59557-93-6

Basic information

• Product Name: 1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE
• Synonyms: 1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE;4-Bromo-N,N-dimethyl-1-naphthylamine;1-NaphthalenaMine, 4-broMo-N,N-diMethyl-;4-Bromo-N,N-dimethylnaphthalen-1-amine
• CAS NO: 59557-93-6
• Molecular Formula: C₁₂H₁₂BrN
• Molecular Weight: 250.13
• EINECS: -0
• Mol File: 59557-93-6.mol

Chemical Properties

• Boiling Point: 137-139°C 2mm
• Flash Point: 137-139°C/2mm
• Appearance: /
• Density: 1,4305 g/cm3
• Vapor Pressure: 0.000158mmHg at 25°C
• Refractive Index: 1.6361
• PKA: 4.41±0.40(Predicted)
• BRN: 3254839
• CAS DataBase Reference: 1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE(59557-93-6)
• EPA Substance Registry System: 1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE(59557-93-6)

Safety Data

• Statements: 20/21/22
• Safety Statements: 26-36/37
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 59557-93-6(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
1-Bromo-4-(dimethylamino)naphthalene is used as a research chemical for its unique properties, particularly in the study of its strong basicity and proton absorption capabilities. Its ability to resist forming salts and its steric expansion make it a valuable compound for various scientific investigations.
Used in Chemical Synthesis:
1-Bromo-4-(dimethylamino)naphthalene is used as a key intermediate in the synthesis of other chemical compounds. Its distinctive chemical structure and reactivity make it a useful building block in the creation of new molecules and materials.
Used in Pharmaceutical Development:
Due to its strong basicity, 1-Bromo-4-(dimethylamino)naphthalene may be utilized in the development of new pharmaceuticals, where its proton sponge properties could be harnessed for drug delivery or as part of a drug's active ingredient.
Used in Material Science:
1-BROMO-4-(DIMETHYLAMINO)NAPHTHALENE's steric expansion and resistance to forming salts could make it a candidate for use in the development of new materials with unique properties, such as those with enhanced stability or reactivity in specific conditions.

InChI:InChI=1/C12H12BrN/c1-14(2)12-8-7-11(13)9-5-3-4-6-10(9)12/h3-8H,1-2H3

Upstream product

• 86-56-6 N,N-dimethyl-1-naphthalenamine 
• 2298-07-9 4-Bromo-1-naphthylamine 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 512-56-1 trimethyl phosphite 
• 830-70-6 1-(N,N-dimethylamino)naphthalene-N-oxide 

Downstream Products

• 78062-03-0 4-Dimethylaminonaphthalene-1-carboxylic acid 
• 1971-81-9 4-dimethylamino-1-naphthaldehyde 
• 353457-09-7 N,N-dimethyl-2-chlorodifluoroacetyl-4-bromo-1-naphthylamine 
• 944741-30-4 {4-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine 
• 83300-27-0 <4-(dimethylamino)-1-naphthyl>diphenylphosphine 
• 1261237-70-0 1-[3,5-bis(tert-butyldimethylsilyloxymethyl)phenyl]-4-(dimethylamino)naphthalene 
• 1419165-30-2 C₄₈H₄₇N₇O₅ 
• 1419165-36-8 C₅₇H₆₄N₉O₆P 
• 1026167-95-2 {4-[Bis-(4-pyrrolidin-1-yl-phenyl)-methyl]-naphthalen-1-yl}-dimethyl-amine 

Relevant articles and documents

Syntheses of Rigid and Semirigid Molecules for Investigations of Photoinduced Electron Transfer Reactions

Investigations of electron transfer reactions in donor-spacer-acceptor (DSA) molecules posessing small numbers of reactive conformations have significantly increased understanding of factors that control transfer rate constants.The synthese of polynorbornane-based DSA molecules 12, 16, 20, 26, 30, and 34 and heptacyclotetradecane-based DSA molecules 40, 47, 51, and 60 are described.These molecules have been used to explore the effects of electronic symmetry, solvent electronic structure, and temperature on photoinduced electron transfer reactions.

Method for preparing bromo reagent by oxidative bromination reaction and method for further preparing bromine-containing compound

The invention relates to a method, and for preparing a bromine-containing compound through a reaction, of a :electron-substituted furan compound.rich electron-substituted furan compound, rich in an electron-rich substituted thiophene compound: The substituent of,rich electron-substituted furan compound containing, of an electron-rich substituted furan compound . The method for preparing the bromine-containing compound by the reaction of the present invention comprises the following steps. preparing an electron-rich substituted furan), compound (by). reacting with a bromine, containing substituted phenyl group, (.rich, electron-substituted furan compound and an aromatic or unsaturated bond-containing compound with an electron-rich substituted furan compound containing an electron-rich substituted furan compound.

Synthesis of Halogenated Anilines by Treatment of N, N-Dialkylaniline N-Oxides with Thionyl Halides

The special reactivity of N,N-dialkylaniline N-oxides allows practical and convenient access to electron-rich aryl halides. A complementary pair of reaction protocols allow for the selective para-bromination or ortho-chlorination of N,N-dialkylanilines in up to 69% isolated yield. The generation of a diverse array of halogenated anilines is made possible by a temporary oxidation level increase of N,N-dialkylanilines to the corresponding N,N-dialkylaniline N-oxides and the excision of the resultant weak N-O bond via treatment with thionyl bromide or thionyl chloride at low temperature.

C8-H bond activation vs. C2-H bond activation: From naphthyl amines to lactams

Pd-catalyzed selective amine-oriented C8-H bond functionalization/N-dealkylative carbonylation of naphthyl amines has been achieved. The amine group from dealkylation is proposed to be the directing group for promoting this process. It represents a straightforward and easy method to access various biologically important benzo[cd]indol-2(1H)-one derivatives.

A novel tunable aromatic bromination method using alkyl bromides and sodium hydride in DMSO

Aromatic bromination on various aromatic systems with different substitutions was performed in the presence of alkyl bromide and sodium hydride in DMSO. Mono-bromination on a wide range of substrates was achieved by selecting proper alkyl bromides and controlling its amount. Further bromination could happen with more active alkyl bromides and additional amount of bromides and sodium hydride. The yields ranged from moderate to excellent. In addition, reaction mechanism was postulated to explain our observations.

Tetrakis(dimethylamino)ethylene (TDAE) mediated addition of heterocyclic difluoromethyl anions to heteroaryl aldehydes. A facile synthetic method for new gem-difluorinated alcohols derived from 4-bromo-1-naphthylamine and 8-quinolylamine

New heterocyclic-CF2CHOH-Ar derivatives, derived from N,N-dimethyl-4-bromo-2-difluoracetyl-1-naphthylamine and N,N-dimethyl-5-difluoroacetyl-8-quinolylamine, are easily obtained in moderate to good yields from the tetrakis(dimethylamino) ethylene (TDAE) mediated reduction of the corresponding - COCF2Cl starting materials in the presence of heteroaryl aldehydes.

The effects of cyclic terminal groups in di- and tri-arylmethane dyes. Part 2.1 Steric and electronic effects in derivatives of Victoria Blue

The effects of N-alkyl and heterocycloalkyl substitueras on the light absorption properties of a range of novel dyes based on the 1-naphthyl analogue of Crystal Violet, Victoria Blue, have been investigated. Interaction between the N-terminal group and th