- Water as Co-Hydrogen Donor in Reductive AminationsKe, Zhengang; Cui, Xinjiang; Shi, Feng, ACS Sustainable Chemistry & Engineering, 2016, 4(7), 3921-3926
Cas no 918-02-5 (N,N-Dimethyl-tert-butylamine)
N,N-Dimethyl-tert-butylamine is a tertiary amine with the molecular formula C6H15N, characterized by its sterically hindered structure. This compound is commonly utilized as a catalyst in polyurethane foam production, where its strong basicity and low nucleophilicity enhance reaction efficiency while minimizing side reactions. Its high volatility and thermal stability make it suitable for applications requiring controlled reactivity. Additionally, the compound's steric hindrance contributes to selective catalysis in organic synthesis. N,N-Dimethyl-tert-butylamine is also employed in pharmaceutical and agrochemical manufacturing as an intermediate or base. Proper handling is essential due to its flammability and potential irritant properties.
N,N-Dimethyl-tert-butylamine structure
Product Name:N,N-Dimethyl-tert-butylamine
N,N-Dimethyl-tert-butylamine Chemical and Physical Properties
Names and Identifiers
-
- 2-Propanamine,N,N,2-trimethyl-
- N,N-DIMETHYL-TERT-BUTYLAMINE
- NULL
- TERT-BUTYLDIMETHYLAMINE
- 1,1,N,N-Tetramethylethanamine
- 2-Propanamine,N,N,2-trimethyl
- Dimethyl-tert-butylamine
- n,n,2-trimethyl-2-propanamin
- N,N,2-Trimethyl-2-propanamine
- N,N-Dimethyl-t-butylamine
- t-C4H9N(CH3)2
- tert-butoxy-bis(dimethylamino)methane
- N,N,1,1-Tetramethyl-ethylamine
- Ethylamine, N,N,1,1-tetramethyl- (6CI, 7CI, 8CI)
- N,N,2-Trimethyl-2-propanamine (ACI)
- E77722
- AKOS005254539
- N,N,2-trimethylpropan-2-amine
- N,N,2-Trimethyl-2-propanamine #
- AS-75496
- N,N Dimethyl-tert-butylamine
- InChI=1/C6H15N/c1-6(2,3)7(4)5/h1-5H
- propane, 2-dimethylamino-2-methyl-
- N,N-Dimethyl-tert.-butylamine
- dimethyl-t-butyl amine
- MFCD03452796
- 2-Propanamine, N,N,2-trimethyl-
- t-butyldimethylamine
- tert-butyl-dimethyl-amine
- SCHEMBL124148
- NS00014236
- OXQMIXBVXHWDPX-UHFFFAOYSA-N
- J-660059
- 918-02-5
- DTXSID7061277
- GEO-00618
- Q23995131
- N,N-Dimethyl-tert-butylamine
-
- MDL: MFCD03452796
- Inchi: 1S/C6H15N/c1-6(2,3)7(4)5/h1-5H3
- InChI Key: OXQMIXBVXHWDPX-UHFFFAOYSA-N
- SMILES: N(C(C)(C)C)(C)C
Computed Properties
- Exact Mass: 101.12000
- Monoisotopic Mass: 101.12
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 7
- Rotatable Bond Count: 1
- Complexity: 49.7
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: 1.2
- Topological Polar Surface Area: 3.2A^2
Experimental Properties
- Color/Form: Colorless Transparent Liquid
- Density: 0.750
- Melting Point: 282-283 oC
- Boiling Point: 76 oC
- Flash Point: -11 oC
- Refractive Index: 1.4035
- PSA: 3.24000
- LogP: 1.34650
- Solubility: Not determined
- Vapor Pressure: 103.8±0.1 mmHg at 25°C
N,N-Dimethyl-tert-butylamine Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Hazard Category Code: 34-11
- Safety Instruction: 45-36/37/39-26-16
-
Hazardous Material Identification:
- HazardClass:CORROSIVE
- Risk Phrases:R34
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
N,N-Dimethyl-tert-butylamine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | D480898-250mg |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 250mg |
45.00 | 2021-08-14 | ||
| TRC | D480898-500mg |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 500mg |
60.00 | 2021-08-14 | ||
| TRC | D480898-2.5g |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 2.5g |
75.00 | 2021-08-14 | ||
| TRC | D480898-1g |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 1g |
$69.00 | 2023-05-18 | ||
| TRC | D480898-5g |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 5g |
$133.00 | 2023-05-18 | ||
| TRC | D480898-10g |
N,N-Dimethyl-tert-butylamine |
918-02-5 | 10g |
$190.00 | 2023-05-18 | ||
| City Chemical | D692-25GM |
N,N-Dimethyl-tert-butylamine |
918-02-5 | BP88-90deg | 25gm |
$118.88 | 2023-09-19 | |
| 1PlusChem | 1P00GUZH-100g |
N,N-DIMETHYL-TERT-BUTYLAMINE |
918-02-5 | 99%;RG | 100g |
$47.00 | 2024-04-20 | |
| 1PlusChem | 1P00GUZH-500g |
N,N-DIMETHYL-TERT-BUTYLAMINE |
918-02-5 | 99%;RG | 500g |
$128.00 | 2024-04-20 | |
| Aaron | AR00GV7T-1g |
N,N-DIMETHYL-TERT-BUTYLAMINE |
918-02-5 | 95% | 1g |
$2.00 | 2024-07-18 |
N,N-Dimethyl-tert-butylamine Production Method
Production Method 1
Production Method 2
Reaction Conditions
1.1 Reagents: Diphenylsilane Catalysts: 2254080-71-0 Solvents: Acetonitrile ; 24 h, 2.7 atm, 120 °C
Reference
- Diverse catalytic reactivity of a dearomatized PN3P*-nickel hydride pincer complex towards CO2 reductionLi, Huaifeng; Goncalves, Theo P.; Zhao, Qianyi; Gong, Dirong; Lai, Zhiping; et al, Chemical Communications (Cambridge, 2018, 54(81), 11395-11398
Production Method 3
Reaction Conditions
1.1 Catalysts: Bis(dichloro(η6-p-cymene)ruthenium) Solvents: Hexane , Water ; 5 h, 50 °C; 50 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ; neutralized, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ; neutralized, rt
Reference
- Ruthenium-Catalyzed Methylation of Amines with Paraformaldehyde in Water under Mild Conditionsvan der Waals, Dominic; Heim, Leo. E.; Gedig, Christian; Herbrik, Fabian; Vallazza, Simona; et al, ChemSusChem, 2016, 9(17), 2343-2347
Production Method 4
Reaction Conditions
Reference
- Synthesis of N-methyldi-tert-butylamine: a highly hindered trialkylamineAudeh, Costandi A.; Fuller, Steven E.; Hutchinson, Richard J.; Lindsay Smith, John R., Journal of Chemical Research, 1979, (8),
Production Method 5
Reaction Conditions
1.1 Reagents: Formic acid
Reference
- Application of statistical design to organic synthesis. Reductive alkylation of tert-butylamine (Leuckart Reaction)Meiners, Alfred F.; Bolze, Calvin; Scherer, Alfred L.; Morriss, F. V., Journal of Organic Chemistry, 1958, 23, 1122-5
Production Method 6
Reaction Conditions
1.1 Catalysts: stereoisomer of [2-[Bis(1-methylethyl)phosphino-κP]-N-[2-[bis(1-methylethyl)phos… ; 24 h, 120 °C
Reference
- Amination of Aliphatic Alcohols and Diols with an Iridium Pincer CatalystAndrushko, Natalia; Andrushko, Vasyl; Roose, Peter; Moonen, Kristof; Boerner, Armin, ChemCatChem, 2010, 2(6), 640-643
Production Method 7
Reaction Conditions
1.1 Reagents: Poly(methylhydrosiloxane) Catalysts: Tripotassium phosphate , 18-Crown-6 Solvents: Acetonitrile ; 72 h, 1 atm, 80 °C
Reference
- Scalable direct N-methylation of drug-like amines using 12CO2/13CO2 by simple inorganic base catalysisLu, Chunlei; Qiu, Zetian; Zhu, Yiling; Lin, Bo-Lin, Science Bulletin, 2019, 64(11), 723-729
Production Method 8
Reaction Conditions
1.1 Reagents: Zinc , Monosodium phosphate , Dipotassium phosphate Solvents: Water ; 20 h, 30 °C
Reference
- Reductive methylation of primary and secondary amines and amino acids by aqueous formaldehyde and zincda Silva, Renato A.; Estevam, Idalia H. S.; Bieber, Lothar W., Tetrahedron Letters, 2007, 48(43), 7680-7682
Production Method 9
Reaction Conditions
1.1 Solvents: Methanol ; 20 h, 100 °C; 100 °C → rt
1.2 Reagents: Potassium carbonate Catalysts: 2043953-31-5 Solvents: Methanol ; 36 h, 140 °C
1.2 Reagents: Potassium carbonate Catalysts: 2043953-31-5 Solvents: Methanol ; 36 h, 140 °C
Reference
- Synthesis of N-methylated amines from acyl azides using methanolChakrabarti, Kaushik; Dutta, Kuheli; Kundu, Sabuj, Organic & Biomolecular Chemistry, 2020, 18(30), 5891-5896
Production Method 10
Production Method 11
Reaction Conditions
Reference
- Reactions of alkylbenzyldimethylammonium halides with amide in liquid ammoniaBumgardner, Carl L.; Hsu, Hon-Bin; Afghahi, F.; Roberts, William L.; Purrington, Suzanne T., Journal of Organic Chemistry, 1979, 44(14), 2348-53
N,N-Dimethyl-tert-butylamine Raw materials
- N-Methyl-tert-butylamine
- 2-Propanamine,N-(1,1-dimethylethyl)-2-methyl-
- Pivaloyl azide
- 2-methylpropan-2-amine
N,N-Dimethyl-tert-butylamine Preparation Products
N,N-Dimethyl-tert-butylamine Related Literature
-
Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
-
Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
-
3. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
-
Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
-
Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
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