68367-53-3

Basic information

• Product Name: 1,2-BIS(DIMETHYLAMINO)-2-METHYLPROPANE
• Synonyms: TIMTEC-BB SBB008493;N,N,N',N',1,1-HEXAMETHYLETHYLENEDIAMINE;1,2-BIS(DIMETHYLAMINO)-2-METHYLPROPANE;n,n,n’,n’,2-pentamethyl-2-propanediamine;N,N,N',N',2-pentamethylpropane-1,2-diamine;N,N,N',N',2-pentamethyl-1,2-propanediamine
• CAS NO: 68367-53-3
• Molecular Formula: C8H20N2
• Molecular Weight: 144.26
• EINECS: 269-863-0
• Mol File: 68367-53-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 141.7 °Cat760mmHg
• Flash Point: 26.6 °C
• Appearance: /
• Density: 0.823 g/cm³
• Vapor Pressure: 5.79mmHg at 25°C
• Refractive Index: 1.443
• PKA: 8.72±0.50(Predicted)
• CAS DataBase Reference: 1,2-BIS(DIMETHYLAMINO)-2-METHYLPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(DIMETHYLAMINO)-2-METHYLPROPANE(68367-53-3)
• EPA Substance Registry System: 1,2-BIS(DIMETHYLAMINO)-2-METHYLPROPANE(68367-53-3)

Safety Data

• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 68367-53-3(Hazardous Substances Data)

Usage

General Description

1,2-Bis(dimethylamino)-2-methylpropane, also known as TMDMAP, is a chemical compound with the molecular formula C8H20N2. It is a tertiary amine and is commonly used as a catalyst in organic synthesis reactions such as the formation of urethanes and epoxides. TMDMAP is a highly versatile and efficient catalyst due to its ability to undergo complexation and form low-coordinate transition metal complexes. It is also used as a strong base in various reactions, such as the deprotection of silyl ethers and the alkylation of sulfones. TMDMAP is a colorless liquid with a molecular weight of 144.25 g/mol and a boiling point of 130-132°C. It is important to handle this compound with caution, as it is flammable and may cause skin and eye irritation.

InChI:InChI=1/C8H20N2/c1-8(2,10(5)6)7-9(3)4/h7H2,1-6H3

Upstream product

• 50-00-0 formaldehyd 
• 811-93-8 1,1-dimethylethylenediamine 

Relevant articles and documents

Bulky Diamine Ligand Promotes Cross-Coupling of Difluoroalkyl Bromides by Iron Catalysis

Although iron-catalyzed cross-coupling of Grignard reagents with alkyl halides has been well established, the adoption of the reaction for fluoroalkylations has not been reported because traditional catalytic systems often lead to defluorination reactions. Described herein is the investigation of an iron-catalyzed cross-coupling between arylmagnesium bromides and difluoroalkyl bromides with modified N,N,N′,N′-tetramethyl-ethane-1,2-diamine (TMEDA) as a ligand. The use of this bulky diamine, in which a butylene is substituted at one carbon atom of the ethylene backbone in TMEDA, enables the iron-catalyzed difluoroalkylation under mild reaction conditions with a wide range of difluoroalkyl bromides, including vulnerable bromodifluoromethane, thus providing a general and cost-efficient route for applications in medicinal chemistry.

REACTION OF DIMETHYLAMIDODIFLUOROPHOSPHATE WITH trans-2-(N-ALKYLAMINO)- AND trans-2-(N,N-DIALKYLAMINO)CYCLOALKANOLS AND trans-2-METHYLTHIOCYCLOPENTANOL

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