2-methylbenzaldehyde

• ChemBase ID: 7893
• Molecular Formular: C8H8O
• Molecular Mass: 120.14852
• Monoisotopic Mass: 120.05751488
• SMILES: c1ccc(c(c1)C=O)C
• Canonical SMILES: O=Cc1ccccc1C
• InChI: InChI=1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3
• InChIKey: BTFQKIATRPGRBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylbenzaldehyde
• IUPAC Traditional name: 2-methylbenzaldehyde
• Synonyms: 2-Tolualdehyde; 2-Formyltoluene; o-Tolualdehyde; 2-Methylbenzaldehyde; o-TOLUALDEHYDE; 2-Methylbenzaldehyde; o-Tolualdehyde; 2-甲基苯甲醛; 邻甲基苯甲醛

Database IDs

• CAS Number: 529-20-4
• EC Number: 208-452-2
• MDL Number: MFCD00003338
• Beilstein Number: 605841
• Merck Index: 149527
• PubChem SID: 24889281; 160971200; 24847335; 24901195
• PubChem CID: 10722
• FEMA ID: 3068
• Flavis Number: 5.026

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.1991696
• LogD (pH = 7.4): 2.1991696
• Log P: 2.1991696
• Molar Refractivity: 37.6832 cm^3
• Polarizability: 13.995001 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -35°C; -35°C
• Boiling Point: 199-200 °C(lit.); 199-200°C; 199-200°C
• Flash Point: 170.6 °F; 67°C; 67°C(152°F); 77 °C
• Density: 1.019; 1.037; 1.039; 1.039 g/mL at 25 °C(lit.)
• Refractive Index: 1.5470; 1.548; n20/D 1.546(lit.); n20/D 1.548

Safety Information

• Storage Warning: AIR SENSITIVE; Air Sensitive; Harmful/Irritant/Corrosive/Air Sensitive/Store under Argon; Irritant/Air Sensitive
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 22-37/38-41
• Safety Statements: 26-36/37; 26-39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335-H227; H302-H315-H318-H335
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (GC); 97%; 98%; 98%, stab. with 0.1% hydroquinone
• Grade: purum
• Impurities: ≤1% o-toluylic acid; ≤1% p-tolualdehyde
• Contains: ~0.1% hydroquinone as stabilizer; 0.1% Hydroquinone as stabilizer
• Linear Formula: CH3C6H4CHO

DETAILS

MP Biomedicals - 05205396

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - OR46026

Stabilised with 0.1% hydroquinone

Sigma Aldrich - W306801

Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100 g in glass bottle

Sigma Aldrich - 117552

Packaging
25, 100 g in glass bottle

REFERENCES

• Under u.v. irradiation, o-tolualdehyde generates exclusively the (E)-dienol form which may be trapped by cycloaddition with the acrylate (or fumarate) ester of methyl lactate, to give a single diastereomer of the tetrahydronaphthalene derivative: Can. J. Chem., 67, 574 (1989):
  
• The imine with t-butylamine undergoes lateral lithiation with LDA at the o-methyl group; see, e.g.: J. Org. Chem., 59, 2616 (1994).