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tert-Butoxy bis(dimethylamino)methane

CAS 5815-08-7(CH3)3COCH[N(CH3)2]2Chemical Synthesis

tert-Butoxy bis(dimethylamino)methane (CAS 5815-08-7) is a nitrogen compound with the linear formula (CH₃)₃COCH[N(CH₃)₂]₂ and a molecular weight of 174.28 g/mol. Also known as Bredereck's reagent, this compound serves as a valuable reagent in organic synthesis. Its primary application is in the α-enamination of ketones and esters, facilitating the introduction of amino groups adjacent to carbonyl functionalities in complex molecules.

IUPAC
Bredereck’s reagent
Synonyms
Bredereck’s reagent
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tert-Butoxy bis(dimethylamino)methane ((CH3)3COCH[N(CH3)2]2) — chemical structure, CAS 5815-08-7; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksChemical SynthesisNitrogen CompoundsOrganic Building BlocksPolyamines
01 /Applications

Reagent for α-Enamination

This compound is utilised as a reagent for the α-enamination of ketones and esters. It enables the selective introduction of amino groups at the alpha position to a carbonyl group, a key transformation in organic synthesis.

Building Block in Organic Synthesis

As a versatile building block, tert-Butoxy bis(dimethylamino)methane is employed in various chemical synthesis pathways. Its structure allows for diverse functionalization and incorporation into larger molecular frameworks.

Nitrogen Compound Synthesis

This chemical serves as a precursor or reagent in the synthesis of more complex nitrogen-containing organic molecules. It is particularly useful for introducing specific amino functionalities.

02 /Properties
Molecular weight174.28
Linear formula(CH3)3COCH[N(CH3)2]2
Boiling point50-55 °C/15 mmHg(lit.)
Density0.844 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.422(lit.)
ApplicationReagent for α-enamination of ketones and esters.5,6
03 /Safety & handling
GHS hazard pictogram: Flammable (GHS02)
Flammable
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H226Flammable liquid and vapour
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentEyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point41 °C / 105.8 °F
Transport (UN / ADR)UN 1993C 3 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)10-36/37/38
Safety statements (S)26

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
5815-08-7
MDL number
MFCD00042858
PubChem substance
24863653
Beilstein registry
1901973
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is tert-Butoxy bis(dimethylamino)methane used for?

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tert-Butoxy bis(dimethylamino)methane is used as a reagent for the α-enamination of ketones and esters in organic synthesis. It functions as a building block for creating nitrogen-containing compounds.

What is the CAS number and formula for tert-Butoxy bis(dimethylamino)methane?

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The CAS number is 5815-08-7 and the linear formula is (CH₃)₃COCH[N(CH₃)₂]₂.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical for research and laboratory use. The specific assay and purity are detailed on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.

How should tert-Butoxy bis(dimethylamino)methane be handled?

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tert-Butoxy bis(dimethylamino)methane is a flammable liquid and vapour (H226) and causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Handle in a well-ventilated area, away from ignition sources, wearing appropriate personal protective equipment including eyeshields, face shields, gloves, and a suitable respirator.

How is this chemical packed, shipped, and exported?

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This chemical is packed in compliance with international shipping regulations for hazardous materials, including UN 1993 classification. TSS exports globally to qualified research institutions and commercial entities.

How can I request a quote or sample?

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To request a quote or a sample, please visit the product page on the TSS website and use the designated contact form or request button, providing your institutional details.

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