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Home > Encyclopedia > 4-(Diethylamino)-2-hydroxybenzaldehyde

4-(Diethylamino)-2-hydroxybenzaldehyde

4-(Diethylamino)-2-hydroxybenzaldehyde structure

4-(Diethylamino)-2-hydroxybenzaldehyde 

structure
  • CAS No:

    17754-90-4

  • Formula:

    C11H15NO2

  • Chemical Name:

    4-(Diethylamino)-2-hydroxybenzaldehyde

  • Synonyms:

    Benzaldehyde,4-(diethylamino)-2-hydroxy-;Salicylaldehyde,4-(diethylamino)-;4-(Diethylamino)-2-hydroxybenzaldehyde;4-(Diethylamino)salicylaldehyde;p-(Diethylamino)salicylaldehyde;4-(N,N-Diethylamino)-2-hydroxybenzaldehyde;4-(N,N-Diethylamino)salicylic aldehyde;4-(N,N-Diethylamino)salicylaldehyde;1436710-40-5

  • Categories:

    Chemical Reagents  >  Organic Reagents

4-(Diethylamino)-2-hydroxybenzaldehyde Basic Attributes

193.24200

193.24

241-745-3

OU5NFU4681

DTXSID5022271

2922509090

Characteristics

40.54000

2.4

Grayish red powder

1.133 g/cm3

227-228 °C

328.3ºC at 760 mmHg

152.3ºC

1.601

Store in a cool, dry place. Store in a tightly closed container.

0.0001mmHg at 25°C

Safety Information

NONH for all modes of transport

2

R36/37/38

S26-S37/39

CU5615150

Xi

Stable under normal temperatures and pressures.

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (84.21%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 57 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

4-(diethylamino)-2-hydroxybenzaldehyde

4-(Diethylamino)-2-hydroxybenzaldehyde Use and Manufacturing

Methods of Manufacturing

Phosphorous oxychloride (POCl3) (2.75 ml, 0.03 mol) was slowly added to N, N dimethyl formamide (DMF) (3.65 mL, 0.05 mol) at 5–10 °C under constant stirring. To this cooled reagent 3-(N, N-diethyl amino) phenol (0.01 mmol) in DMF(6 mL) was added slowly under constant stirring and the resulting mixture was heated at 75 °C for 4 h. The reaction mixture was cooled to room temperature and then poured into ice cold water (60 mL). The reaction mass was neutralized with sodium carbonate, brown colored solid separated out.The solid product was filtered and washed with cold water, dried and crystallised from ethanol to obtain the pure product 2, Yield =80 percent, m.p. 62 °C (lit. 62 °C)Under the protection of nitrogen, palladium acetate (3.4 mg, 0 . 015 mmol, 5 mol percent) and sodium hydride (60percent in oil, 18 mg, 0.45 mmol, 1.5 equiv) suspension for DMA (1.0 ml), 25 °C stirring 5 minutes, the compound is added 21 (0.3 mmol) in DMA (0.5 ml) solution, then in 50 °C reaction 5 hours, adding ice water stopped reaction, dilute hydrochloric acid for adjusting the pH value to 3.5, extracted with ethyl acetate, the combined extract, sulfate to dry, dry [...], column chromatography purification, to obtain the product 22, yield 95percent.

Uses

Usually used in the synthesis of Schiff-base ligand by monocondensation with diaminomaleonitrile.

Benzaldehyde, 4-(diethylamino)-2-hydroxy-: ACTIVE

Computed Properties

Molecular Weight:193.24
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:193.110278721
Monoisotopic Mass:193.110278721
Topological Polar Surface Area:40.5
Heavy Atom Count:14
Complexity:180
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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