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| CAS No.: | 643-79-8 |
|---|---|
| Name: | o-Phthalaldehyde |
| Molecular Structure: | |
|
|
|
| Formula: | C8H6O2 |
| Molecular Weight: | 134.134 |
| Synonyms: | 1,2-Benzenedicarboxaldehyde;Phthalic dialdehyde;Phtalaldehydes [French];Phthalic aldehyde;o-Phthaldialdehyde;Phthalyldicarboxaldehyde;Benzene-1,2-dicarboxaldehyde;2-Phthalaldehyde;o-Phthaladlehyde;Phthalic dicarboxaldehyde; |
| EINECS: | 211-402-2 |
| Density: | 1.189 g/cm3 |
| Melting Point: | 55-58 °C(lit.) |
| Boiling Point: | 266.1 °C at 760 mmHg |
| Flash Point: | 98.5 °C |
| Solubility: | Soluble in water |
| Appearance: | Light yellow powder |
| Hazard Symbols: |
 T,  Xi,  N
|
| Risk Codes: | 36/37/38-43-34-25-50 |
| Safety: | 26-28-36-45-36/37/39-61-37/39 |
| Transport Information: | UN2923 8/PG 2 |
| PSA: | 34.14000 |
| LogP: | 1.31160 |
| Conditions | Yield |
|---|---|
| With bis(pyridine)silver(I) permanganate In benzene for 1h; | 95% |
| With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 2h; Milling; | 86% |
| With tetrakis(pyridine)silver dichromate In benzene for 2h; Heating; | 85% |
1,3-dihydroisobenzofuran-1-ol
N-hydroxyphthalimide
nitrogen(II) oxide
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| In acetonitrile | 95% |
1,3-dihydroisobenzofuran
N-hydroxyphthalimide
nitrogen(II) oxide
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| In acetonitrile | 94% |
C11H13NOS2
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| With copper(II) choride dihydrate; water In acetonitrile at 75℃; for 1h; | 92% |
1,2-bis(dibromomethyl)benzene
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: 1,2-bis(dibromomethyl)benzene With sulfuric acid Stage #2: With water; sodium hydrogencarbonate Product distribution / selectivity; | 91% |
| With sulfuric acid Product distribution / selectivity; | 79% |
| With sulfuric acid |
phthalyl alcohol
A
2-(hydroxymethyl)benzaldehyde
B
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Product distribution; Heating; effect of various chromium(VI) based oxidants; | A 10% B 90% |
| With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Heating; | A 10% B 90% |
| 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 76% B 7% |
| Conditions | Yield |
|---|---|
| With ethanol at 50 - 60℃; for 0.0833333h; | 90% |
| With poly(4-vinylpyridinium) hydrogen sulfate solid acid In methanol at 20℃; for 0.25h; Irradiation; | 86% |
| With N-sulfonic acid poly(4-vinylpyridinium) chloride In methanol at 20℃; for 0.583333h; | 82% |
| Conditions | Yield |
|---|---|
| With 1 Product distribution; further reagent; | 89% |
| With pentacoordinated hydrogenosilane 3 further reagent; | 89% |
| With Cp2M(CO)H (M= Nb or Ta) In diethyl ether Yield given; | |
| With thexyl-s-butoxyborane In tetrahydrofuran at 25℃; for 120h; Yield given; |
| Conditions | Yield |
|---|---|
| With bis-{4-methoxy-phenyl}-selenoxyde; sodium hydrogencarbonate In acetonitrile at 75℃; for 5h; | 84% |
| With air; sodium phenyltelluride 1.) THF, ethanol, reflux, 2 h, 2.) THF, ethanol, 25 deg C; Yield given. Multistep reaction; | |
| Multi-step reaction with 2 steps 1: eosin y; oxygen / dimethyl sulfoxide / 12 h / 25 °C / Irradiation 2: eosin y / dimethyl sulfoxide / 24 h / 80 °C / Irradiation View Scheme |
1,3-dihydro-1,3-dimethoxybenzo[c]furan
o-phthalic dicarboxaldehyde
| Conditions | Yield |
|---|---|
| With hydrogenchloride In tetrachloromethane; water Reflux; | 81% |
| With sulfuric acid; water under 112.511 Torr; for 4h; pH=2.0; Purification / work up; | 61.5% |
| With water; benzene-1,2-dicarboxylic acid at 20℃; for 48h; | 95 % Chromat. |
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Molecular Structure:
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Molecular Formula: C8H6O2
Molecular Weight: 134.132
IUPAC Name: Phthalaldehyde
Synonyms of Phthalaldehyde (CAS NO.643-79-8): 4-07-00-02138 (Beilstein Handbook Reference) ; BRN 0878317 ; EINECS 211-402-2 ; NSC 13394 ; Phtalaldehydes ; Phtalaldehydes [French] ; Phthalic aldehyde ; Phthalic dialdehyde ; Phthalyldicarboxaldehyde ; UNII-4P8QP9768A ; o-Phthalaldehyde ; o-Phthaldialdehyde ; 1,2-Benzenedicarboxaldehyde
CAS NO: 643-79-8
Classification Code: Anti-Infective Agents ; Disinfectants ; Enzyme inhibitors ; Indicators and reagents
Melting point: 55-58 °C
Polar Surface Area: 34.14 Å2
Index of Refraction: 1.622
Molar Refractivity: 39.75 cm3
Molar Volume: 112.7 cm3
Surface Tension: 48.3 dyne/cm
Density: 1.189 g/cm3
Flash Point: 98.5 °C
Enthalpy of Vaporization: 50.41 kJ/mol
Boiling Point: 266.1 °C at 760 mmHg
Vapour Pressure: 0.0088 mmHg at 25°C
Form: powder
Color: yellow
Water: Solubility soluble
Sensitive: Air Sensitive
Merck: 7368
BRN: 878317
Stability: Stable. Air sensitive. Incompatible with strong oxidizing agents, strong bases.
Phthalaldehyde (CAS NO.643-79-8) is pharmaceutical intermediate, and it is used in pharmaceutical inspection. It is mainly used in medicine, dyestuff, etc. It is commonly used as a high-level disinfectant for medical instruments.
There are two synthesis method of Phthalaldehyde (CAS NO.643-79-8): the first described in 1887 when it was prepared from α,α,α',α’-tetrachloro-ortho-xylene. And the second that hydrolysis of the related tetrabromoxylene using potassium oxalate, followed by purification by steam distillation.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LDLo | unreported | 7mg/kg (7mg/kg) | Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 246, Pg. 851, 1958. |
Reported in EPA TSCA Inventory.
Poison by an unspecified route. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Hazard Codes of Phthalaldehyde (CAS NO.643-79-8): 
Xi,
T,
N
Risk Statements: 36/37/38-43-34-25-50
36/37/38: Irritating to eyes, respiratory system and skin
43: May cause sensitization by skin contact
34: Causes burns
25: Toxic if swallowed
50: Very Toxic to aquatic organisms
Safety Statements: 26-28-36-45-36/37/39-61-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
61: Avoid release to the environment. Refer to special instructions safety data sheet
37/39: Wear suitable gloves and eye/face protection
RIDADR: UN2923 8/PG 2
WGK Germany: 3
RTECS: TH6950000
F: 1-8-10: Sensitive to air and humidity. Photosensitive. Keep under argon.
Hazard Note: Irritant/Air Sensitive
HS Code: 29122900
