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Cas Database

Name	o-Phthalaldehyde	EINECS	211-402-2
CAS No.	643-79-8	Density	1.189 g/cm³
PSA	34.14000	LogP	1.31160
Solubility	Soluble in water	Melting Point	55-58 °C(lit.)
Formula	C₈H₆O₂	Boiling Point	266.1 °C at 760 mmHg
Molecular Weight	134.134	Flash Point	98.5 °C
Transport Information	UN2923 8/PG 2	Appearance	Light yellow powder
Safety	26-28-36-45-36/37/39-61-37/39	Risk Codes	36/37/38-43-34-25-50
Molecular Structure		Hazard Symbols	T, Xi, N
Synonyms	1,2-Benzenedicarboxaldehyde;Phthalic dialdehyde;Phtalaldehydes [French];Phthalic aldehyde;o-Phthaldialdehyde;Phthalyldicarboxaldehyde;Benzene-1,2-dicarboxaldehyde;2-Phthalaldehyde;o-Phthaladlehyde;Phthalic dicarboxaldehyde;	Article Data	144

o-Phthalaldehyde Synthetic route

: 612-14-6
phthalyl alcohol

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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%

: 59868-79-0
1,3-dihydroisobenzofuran-1-ol

: 524-38-9
N-hydroxyphthalimide

: 10102-43-9
nitrogen(II) oxide

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

Conditions	Yield
In acetonitrile	95%

: 496-14-0
1,3-dihydroisobenzofuran

: 524-38-9
N-hydroxyphthalimide

: 10102-43-9
nitrogen(II) oxide

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

Conditions	Yield
In acetonitrile	94%

: 1313208-32-0
C11H13NOS2

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

Conditions	Yield
With copper(II) choride dihydrate; water In acetonitrile at 75℃; for 1h;	92%

: 13209-15-9
1,2-bis(dibromomethyl)benzene

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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

: 612-14-6
phthalyl alcohol

A: 55479-94-2
2-(hydroxymethyl)benzaldehyde

B: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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%

: 6500-54-5
1,2-bis-diacetoxymethyl-benzene

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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%

: 88-95-9
Phthaloyl dichloride

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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;

: 91-13-4
α,α'-dibromo-o-xylene

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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

: 24388-70-3
1,3-dihydro-1,3-dimethoxybenzo[c]furan

: 643-79-8
o-phthalic dicarboxaldehyde

Conditions

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.

o-Phthalaldehyde Chemical Properties

Molecular Structure:

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.

o-Phthalaldehyde Uses

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.

o-Phthalaldehyde Production

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.

o-Phthalaldehyde Toxicity Data With Reference

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.

o-Phthalaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

o-Phthalaldehyde Safety Profile

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

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