619-60-3

Basic information

• Product Name: 4-(dimethylamino)phenol
• Synonyms: 4-(dimethylamino)phenol;4-N,N-DIMETHYLAMINOPHENOL;N,N-Dimethyl-4-aminophenol;N,N-Dimethyl-p-hydroxyaniline;p-(Dimethylamino)phenol;p-Hydroxy-N,N-dimethylaniline;Phenol,4-(diMethylaMino)-;Phenol, p-(dimethylamino)-
• CAS NO: 619-60-3
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.17904
• EINECS: 210-604-8
• Mol File: 619-60-3.mol
• Article Data: 48

Chemical Properties

• Melting Point: 138-141℃
• Boiling Point: 260℃
• Flash Point: 136℃
• Appearance: /
• Density: 1.089
• Vapor Pressure: 0.00789mmHg at 25°C
• Refractive Index: 1.5560 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 10.11±0.13(Predicted)
• CAS DataBase Reference: 4-(dimethylamino)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(dimethylamino)phenol(619-60-3)
• EPA Substance Registry System: 4-(dimethylamino)phenol(619-60-3)

Safety Data

• Hazardous Substances Data: 619-60-3(Hazardous Substances Data)

Usage

General Description

4-(Dimethylamino)phenol is a chemical compound with the formula C8H11NO. It is a white crystalline solid with a molecular weight of 137.18 g/mol. This chemical is commonly used as a pH indicator in chemistry experiments, with a color change from colorless to pink in the pH range of 6.8 to 8.2. It is also utilized as a reagent in organic synthesis and as a raw material in the production of pharmaceuticals and dyes. Additionally, 4-(Dimethylamino)phenol has potential applications in the fields of photography and hair dyes. However, it is important to handle this chemical with caution, as it can be harmful if ingested, inhaled, or absorbed through the skin, and it may cause irritation or sensitization upon contact. Therefore, appropriate safety precautions should be taken when working with this compound.

InChI:InChI=1/C8H11NO.C2H2O4/c1-9(2)7-3-5-8(10)6-4-7;3-1(4)2(5)6/h3-6,10H,1-2H3;(H,3,4)(H,5,6)

Upstream product

• 51-61-6 dopamine 
• 54737-34-7 4-(N,N-dimethylamino)phenoxyl radical 
• 7664-93-9 sulfuric acid 
• 100-04-9 p-dimethylaminobenzenediazonium chloride 
• 67-56-1 methanol 
• 123-30-8 4-amino-phenol 
• 102-32-9 3,4-dihydroxyphenylacetate 
• 1199-18-4 6-Hydroxydopamin 
• 138-65-8 Norepinephrine 
• 331-39-5 caffeic acid 
• 1953-54-4 indol-5-ol 
• 121-69-7 N,N-dimethyl-aniline 
• 75993-63-4 (4-Nitro-phenyl)-acetic acid 4-dimethylamino-phenyl ester 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 116104-16-6 tetra-N-methyl-4,4'-(3-oxa-pentanediyldioxy)-di-aniline 
• 10604-88-3 methyl-carbamic acid-(4-dimethylamino-phenyl ester) 
• 102081-56-1 N-[3-(4-dimethylamino-phenoxy)-propyl]-phthalimide 
• 20738-59-4 4-(dimethylamino)phenyl 4-methylbenzenesulfonate 
• 101710-55-8 4-dimethylcarbamoyloxy-tri-N-methyl-anilinium; iodide 
• 18959-07-4 3,5-dinitro-benzoic acid-(4-dimethylamino-phenyl ester) 
• 132525-45-2 2-Amino-benzoic acid 4-dimethylamino-phenyl ester 
• 54737-34-7 4-(N,N-dimethylamino)phenoxyl radical 
• 123-30-8 4-amino-phenol 
• 108-46-3 recorcinol 
• 123-31-9 hydroquinone 
• 1953-54-4 indol-5-ol 
• 56-69-9 5-hydroxytryptophan 
• 120-80-9 benzene-1,2-diol 

Relevant articles and documents

Energetics of an n → π* interaction that impacts protein structure

(Figure Presented) The trans/cis ratio of the amide bond in N-formylproline phenylesters correlates with electron withdrawal by a para substituent. The slope of the Hammett plot (ρ = 0.26) is indicative of a substantial effect. This effect arises from a favorable n → π* interaction between the amide oxygen and ester carbonyl. In a polypeptide chain, an analogous interaction can stabilize the conformation of trans peptide bonds, α-helices, and polyproline type-II helices.

Optimizing the crystallization process of conjugated polymer photocatalysts to promote electron transfer and molecular oxygen activation

Photocatalytic reactive oxygen species (ROS)-induced reactions provide an appealing method to solve the environmental and energy issues, whereas the current oxidation reaction generally suffered from low efficiency and poor selectivity due to uncontrollable O2 activation process. In view of the existence of competitive electron and energy transfer pathway, we propose that highly efficient superoxide radical anion (·O2?) generation can be achieved by optimizing the order degree of the photocatalyst. Herein, by taking carbon nitride polymer as an example, we optimized the crystallization process of carbon nitride polymer by selecting precursors of different polymerization degrees with a molten salt method. Benefiting from the high crystallinity, extended π-conjugated system and strong van der-Waals interactions between interlayers, the modified carbon nitride polymer exhibited accelerated charge transport and enhancement in electron induced molecular oxygen activation reactions under visible light. Consequently, the CCN-P exhibits about 1.5 times higher conversion rate in hydroxylation of phenylboronic acid and over 6-fold faster degradation rate in Rh B organic pollutants photodegradation with respect to pristine carbon nitride. This study provides an in-depth understanding on the optimization of the O2 activation process and the design of advanced photocatalysts.

Heterogeneous Palladium–Chitosan–CNT Core–Shell Nanohybrid Composite for Ipso-hydroxylation of Arylboronic Acids

Abstract: A novel palladium-nanohybrid (Pd–Chitosan–CNT) catalytic composite has been developed using CNT–chitosan nanocomposite and palladium nitrate. The prepared catalytic platform displays excellent catalytic reactivity for the ipso-hydroxylation of various arylboronic acids with a mild oxidant aqueous H2O2 at room temperature, affording the corresponding phenols in excellent yields. Significantly, the easy recovery and reusability by simple manipulation demonstrate the green credentials of this catalytic platform. Graphical Abstract: [Figure not available: see fulltext.]