61501-04-0

Basic information

• Product Name: 2,2-DIMETHYL-1-PHENYL-PROPYLAMINE
• Synonyms: 2,2-DIMETHYL-1-PHENYL-PROPYLAMINE
• CAS NO: 61501-04-0
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.26
• Mol File: 61501-04-0.mol

Chemical Properties

• Boiling Point: 231.2 °C at 760 mmHg
• Flash Point: 96.9 °C
• Appearance: /
• Density: 0.926 g/cm³
• Vapor Pressure: 0.0631mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.95±0.10(Predicted)
• CAS DataBase Reference: 2,2-DIMETHYL-1-PHENYL-PROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-1-PHENYL-PROPYLAMINE(61501-04-0)
• EPA Substance Registry System: 2,2-DIMETHYL-1-PHENYL-PROPYLAMINE(61501-04-0)

Safety Data

• Hazardous Substances Data: 61501-04-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,2-DIMETHYL-1-PHENYL-PROPYLAMINE is used as an anorectic agent for the treatment of obesity. It aids in weight loss by suppressing appetite and increasing metabolism, often used in combination with diet and exercise.
Used in Weight Loss Management:
2,2-DIMETHYL-1-PHENYL-PROPYLAMINE is used as a weight loss aid to help individuals manage their body weight by reducing appetite and enhancing metabolism.

InChI:InChI=1/C11H17N/c1-11(2,3)10(12)9-7-5-4-6-8-9/h4-8,10H,12H2,1-3H3

Upstream product

• 938-16-9 2,2-dimethylpropiophenone 
• 3835-64-1 2,2-dimethyl-1-phenylpropan-1-ol 
• 6668-41-3 pivalophenone oxime 
• 52777-99-8 N-benzylidene-S-phenylthiohydroxylamine 
• 594-19-4 tert.-butyl lithium 
• 677-22-5 tert-butylmagnesium chloride 
• 100-47-0 benzonitrile 
• 160204-33-1 C₂₉H₃₀NP 
• 100-52-7 benzaldehyde 
• 160204-29-5 C₂₉H₂₉N₄P 
• 160204-28-4 1-(1-azido-2,2-dimethylpropyl)benzotriazole 
• 630-19-3 pivalaldehyde 
• 111098-60-3 1-(benzotriazol-1-yl)-1-chloro-2,2-dimethylpropane 
• 42071-02-3 1-Phenyl-1-formylamin-2,2-dimethylpropan 

Downstream Products

• 71056-05-8 (1-Isothiocyanato-2,2-dimethyl-propyl)-benzene 
• 3082-71-1 (R)-2,2-dimethyl-1-phenylpropan-1-amine 
• 165055-05-0 N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-tert-butylbenzylamide 
• 861429-74-5 {(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-[(2,2-dimethyl-1-phenyl-propylcarbamoyl)-methyl]-2-oxo-ethyl}-carbamic acid tert-butyl ester 
• 229613-81-4 Pd(α-tert-butylbenzylamine)2Cl2 
• 849753-47-5 rac-di-μ-chlorobis[2-(1-amino-2,2-dimethylpropyl)phenyl-C,N]dipalladium(II) 
• 1021189-91-2 chlorobis[2-(1-(amino)benzyl)phenyl-C,N](1-phenyl-2,2-dimethylpropylamine-N)palladium(II) 
• 1007-26-7 (2,2-dimethyl-1-propyl)benzene 
• 938-16-9 2,2-dimethylpropiophenone 
• 82729-98-4 (1S)-α-(1,1-dimethylethyl)benzenemethanamine 

Relevant articles and documents

New homochiral ortho-palladated matrix bearing a bulky substituent at the carbon stereocenter

A new homochiral dimeric ortho-palladated complex bearing a bulky tert-butyl substituent at the carbon stereocenter was synthesized from optically active N,N-dimethyl-α-tert-butylbenzylamine. Regioselective activation of only the aromatic C-H bond was sho

BICYCLIC HETEROCYCLE DERIVATIVES AND USE THEREOF AS GPR119 MODULATORS

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Bulky chiral carbene ligands and their application in the palladium- catalyzed asymmetric intramolecular α-arylation of amides

(Chemical Equation Presented) Bring on the big cats: New, C 2-symmetric bulky N-heterocyclic carbene ligands bring major improvements in the palladium-catalyzed asymmetric intramolecular α-arylation of amides to give oxindoles (see picture, dba=trans,trans- dibenzylideneacetone), which are formed in high yield and excellent enantiomeric purity.

The dutch resolution variant of the classical resolution of racemates by formation of diastereomeric salts: Family behaviour in nucleation inhibition

The resolution of racemates through their diastereomeric salts can be positively affected by the addition of small amounts of suitable nucleation inhibitors. This discovery is a logical extension of "Dutch Resolution", in which equimolar amounts of resolving agents that are members of the same family (i.e., structurally related) are used. We conducted a systematic search for nucleation inhibitors of the resolving agent 1-phenylethylamine. A wide range of amines that bear possible family resemblances to 1-phenylethylamine was investigated. It was found that (R)-1-phenylbutylamine is a good inhibitor of (R)-1-phenylethylamine. Results of turbidity measurements showed that, for the model case of mandelic acid resolution, the chief effect of this inhibitor was to widen the metastable zone for the more soluble diastereomer. This observation is in accordance with previous experience. Further scouting for possible family members revealed a wide variation in the effectiveness of inhibitors, dependent on their structure. By far the most effective inhibitors are bifunctional 1-phenylethylamine and/or 1-phenylbutylamine analogues. The effect of racemic inhibitors was found to approach that of enantiomerically pure inhibitors of the same absolute configuration of the 1-phenylethylamine used for resolution. The most effective inhibitors were tested for the resolution of a structural variety of racemates, and were shown to be broadly applicable.

Steric promotion of aromatic C-H bond activation in primary benzylamines

ortho-Palladation of a sterically crowded primary benzylamine, α- phenylneopentylamine, was accomplished in a moderate yield of 50% in the reaction with the weakest of palladation agents (Li2PdCl4) under very mild conditions, due to

Asymmetric synthesis of amines using a chiral, non-racemic, benzylidene sulfinamide derived from a recoverable precursor

The homochiral cyclic sulfinamide S(S)R-(+)-1 has been employed for the asymmetric synthesis of α-substituted benzylamines via the benzylidene sulfinamides R(S)R-(-)-4. Following diastereoselective reduction and hydrolysis S(S)R-(+)-1 can be recycled in one step from the sulfinic acid 11. The addition of zinc(II) bromide reverses the diastereoselectivity of the diisobutylaluminium hydride (DIBAL) reduction of the substrates 4. The same reversal is not observed in the reactions of analogues lacking an amide side chain. In one case the required benzylidene sulfinamide exists in the form of an enamine 15, the X-ray crystallographic structure of which is also featured. A second approach to chiral amines, via the addition of Grignard reagents to sulfinylamines derived from S(S)R-(+)-1, is also described.

Synthesis of secondary carbinamine via n-boryl imines generated from nitriles and alkylboranes

The partial reduction of nitriles with several alkylboranes produced an addition product, N-boryl imine, which was readily converted to secondary carbinamine by treatment with organolithium or Grignard reagents. Optically active N-boryl imines were also prepared from chiral borane and nitrile for the chiral amine synthesis.

Copper (I)-Activated Addition of Grignard Reagents to Nitriles. Synthesis of Ketimines, Ketones, and Amines

The nucleophilic addition of Grignard reagents to nitriles, especially when using sterically demanding components, is effectively catalyzed by copper(I) salts.Alkyl and aromatic nitriles and a selection of Grignard reagents were employed to prepare sterically hindered ketimines after addition, ketones after a tandem addition-hydrolysis procedure, and branched primary amines after a tandem addition-reduction sequence.

Tandem Alkylation-Reduction of Nitriles. Synthesis of Branched Primary Amines

Tandem alkylation-reduction of a series of nitriles by alkylating with Grignard reagents followed by reducing with lithium-ammonia afforded the corresponding branched primary amines in reasonable isolated yields.Alkyl and aromating nitriles and a variety of Grignard reagents have been employed in this convenient procedure.A mechanism for the reduction of the imine intermediate is suggested.