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93-02-7

Basic Information
CAS No.: 93-02-7
Name: 2,5-Dimethoxybenzaldehyde
Article Data: 109
Molecular Structure:
Molecular Structure of 93-02-7 (2,5-Dimethoxybenzaldehyde)
Formula: C9H10O3
Molecular Weight: 166.177
Synonyms: NSC 6315;Benzaldehyde, 2,5-dimethoxy-;
EINECS: 202-211-5
Density: 1.114 g/cm3
Melting Point: 46-48 °C(lit.)
Boiling Point: 283.842 °C at 760 mmHg
Flash Point: 120.644 °C
Solubility: Soluble in chloroform and methanol. Slightly soluble in water.
Appearance: yellow crystalline solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-43
Safety: 26-36/37/39-24/25
PSA: 35.53000
LogP: 1.51630
Synthetic route
33524-31-1

2,5-dimethoxybenzyl alcohol

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium osmate(VI) dihydrate; potassium carbonate; potassium hexacyanoferrate(III) In water; acetonitrile at 60℃; for 0.75h; chemoselective reaction;100%
With air; potassium carbonate In toluene at 20℃; for 8h;99%
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate for 0.0166667h; Oxidation;96%
55669-73-3

1,1-diacetoxy-1-(2,5-dimethoxyphenyl)methane

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h;100%
With bismuth(III) chloride In chloroform for 0.166667h; deprotection; Heating;99%
With aluminium trichloride In acetonitrile for 0.05h; Deacetylation; Heating;99%
4885-02-3

Dichloromethyl methyl ether

150-78-7

1,4-dimethoxybezene

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃;100%
With titanium tetrachloride In dichloromethane at -5 - 20℃; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere;97.6%
With titanium tetrachloride In dichloromethane at 20℃; for 0.25h;
111-87-5

octanol

33524-31-1

2,5-dimethoxybenzyl alcohol

A

124-13-0

Octanal

B

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 16h;A 2%
B 99%
98-85-1, 13323-81-4

1-Phenylethanol

33524-31-1

2,5-dimethoxybenzyl alcohol

A

93-02-7

2,5-dimethoxybenzaldehyde

B

98-86-2

acetophenone

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 8h;A 99%
B 10%

2,5-dimethoxybenzaldehyde semicarbazone

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate at 20℃; for 0.0108333h;96%
121336-24-1

1,4-Dimethoxy-2-phenethyloxymethyl-benzene

A

60-12-8

2-phenylethanol

B

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 2.5h;A 95%
B 16%

(2,5-dimethoxy-benzyloxy)-trimethyl-silane

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 1.08333h; Heating;95%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In dichloromethane for 0.0583333h; microwave irradiation;80%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In acetonitrile for 0.5h; Heating;75%
With benzyltriphenylphosphonium chlorate; aluminium trichloride In acetonitrile for 8h; Heating;75%
With aluminium trichloride; benzyltriphenylphosphonium chlorochromate In acetonitrile for 0.5h; Heating;75%
67184-41-2, 34967-19-6

2,5‐dimethoxybenzaldoxime

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 2-iodoxybenzoic acid; β‐cyclodextrin In water; acetone at 20℃; for 12h;91%
With iodobenzene; β‐cyclodextrin; potassium bromide In water; acetone at 20℃; for 12h;90%
With N-Bromosuccinimide; β‐cyclodextrin In water; acetone at 20℃; for 0.333333h;80%
137709-38-7

2-(2,5-dimethoxyphenyl)-1,3-dithiane

93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 1h;90%
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    Quick Details CAS No.: 93-02-7 Other Names: 2,5-Dimethoxybenzaldehyde MF: C9H10O3 EINECS No.: 202-211-5 Place of Origin: China (Mainland) Type: Pharmaceutica

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Specification

The 2,5-Dimethoxybenzaldehyde, with the CAS registry number 93-02-7 and EINECS registry number 202-211-5, is a kind of yellow crystalline solid. It is sensitive to air, and belongs to the following product categories: Fine chemical & Intermediates; Building blocks; Benzaldehyde; Adehydes, Acetals & Ketones; Anisoles, Alkyloxy Compounds & Phenylacetates; Aldehydes; C9; Carbonyl Compounds. And the molecular formula of this chemical is C9H10O3.

The physical properties of 2,5-Dimethoxybenzaldehyde are as following: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.856; (4)ACD/LogD (pH 7.4): 1.856; (5)ACD/BCF (pH 5.5): 15.161; (6)ACD/BCF (pH 7.4): 15.161; (7)ACD/KOC (pH 5.5): 243.662; (8)ACD/KOC (pH 7.4): 243.662; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 46.363 cm3; (15)Molar Volume: 149.104 cm3; (16)Polarizability: 18.38×10-24cm3; (17)Surface Tension: 36.175 dyne/cm; (18)Density: 1.114 g/cm3; (19)Flash Point: 120.644 °C; (20)Enthalpy of Vaporization: 52.279 kJ/mol; (21)Boiling Point: 283.842 °C at 760 mmHg; (22)Vapour Pressure: 0.003 mmHg at 25°C.

Preparation of 2,5-Dimethoxybenzaldehyde: It is often synthesized from 2-methyl-4-methoxyphenol by clandestine chemists. One of its uses is the production of 2,5-dimethoxyphenethylamine also known as 2C-H. 2C-H is used to produce many other psychoactive drugs, such as 2C-B, 2C-I and 2C-C. And it is usually used as organic intermediate.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and may cause sensitization by skin contact. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Avoid contact with skin and eyes.
 
You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccc(c(c1)C=O)OC
(2)InChI: InChI=1/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3
(3)InChIKey: AFUKNJHPZAVHGQ-UHFFFAOYAN

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1600mg/kg (1600mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533614,
mouse LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533614,
rat LD50 intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0533614,
rat LD50 oral > 3200mg/kg (3200mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0533614,