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Cas Database |
| Name |
3,5-Dimethyl-4-hydroxybenzaldehyde |
EINECS | 218-774-5 |
| CAS No. | 2233-18-3 | Density | 1.136 g/cm3 |
| PSA | 37.30000 | LogP | 1.82150 |
| Solubility | N/A | Melting Point |
112-114 °C(lit.) |
| Formula | C9H10O2 | Boiling Point | 263.9 °C at 760 mmHg |
| Molecular Weight | 150.177 | Flash Point | 109.7 °C |
| Transport Information | N/A | Appearance | tan to light brown crystalline powder |
| Safety | 26-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-Formyl-2,6-xylenol;4-Hydroxy-3,5-dimethylbenzaldehyde;NSC 128405; |
Article Data | 74 |
3,5-Dimethyl-4-hydroxybenzaldehyde Synthetic route
- 16404-66-3
4-hydroxy-2,4,6-trimethyl-cyclohexa-2,5-dienone
B
- 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde
| Conditions | Yield |
|---|---|
| With sodium hypochlorite In water; ethyl acetate | A n/a B 100% |
| Conditions | Yield |
|---|---|
| With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; regioselective reaction; | 92% |
| With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 10h; | 90% |
| With dimethyl selenoxide In benzene for 1.5h; Heating; | 80% |
| Conditions | Yield |
|---|---|
| In trifluoroacetic acid at 80℃; for 12h; Duff reaction; | 92% |
| With acetic acid In water for 4h; Reflux; Inert atmosphere; | 70% |
| With acetic acid In water at 100℃; for 4h; | |
| With acetic acid In water at 105 - 120℃; for 6h; Duff Aldehyde Synthesis; Dean-Stark; |
- 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde
| Conditions | Yield |
|---|---|
| With oxygen; cobalt(II) acetate; sodium hydroxide In water; ethylene glycol at 50℃; under 760.051 Torr; for 12h; Green chemistry; | 90% |
| Conditions | Yield |
|---|---|
| With oxygen; cobalt(II) acetate; sodium hydroxide In water; ethylene glycol at 50℃; under 760.051 Torr; for 12h; Reagent/catalyst; Solvent; Time; Green chemistry; chemoselective reaction; | 88% |
| With copper diacetate; ethylene glycol at 65℃; for 12h; Green chemistry; regioselective reaction; | 87% |
| With 2.9-dimethyl-1,10-phenanthroline; sodium methylate In methanol for 0.75h; | 85% |
| Conditions | Yield |
|---|---|
| With oxygen; acetone oxime In various solvent(s) at 40℃; under 860.3 Torr; for 6h; | A 87% B 4% |
| With oxygen In various solvent(s) at 60℃; under 860.3 Torr; for 5h; Product distribution; Mechanism; Rate constant; var. aditives, times, solvents; | A 77.7% B 3.7% |
| With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Product distribution; other amines; variation of condition; | |
| With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Yield given. Yields of byproduct given; |
| Conditions | Yield |
|---|---|
| With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; regioselective reaction; | 85% |
| With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 240h; | 82% |
| Multi-step reaction with 2 steps 1: 20 °C 2: 280 mg / H2O / 20 °C View Scheme |
- 67-56-1
methanol
- 527-60-6
Mesitol
A
- 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde
B
- 5048-02-2
2,6-dimethyl-4-(methoxymethyl)phenol
| Conditions | Yield |
|---|---|
| With potassium hydroxide; iodine for 0.166667h; | A 5% B 84% |
| With oxygen; acetone oxime at 40℃; under 860.3 Torr; for 6h; Mechanism; other alcohols, var. times; | A 4% B 64% |
| With oxygen; copper dichloride; acetone oxime at 40℃; under 860.3 Torr; for 6h; | A 4% B 64% |
- 527-60-6
Mesitol
A
- 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde
B
- 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol
| Conditions | Yield |
|---|---|
| With oxygen; horseradish peroxidase pH=7; Oxidation; electrolysis after 3 F; | A n/a B 83% |
| With iron(III) perchlorate In water Kinetics; |
- 53175-56-7
4-(1,3-diphenyl-imidazolidin-2-yl)-2,6-dimethyl-phenol
- 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 25℃; for 2h; | 80% |
3,5-Dimethyl-4-hydroxybenzaldehyde Specification
The 3,5-Dimethyl-4-hydroxybenzaldehyde, with the CAS registry number 2233-18-3, has the IUPAC name of 4-hydroxy-3,5-dimethylbenzaldehyde. For being a kind of tan to light brown crystalline powder, it is sensitive to air, and its product categories are including Alcohols and Derivatives; Carbonyl Compounds; Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Phenyls & Phenyl-Het; Benzaldehyde; API intermediates; Phenyls & Phenyl-Het.
The characteristics of this chemical are as below: (1)ACD/LogP: 2.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.31; (4)ACD/LogD (pH 7.4): 2.28; (5)ACD/BCF (pH 5.5): 33.66; (6)ACD/BCF (pH 7.4): 31.14; (7)ACD/KOC (pH 5.5): 431.16; (8)ACD/KOC (pH 7.4): 398.78; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3; (13)Index of Refraction: 1.589; (14)Molar Refractivity: 44.53 cm3; (15)Molar Volume: 132 cm3; (16)Polarizability: 17.65×10-24 cm3; (17)Surface Tension: 45.2 dyne/cm; (18)Density: 1.136 g/cm3; (19)Flash Point: 109.7 °C; (20)Enthalpy of Vaporization: 52.2 kJ/mol; (21)Boiling Point: 263.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00612 mmHg at 25°C; (23)Exact Mass: 150.06808; (24)MonoIsotopic Mass: 150.06808; (25)Topological Polar Surface Area: 37.3; (26)Heavy Atom Count: 11; (27)Complexity: 133; (28)Covalently-Bonded Unit Count: 1.
Production method of this chemical: 2,4,6-trimethyl-phenol could react to produce 3,5-Dimethyl-4-hydroxybenzaldehyde. This reaction could happen in the presence the reagent of ethyl nitrite and alcohol.
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When you are dealing with this chemical, you should be cautious. This chemical is irritating to eyes, respiratory system and skin and may may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable gloves and eye/face protection, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: CC1=CC(=CC(=C1O)C)C=O
(2)InChI: InChI=1S/C9H10O2/c1-6-3-8(5-10)4-7(2)9(6)11/h3-5,11H,1-2H3
(3)InChIKey: UYGBSRJODQHNLQ-UHFFFAOYSA-N
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