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2,3-Dimethoxybenzaldehyde
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Name

2,3-Dimethoxybenzaldehyde

 EINECS 201-677-7
CAS No. 86-51-1 Density 1.114 g/cm3
PSA 35.53000 LogP 1.51630
Solubility N/A Melting Point 48-52 °C(lit.)
Formula C9H10O3 Boiling Point 266.7 °C at 760 mmHg
Molecular Weight 166.177 Flash Point 105.8 °C
Transport Information N/A Appearance white to brown crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 86-51-1 (2,3-Dimethoxybenzaldehyde) Hazard Symbols IrritantXi
Synonyms

o-Veratraldehyde(6CI,7CI,8CI);Benzaldehyde,2,3-dimethoxy-;5,6-Dimethoxybenzaldehyde;NSC403661;NSC 51953;NSC 6314;

Article Data 79

2,3-Dimethoxybenzaldehyde Synthetic route

5653-67-8

2,3-dimethoxybenzyl alcohol

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate In acetonitrile for 1.4h; Heating;99%
With benzyltriphenylphosphonium dichromate In acetonitrile for 0.333333h; Oxidation; Heating;98%
With benzyltriphenylphosphonium chlorochromate In dichloromethane for 0.0333333h; Oxidation; microwave irradiation;98%
148-53-8

3-methoxy-2-hydroxybenzaldehyde

74-88-4

methyl iodide

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 42h;99%
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
Stage #1: 3-methoxy-2-hydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃;
148-53-8

3-methoxy-2-hydroxybenzaldehyde

77-78-1

dimethyl sulfate

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In benzene98.7%
With potassium carbonate In methanol for 2.5h; Heating;93%
With potassium carbonate In benzene for 26h; Heating;89%
50-00-0

formaldehyd

91-16-7

1,2-dimethoxybenzene

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 6h;94.4%

1-(bis-ethylsulfanyl-methyl)-2,3-dimethoxy-benzene

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In dichloromethane; water at 20℃; for 0.166667h;90%
24677-78-9

2,3-dihydroxybenzaldehyde

77-78-1

dimethyl sulfate

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2,3-dihydroxybenzaldehyde With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: dimethyl sulfate In acetone at 20℃; for 5h;		89%
With sodium hydroxide In water for 1h; Heating;68%
15226-74-1, 61091-28-9, 61117-58-6

dicobalt octacarbonyl

213479-69-7

2,3-dimethoxyphenyl triflate

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 25℃; for 16h; Schlenk technique; Inert atmosphere;83%
With triethylsilane; potassium acetate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 50℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve;72%
64-18-6

formic acid

25245-33-4

1-iodo-2,3-dimethoxybenzene

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 4h; Sealed tube;82%
121336-26-3

1,2-Dimethoxy-3-phenethyloxymethyl-benzene

A

60-12-8

2-phenylethanol

B

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 12.5h;A 75%
B 73%
24677-78-9

2,3-dihydroxybenzaldehyde

74-88-4

methyl iodide

86-51-1

2,3-dimethyoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;73%

2,3-Dimethoxybenzaldehyde Chemical Properties

Structure of 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1):

IUPAC Name: 2,3-Dimethoxybenzaldehyde
Molecular Formula: C9H10O3
Molar mass: 166.1739 g/mol
Density: 1.114 g/cm3        
Melting Point: 48-52 °C(lit.)
Flash Point: 105.8 °C
Boiling Point: 266.7 °C at 760 mmHg     
Sensitive: air sensitive    
Index of Refraction: 1.534
Molar Refractivity: 46.36 cm3
Molar Volume: 149.1 cm3
Surface Tension: 36.1 dyne/cm
Vapour Pressure: 0.00849 mmHg at 25 °C 
XLogP3: 1.1
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 166.062994
MonoIsotopic Mass: 166.062994
Topological Polar Surface Area: 35.5
Heavy Atom Count: 12 
Canonical SMILES: COC1=CC=CC(=C1OC)C=O
InChI: InChI=1S/C9H10O3/c1-11-8-5-3-4-7(6-10)9(8)12-2/h3-6H,1-2H3
InChIKey: JIVGSHFYXPRRSZ-UHFFFAOYSA-N
EINECS: 201-677-7
Product Categories: Aromatic Aldehydes & Derivatives (substituted); BenzaldehydeDerivative; Benzaldehyde; Aldehydes; C9; Carbonyl Compounds

2,3-Dimethoxybenzaldehyde Uses

 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) can be used as the materials for the organic synthesis intermediates. It also can be used in pharmaceutical industry for the synthesis of berberine and others.

2,3-Dimethoxybenzaldehyde Production

 2,3-Dimethoxybenzaldehyde has been derived from the reaction 2- methoxy-3-hydroxybenzaldehyde (o-vanillin) with dimethyl sulfate .

2,3-Dimethoxybenzaldehyde Toxicity Data With Reference

1.    

orl-rat TDLo:7.3 mg/kg

     BIPBU*    Biological & pharmaceutical bulletin. 24 (2001),1277.

2,3-Dimethoxybenzaldehyde Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: CU5732000
Hazard Note: Irritant
HS Code: 29124900
A poison by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

2,3-Dimethoxybenzaldehyde Specification

 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) is also named as AI3-00141 ; NSC 403661 ; Benzaldehyde, 2,3-dimethoxy- (9CI) ; o-Veratraldehyde (8CI) . 2,3-Dimethoxybenzaldehyde (CAS NO.86-51-1) is white to brown crystalline powder.

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