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Names | |||
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Preferred IUPAC name
Benzaldehyde
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Systematic IUPAC name
Benzenecarbaldehyde
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Other names
Benzenecarboxaldehyde
Phenylmethanal Benzoic aldehyde |
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Identifiers | |||
100-52-7 | |||
3D model (Jmol) |
Interactive image Interactive image |
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ChEBI | CHEBI:17169 | ||
ChEMBL | ChEMBL15972 | ||
ChemSpider | 235 | ||
ECHA InfoCard | 100.002.601 | ||
EC Number | 202-860-4 | ||
KEGG | D02314 | ||
PubChem | 240 | ||
RTECS number | CU437500 | ||
UNII | TA269SD04T | ||
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Properties | |||
C7H6O | |||
Molar mass | 106.12 g·mol−1 | ||
Appearance | colorless or yellowish liquid strongly refractive |
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Odor | almond-like | ||
Density | 1.044 g/mL, liquid | ||
Melting point | −57.12 °C (−70.82 °F; 216.03 K) | ||
Boiling point | 178.1 °C (352.6 °F; 451.2 K) | ||
0.3 g/100 mL (20 °C) | |||
Solubility | soluble in liquid ammonia | ||
Solubility | .695 g/100 mL | ||
log P | 1.48 | ||
-60.78·10−6 cm3/mol | |||
Refractive index (nD)
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1.5456 | ||
Viscosity | 1.321 cP (25 °C) | ||
Thermochemistry | |||
Std enthalpy of
formation (ΔfH |
−36.8 kJ/mol | ||
Std enthalpy of
combustion (ΔcH |
−3525.1 kJ/mol | ||
Hazards | |||
Safety data sheet | J. T. Baker | ||
EU classification (DSD)
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Xn | ||
R-phrases | R22 | ||
S-phrases | (S2), S24 | ||
NFPA 704 | |||
Flash point | 64 °C (147 °F; 337 K) | ||
192 °C (378 °F; 465 K) | |||
Explosive limits | 1.4-8.5% | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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1300 mg/kg (rat, oral) | ||
Related compounds | |||
Related compounds
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Benzyl alcohol Benzoic acid |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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what is ?) | (|||
Infobox references | |||
Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful.
This colorless liquid has a characteristic almond-like odor. Benzaldehyde is the primary component of bitter almond oil and can be extracted from a number of other natural sources. Synthetic benzaldehyde is the flavoring agent in imitation almond extract, which is used to flavor cakes and other baked goods.
Benzaldehyde was first extracted from bitter almonds in 1803 by the French pharmacist Martrès. In 1832 German chemists Friedrich Wöhler and Justus von Liebig first synthesized benzaldehyde.
Benzaldehyde can be obtained by many processes. In the 1980s, an estimated 18 million kilograms were produced annually in Japan, Europe, and North America, a level that can be assumed to continue. Currently liquid phase chlorination and oxidation of toluene are the main routes. Numerous other methods have been developed, such as the partial oxidation of benzyl alcohol, alkali hydrolysis of benzal chloride, and the carbonylation of benzene.
Benzaldehyde can be synthesized from cinnamaldehyde obtained from the oil of cinnamon by refluxing in aqueous/alcoholic solution between 90 °C and 150 °C with a base (most commonly sodium carbonate or bicarbonate) for 5 to 80 hours, followed by distillation of the formed benzaldehyde. This reaction also yields acetaldehyde.