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4-(Dimethylamino)phenol

4-(Dimethylamino)phenol structure

CAS No:
619-60-3
Formula:
C8H11NO
Chemical Name:
4-(Dimethylamino)phenol
Synonyms:
Phenol,4-(dimethylamino)-;Phenol,p-(dimethylamino)-;4-(Dimethylamino)phenol;p-(Dimethylamino)phenol;p-Hydroxy-N,N-dimethylaniline;N,N-Dimethyl-4-aminophenol;N,N-Dimethyl-p-hydroxyaniline
Categories:
Organic Chemistry > Amides

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Description

4-dimethylaminophenol is a tertiary amino compound and a dialkylarylamine.

4-(Dimethylamino)phenol Basic Attributes

Molecular Weight：

137.18

Exact Mass：

137.18

EC Number：

210-604-8

UNII：

X387L5559O

DSSTox ID：

DTXSID70210932

ATC Code：

V - Various

HScode：

2922299090

Characteristics

PSA：

23.5

XLogP3：

2.1

Density：

1.1±0.1 g/cm3

Melting Point：

77 °C

Boiling Point：

260°C at 760 mmHg

Flash Point：

135.6±21.3 °C

Refractive Index：

1.590

Safety Information

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 7 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents counteracting or neutralizing the action of POISONS. (See all compounds classified as Antidotes.)

MeSH Entry Terms：

4-(dimethylamino)phenol

4-(Dimethylamino)phenol Use and Manufacturing

1.4 g (0.01 mol) of 4-dimethylaminophenol, And 1.2 g (0.012 mol) of triethylamine, Was dissolved in 10 ml of methylene chloride, 1.0 g (0.013 mol) of acetyl chloride was added dropwise under cooling with ice.After the dropwise addition, the mixture was stirred for 1 hour, A 5percent potassium carbonate aqueous solution was added, and the methylene chloride layer was separated and recovered with a separating funnel.The recovered methylene chloride layer was concentrated with a rotory evaporator, Purified by basic alumina gel column chromatography, 4-AOMN (16 g, yield 89percent) was obtained.In this example, a solution including 54.65 g (0.5 mol) of 4-aminophenol in 600 mL of methanol was added to 90 g (3.0 mol) of formaldehyde at room temperature. The solution was cooled to -5° C. using a salted ice bath. The solution was then slowly added, portion wise, to 113.5 g (3.0 mol) of sodium borohydride to form a mixture. After the completion of the addition of sodium borohydride, the mixture was stirred at room temperature for 24 hours. Then, the reaction was quenched via the addition of ice-water and organic material was extracted with chloroform (3 times, 100 mL each). As noted, the extraction was performed 3 times, and the organic material was combined to form an organic layer. The organic layer was dried over sodium sulfate. The sodium sulfate was removed by filtration and the solvent was evaporated in a vacuum. The residue was further purified by flash chromatography, providing 56.3 g of the final product of 4-dimethylaminophenol (82percent yield).Synthesis of tris(4-(dimethylamino)phenyl) phosphite (TDAPP), a palladium-binding ligand Step 1 : Preparation of

Computed Properties

Molecular Weight:137.18
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:137.084063974
Monoisotopic Mass:137.084063974
Topological Polar Surface Area:23.5
Heavy Atom Count:10
Complexity:95.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes