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m-Phthalaldehyde

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Name

m-Phthalaldehyde

EINECS 210-935-8
CAS No. 626-19-7 Density 1.189 g/cm3
PSA 34.14000 LogP 1.31160
Solubility Slightly soluble in water. Melting Point 87-88 °C(lit.)
Formula C8H6O2 Boiling Point 255.3 °C at 760 mmHg
Molecular Weight 134.134 Flash Point 94.1 °C
Transport Information N/A Appearance colourless or light yellow crystals
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 626-19-7 (m-Phthalaldehyde) Hazard Symbols N/A
Synonyms

Isophthalaldehyde(6CI,7CI,8CI);1,3-Benzenedialdehyde;1,3-Diformylbenzene;3-Formylbenzaldehyde;Benzene-1,3-dicarbaldehyde;Isophthaldehyde;Isophthaldialdehyde;NSC 5092;m-Benzenedialdehyde;m-Benzenedicarbaldehyde;m-Benzenedicarboxaldehyde;m-Diformylbenzene;m-Formylbenzaldehyde;

Article Data 82

m-Phthalaldehyde Synthetic route

626-18-6

1,3-dimethanol benzene

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With manganese(IV) oxide; molecular sieve In hexane for 3h; Heating;98%
With manganese(II) nitrate; C70H128N16O4; oxygen; copper(II) nitrate In acetic acid at 20℃; for 4h; Mechanism;90%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl In ethyl acetate; toluene at 0℃;83%
167862-23-9

1,3-bis-diacetoxymethyl-benzene

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With ethanol at 50 - 60℃; for 0.0833333h;95%
With rice husk supported FeCl3 nanoparticles In ethanol at 70℃; for 0.583333h;90%
With N-sulfonic acid poly(4-vinylpyridinium) chloride In methanol at 20℃; for 0.583333h;87%
108-38-3

m-xylene

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 85℃; for 4h; Reagent/catalyst; Temperature;94%
With C15H11ClN4SZn; p-benzoquinone In tert-butyl alcohol for 8h; Reagent/catalyst;72%
With tert.-butylhydroperoxide; C29H25Cl2N4Ru(1+)*F6P(1-) In acetonitrile at 60℃; for 3h; Schlenk technique; Inert atmosphere;62%
626-18-6

1,3-dimethanol benzene

A

626-19-7

Isophthalaldehyde

B

52010-98-7

3-(hydroxymethyl)benzaldehyde

Conditions
ConditionsYield
With oxygen; potassium carbonate; palladium diacetate In N,N-dimethyl acetamide at 100℃; under 760.051 Torr; for 12h;A 93%
B 3%
With cucurbit[8]uril; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water for 0.0833333h; Catalytic behavior; Reagent/catalyst; Temperature; Reflux;A 41%
B 43%
With manganese(IV) oxide In tetrahydrofuran at 45℃; Rate constant; k2/k1;
626-15-3

1,3-bis-(bromomethyl)benzene

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With bis-{4-methoxy-phenyl}-selenoxyde; sodium hydrogencarbonate In acetonitrile at 75℃; for 5h;90%
Stage #1: 1,3-bis-(bromomethyl)benzene With 2-nitropropane; sodium methylate In methanol; ethyl acetate at 30℃; for 6h;
Stage #2: With water In methanol; ethyl acetate
25.8%
With hydrogenchloride; hexamethylenetetramine; acetic acid
Multi-step reaction with 2 steps
2: aqueous NaOH
View Scheme

1-{3-[1-Hydroxy-2-methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-phenyl}-2-methylsulfanyl-2-(toluene-4-sulfonyl)-ethanol

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol for 1.5h; Ambient temperature;90%
99-63-8

benzene-1,3-dicarbonyl dichloride

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With pentacoordinated hydrogenosilane 189%
With sodium tris(tert-butoxo)aluminium hydride In tetrahydrofuran; diethylene glycol dimethyl ether at -78℃; for 3h;88%
With lithium tri-t-butoxyaluminum hydride
Multi-step reaction with 2 steps
1: triethylsilane; triethylamine / tetrahydrofuran / 1 h / 20 °C
2: triethylsilane / tetrahydrofuran / 1 h
View Scheme

C32H54O2S2

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With triethylsilane In tetrahydrofuran for 1h; Reagent/catalyst; Fukuyama Reduction;89%
108-36-1

1,3-dibromobenzene

68-12-2, 33513-42-7

N,N-dimethyl-formamide

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
Stage #1: 1,3-dibromobenzene With tert.-butyl lithium In pentane at -78℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: N,N-dimethyl-formamide In pentane at -78 - 20℃; Inert atmosphere; Schlenk technique;
88%

C15H16O9

626-19-7

Isophthalaldehyde

Conditions
ConditionsYield
With sulfonated rice husk ash In acetonitrile at 60℃; for 0.166667h;87%

m-Phthalaldehyde Chemical Properties

Molecular Structure of Isophthalaldehyde (CAS NO.626-19-7):

IUPAC Name: benzene-1,3-dicarbaldehyde
Molecular formula: C8H6O2
Molecular Weight: 134.13
EINECS: 210-935-8
Melting point: 87-88 °C(lit.)
Boiling Point: 255.3 °C at 760 mmHg
Flash Point: 94.1 °C
Index of Refraction: 1.622
Molar Refractivity: 39.75 cm3
Molar Volume: 112.7 cm
Polarizability: 15.76 10-24 cm3
Surface Tension: 48.3 dyne/cm 
Density: 1.189 g/cm
Enthalpy of Vaporization: 49.28 kJ/mol 
Vapour Pressure: 0.0164 mmHg at 25°C
Sensitive: Air Sensitive
BRN: 1561038
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Appearance: colourless or light yellow crystals

m-Phthalaldehyde Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07922,
mouse LDLo unreported 696mg/kg (696mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 246, Pg. 851, 1958.

m-Phthalaldehyde Safety Profile

Poison by intravenous route. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.
The Safety Statements information of Isophthalaldehyde (CAS NO.626-19-7):
22:  Do not breathe dust 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 3
RTECS: NT1981000
HS Code: 29122900

m-Phthalaldehyde Specification

 Isophthalaldehyde , with CAS number of 626-19-7, can be called 1,3-Benzenedicarboxaldehyde (9CI) ; 1,3-benzenedicarboxaldehyde ; Benzol-1,3-dicarbaldehyd . It is a colourless or light yellow crystal. Isophthalaldehyde (CAS NO.626-19-7) is used for pharmaceutical intermediates, fluorescent brighteners, etc.

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