4-methoxybenzaldehyde

• ChemBase ID: 15442
• Molecular Formular: C8H8O2
• Molecular Mass: 136.14792
• Monoisotopic Mass: 136.0524295
• SMILES: O=Cc1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)C=O
• InChI: InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3
• InChIKey: ZRSNZINYAWTAHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxybenzaldehyde
• IUPAC Traditional name: anisaldehyde
• Synonyms: 4-Methoxybenzaldehyde; 4-Anisaldehyde; 4-Methoxybenzaldehyde; Aubépine; p-Anisaldehyde; 4-Methoxybenzaldehyde; Anisaldehyde solution; p-Anisaldehyde; 4-甲氧基苯甲醛; 对甲氧基苯甲醛; 茴香醛; 对茴香醛

Database IDs

• CAS Number: 123-11-5
• EC Number: 204-602-6
• MDL Number: MFCD00003385
• Beilstein Number: 471382
• Merck Index: 14663
• PubChem SID: 24901235; 24891369; 24899867; 160978749; 24890382
• PubChem CID: 31244
• CHEMBL: 161598
• Chemspider ID: 28984
• FEMA ID: 2670
• Unique Ingredient Identifier: 9PA5V6656V
• Wikipedia Title: 4-Anisaldehyde
• Council of Europe Number: 103
• Flavis Number: 5.015

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5280769
• LogD (pH = 7.4): 1.5280769
• Log P: 1.5280769
• Molar Refractivity: 39.1052 cm^3
• Polarizability: 14.736307 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 0 °C; 0-2°C; -1 °C(lit.); 31 - 33°C
• Boiling Point: 247-249°C; 247-249°C; 248 °C; 248 °C(lit.)
• Flash Point: 108 °C; 11 °C; 116 °C; 116°C(241°F); 240.8 °F; 51.8 °F
• Density: 1.119 g/cm3 at 15 °C; 1.119 g/mL at 25 °C(lit.); 1.121
• Refractive Index: 1.5730; n20/D 1.573; n20/D 1.573(lit.)
• Vapor Density: 4.7 (vs air)
• Hydrophobicity(logP): 1.779
• Organoleptic: almond; anise; berry; cherry; chocolate; cinnamon; creamy; hawthorne; fruity; herbaceous; sweet; vanilla; minty

Safety Information

• Storage Warning: Air & Light Sensitive; IRRITANT, AIR SENSITIVE
• RTECS: BZ2625000
• European Hazard Symbols: Flammable (F); Toxic (T); X
• UN Number: 2924
• German water hazard class: 1
• Hazard Class: 9
• Packing Group: 2
• Risk Statements: 11-23/24/25-36/38-39/23/24/25; 22
• Safety Statements: 16-26-36/37-45; 36
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301 + H311 + H331-H315-H319-H370; H302
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P305 + P351 + P338-P311; P280F
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 9/PG 2
• Regulation Compliance: FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)
• Allergens: no known allergens

Product Information

• Purity: ≥97.5%; ≥98% (GC); ≥98.0% (GC); ≥99.0% (GC); 95%; 98%
• Grade: analytical standard; Halal; Kosher; NI; purum
• Description: Spray reagent
• Contains: 0.02-0.04% BHT as stabilizer
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: CH3OC6H4CHO
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - A88107

Packaging
1 kg in poly bottle
100, 500 g in poly bottle
5 g in glass bottle

Sigma Aldrich - W267007

Biochem/physiol Actions
Odor at 1.0%
Taste at 5-10 ppm
Other Notes
Natural occurrence: Vanilla, fennel, star anise, cranberry, black currant, cinnamon, basil.
Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10, 25 kg in poly drum

Sigma Aldrich - 10440

Caution
may discolor to yellow on storage

Sigma Aldrich - 97063

Caution
may discolor to yellow on storage

Sigma Aldrich - SRA1

Application
Excellent reagent for detecting a wide variety of natural products on TLC plates: steroids, prostaglandins, carbohydrates, phenols, glycosides, sapogenins, antibiotics, mycotoxins, antioxidants, etc. A range of colors is produced on heating, adding a qualitative aspect to the detection process.

REFERENCES

• Diols, under acid catalysis, can be protected as 4-methoxybenzylidene cyclic acetals, hydolyzed ca 10x faster by acid than the benzylidene acetal: J. Am. Chem. Soc., 84, 430 (1962). Cleavage with Ce(IV): J. Chem. Soc., Chem. Commun., 2010 (1984), hydrogenolysis: Tetrahedron Lett., 32, 6155 (1991), or DibalH: Tetrahedron Lett., 28, 3835 (1987); Tetrahedron: Asymmetry, 6, 2319 (1995) have also been reported. See also 4-Methoxybenzaldehyde dimethyl acetal, A15793.