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Chemical Structure| 643-79-8 Chemical Structure| 643-79-8
Chemical Structure| 643-79-8

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Product Details of Phthalaldehyde

CAS No. :643-79-8
Formula : C8H6O2
M.W : 134.13
SMILES Code : O=CC1=CC=CC=C1C=O
MDL No. :MFCD00003335
InChI Key :ZWLUXSQADUDCSB-UHFFFAOYSA-N
Pubchem ID :4807

Safety of Phthalaldehyde

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H314-H317-H335-H410
Precautionary Statements:P260-P264-P270-P271-P272-P273-P280-P301+P310+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P333+P313-P362+P364-P391-P403+P233-P405-P501
Class:8(6.1)
UN#:2923
Packing Group:

Application In Synthesis of Phthalaldehyde

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 643-79-8 ]

[ 643-79-8 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 613-73-0 ]
  • [ 643-79-8 ]
  • [ 98366-43-9 ]
  • [ 93657-18-2 ]
  • 2
  • [ 643-79-8 ]
  • [ 5234-26-4 ]
  • [ 60025-28-7 ]
  • 3
  • [ 22838-46-6 ]
  • [ 643-79-8 ]
  • [ 1174169-23-3 ]
YieldReaction ConditionsOperation in experiment
83% In dichloromethane; for 2h;Reflux; Acidic conditions; Step D: 3-Amino-3-phenyl-propionic acid methyl ester hydrochloride (1.3 mmol, 1 eq), benzene-1 ,2-dicarbaldehyde (0.8 eq) and glacial acid (15 eq) are dissolved in dichloromethane and refluxed for 2 h (J. Chem. Soc, Chem Commun 1985, 1183). The mixture is concentrated in vacuo and partitioned between dichloromethane and water. The organic phase is dried over Na2SO4, filtered and concentrated in vacuo. 3-(1-Oxo-1 ,3-dihydro-isoindole-2-yl)-3- phenyl-propionic acid methyl ester is obtained as a brown solid (83 % yield); ES-MS (MH+) = 296.2; 1H-NMR (DMSO-d6, 400 MHz): delta [ppm] 7.73-7.30 (m, <n="45"/>9H)1 5.82-5.78 (m, 1 H) 4.54 (d, 1 H, 17.4Hz), 4.14 (d, 1 H, 17.4Hz), 3.57 (s, 3H), 3.31-3.28 (m, 2H).
  • 4
  • [ 636-58-8 ]
  • [ 643-79-8 ]
  • [ 1282511-37-8 ]
  • 5
  • [ 102735-53-5 ]
  • [ 643-79-8 ]
  • [ 1407232-78-3 ]
  • 6
  • [ 102735-53-5 ]
  • [ 643-79-8 ]
  • [ 1407232-79-4 ]
YieldReaction ConditionsOperation in experiment
30% In acetonitrile; for 18h;Reflux; Inert atmosphere; Example 10(S)-3-Cyclopropyl-N-[1-(2-methoxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionamideA solution of benzene-1,2-dicarbaldehyde (340 mg, 2.55 mmol) and (S)-2-amino-3-cyclopropyl-propionic acid (300 mg, 2.32 mmol) in acetonitrile (15 mL) was heated to reflux for 18 h.The solution was cooled, concentrated and the residue redissolved in methylene chloride (50 mL).The solution was extracted with a saturated sodium bicarbonate solution.The layers were separated and the aqueous phase was acidified (pH=2) with hydrochloric acid (3N), extracted with methylene chloride (2*50 mL).The organic phases were combined, dried over magnesium sulfate, filtered and evaporated to give (S)-3-cyclopropyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic (170 mg, 30percent) as a yellow solid: LR-ES(+) m/e calcd for C14H15NO3 [M+H]+ 246.29, observed 246.2; 1H NMR (DMSO-d6) delta7.24-7.94 (m, 4H), 4.83 (dd, J=10.6, 4.8 Hz, 1H), 4.54 (s, 2H), 3.16 (d, J=3.6 Hz, 1H), 1.90-2.16 (m, 1H), 1.54-1.79 (m, 1H), 0.65 (dd, J=7.8, 5.4 Hz, 1H), 0.29-0.48 (m, 2H), -0.01-0.19 (m, 2H).
  • 7
  • [ 643-79-8 ]
  • [ 479-79-8 ]
  • 8
  • [ 7677-24-9 ]
  • [ 36340-61-1 ]
  • [ 643-79-8 ]
  • [ 1575389-16-0 ]
YieldReaction ConditionsOperation in experiment
65% In acetonitrile; for 12.0h;Reflux; General procedure: A mixture of a 2-aminopyridine (1 mmol), phthalaldehyde (2) (1 mmol), and TMSCN (3)(1 mmol) in CH3CN (10 mL) was refluxed for the appropriate amount of time.After completion of the reaction, as indicated by TLC (EtOAc/n-hexane, 4:1), themixture was filtered and the residue purified by washing with n-hexane(5 mL), and then crystallized from EtOH or CH3CN to give pure crystallineproducts 4a-i.
  • 9
  • [ 32249-35-7 ]
  • [ 643-79-8 ]
  • 3-(1-cyclopropyl-3-methoxy-1,3-dioxopropan-2-yl)-1,3-dihydro-2-benzofuran-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; In tetrahydrofuran;Schlenk technique; Reflux; General procedure: A Schlenk tube was charged with dialdehyde 1 (0.100 mmol), [Cp*RhCl2]2 (2.0 μmol, 2 mol % dimer, 4 mol % Rh), Cu(OAc)2 (0.150 mmol), and then THF (1.0 mL) and 1,3-dicarbonyl compound 8 (0.200 mmol) were added. The mixture was heated at reflux under air. The reaction mixture was filtered through a plug of Florisil washing with hexane-AcOEt, and the filtrate was concentrated. The residue was purified by preparative TLC on silica gel to afford the following compounds.
  • 10
  • [ 3081-61-6 ]
  • [ 937-00-8 ]
  • [ 643-79-8 ]
  • C22H21F3N2O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; water; at 20℃; for 0.0166667h; An aqueous solution of <strong>[3081-61-6]theanine</strong> was added to 50 mM sodium borate buffer solution (50 muL)(1 mM, 50 muL), ethanol solution of fluorinated thiol (100 mM, 50 muL)And ethanol solution of ortho-phthalaldehyde (OPA) (100 mM, 25 muL)And the mixture was reacted at room temperature for 1 minute.
  • 11
  • [ 7292-74-2 ]
  • [ 643-79-8 ]
  • C16H12FNO3 [ No CAS ]
  • 12
  • [ 16313-65-8 ]
  • [ 643-79-8 ]
  • 3-nitroisoindolo[2,1-a]quinazolin-5(11H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With hydrogenchloride; In methanol; at 20℃; for 24h; General procedure: A mixture ofanthranilamide (340 mg, 2.50 mmol), and o-phthalaldehyde(334.9 mg, 2.50 mmol) were taken in100 mL round bottom flask. Then to this reactionmixture, 30 mL MeOH and 2(N) HCl (10 mL) wereadded. This reaction mixture was stirred at roomtemperature for 24 h. Then, the precipitate appearedwas collected by filtration and washed with water toget 3aHCl (411 mg, 70%).
  • 13
  • [ 23069-99-0 ]
  • [ 643-79-8 ]
  • [ 34493-83-9 ]
 

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