2-hydroxybenzaldehyde

• ChemBase ID: 102902
• Molecular Formular: C7H6O2
• Molecular Mass: 122.12134
• Monoisotopic Mass: 122.03677943
• SMILES: Oc1c(C=O)cccc1
• Canonical SMILES: O=Cc1ccccc1O
• InChI: InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H
• InChIKey: SMQUZDBALVYZAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxybenzaldehyde
• IUPAC Traditional name: salicylaldehyde
• Synonyms: 2-Hydroxybenzaldehyde; SALICYLALDEHYDE; Salicylic aldehyde; o-Hydroxybenzaldehyde; Salicylaldehyde; o-HYDROXYBENZALDEHYDE; 2-hydroxybenzaldehyde; 2-羟基苯甲醛; 水杨醛

Database IDs

• CAS Number: 90-02-8
• EC Number: 201-961-0
• MDL Number: MFCD00003317
• Beilstein Number: 471388
• Merck Index: 148326
• PubChem SID: 24888182; 162090100; 24845444; 24899563; 24901432
• PubChem CID: 6998
• CHEBI ID: 16008
• CHEMBL: 108925
• Chemspider ID: 13863618
• FEMA ID: 3004
• Unique Ingredient Identifier: 17K64GZH20
• Wikipedia Title: Salicylaldehyde
• Council of Europe Number: 605
• Flavis Number: 5.055

CALCULATED PROPERTIES

• Acid pKa: 8.403256
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0316443
• LogD (pH = 7.4): 1.9913932
• Log P: 2.032183
• Molar Refractivity: 34.6229 cm^3
• Polarizability: 12.827946 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 1-2 °C(lit.); 1-5°C; -7°C; -7°C
• Boiling Point: 196°C; 196-197°C; 196–197 °C; 197 °C(lit.); 197°C
• Flash Point: 170.6 °F; 76°C(168°F); 77 °C; 77-80 °C
• Density: 1.146 g/cm^3; 1.146 g/mL at 25 °C(lit.); 1.168; 1.67 g/ml @ 25°C/4°C
• Refractive Index: 1.5730; n20/D 1.573; n20/D 1.573(lit.)
• Vapor Pressure: 1 mm Hg at 33 °C; 1 mmHg ( 33 °C)
• Vapor Density: 4.2 (vs air)
• Organoleptic: almond; spicy

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Air & Light Sensitive
• RTECS: VN5250000
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• German water hazard class: 3
• Packing Group: None
• Risk Statements: 21/22-36/38-52; 21/22-36/38-52-68; 22-36/37/38; R:10-22
• Safety Statements: 26-36/37; 26-36/37/39; S:16-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H311-H315-H319; H302-H311-H315-H319-H341; H302-H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338-P312
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; ≥99.0% (GC); ≥99.5% (GC); 95+%; 98%; 99%
• Grade: analytical standard; Halal; Kosher; NI; reagent grade
• Impurities: ≤0.2% water; ≤1% phenol
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: redist.
• Linear Formula: 2-(HO)C6H4CHO

DETAILS

MP Biomedicals - 02105160

Reagent for colorimetric assay of isoleucine. Also reacts with ε-amino group of lysine in protein.

MP Biomedicals - 05206570

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W300403

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in poly drum

Sigma Aldrich - S356

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

Sigma Aldrich - 84160

Packaging
100, 500 mL in glass bottle

REFERENCES

• Williams, J.N. and Jacobs, R.M., Biochim. Biophys. Acta , 154 : 323, (1968)
• A convenient method for the racemization of amino acids consists in heating in acetic acid with 0.05 equivalents of an aldehyde, such as salicylaldehyde: J. Org. Chem., 48, 843 (1983).
• For a review of the use of circular dichroism studies of salicylidene derivatives of chiral amines, to establish their absolute configurations using the "salicylidene chirality rule", see: Chem. Rev., 83, 359 (1983).