl alcohol 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 947323-53-7 3-[N,N-bis(tert-butoxycarbonylmethyl)aminomethyl]-5-nitrosalicylaldehyde 
• 1189782-93-1 C₂₆H₃₄ClN₃O₄ 
• 932711-48-3 tert-butyl 2-[{[(tert-butyl)oxycarbonyl]methyl}(2-{2-[2-(4-iodophenoxy)ethoxy]ethoxy}ethyl)amino]acetate 
• 862074-87-1 N,N,N',N'-3,4-bis-{[6-(3-aminomethyl-1-pyrazolyl)-pyridin-2-yl]-1H-pyrazol-3-yl-methoxy} benzophenone tetra(tert-butylacetate) 
• 862074-86-0 N,N,N',N'-3,4-bis-{[6-(3-aminomethyl-1-pyrazolyl)-pyridin-2-yl]-1H-pyrazol-3-yl-methoxy} acetophenone tetra(tert-butylacetate) 
• 851513-73-0 {[4-(benzyloxycarbonylamino-methyl)-benzoyl]-tert-butoxycarbonylmethyl-amino}-acetic acid tert-butyl ester 
• 349458-67-9 ({2-[2-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-5-(7-diethylamino-2-oxo-2H-chromene-3-carbonyl)-phenoxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 349458-81-7 ({2-[7-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-3-(3-nitro-benzoyl)-2-oxo-4a,8a-dihydro-2H-chromen-6-yloxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 349458-82-8 ({2-[7-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-3-(4-nitro-benzoyl)-2-oxo-4a,8a-dihydro-2H-chromen-6-yloxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 349458-83-9 ({2-[7-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-3-(4-methoxy-benzoyl)-2-oxo-4a,8a-dihydro-2H-chromen-6-yloxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 349458-80-6 [(2-{3-benzoyl-7-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-2-oxo-4a,8a-dihydro-2H-chromen-6-yloxy}-ethyl)-tert-butoxycarbonylmethyl-amino]-acetic acid tert-butyl ester 
• 349458-66-8 ({2-[2-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-5-(5,7-dimethoxy-2-oxo-2H-chromene-3-carbonyl)-phenoxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 349458-65-7 ({2-[2-[2-(bis-tert-butoxycarbonylmethyl-amino)-ethoxy]-5-(7-methoxy-2-oxo-2H-chromene-3-carbonyl)-phenoxy]-ethyl}-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester 

Relevant articles and documents

Preparation method of di-tert-butyl iminodiacetate

The invention discloses a preparation method of di-tert-butyl iminodiacetate. The method is characterized in that ammonia and tert-butyl chloroacetate are used as raw materials. The method comprises the following steps: carrying out a reaction between ammonia and tert-butyl chloroacetate based on the molar ratio of 1:(1-6) in an organic solvent under a closed condition, wherein the reaction temperature is 10-65 DEG C, the reaction pressure is normal pressure, and the reaction lasts for 2-10h; after the reaction ends, cooling until the room temperature is reached; filtering; rotatably evaporating the filtrate to remove the organic solvent; then cooling to reach the temperature of 0 DEG C to obtain a solid which is di-tert-butyl iminodiacetate. According to the method, the solvent is nontoxic and free of pollution; the solvent is recycled; no catalyst or cocatalyst is used; the reaction separation method is simple; the di-tert-butyl iminodiacetate yield is high.

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