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Benzaldehyde

Benzaldehyde
Skeletal (structural) formula
Skeletal (structural) formula
Ball-and-stick model
Ball-and-stick model
Names
IUPAC name
Benzenecarbaldehyde
Preferred IUPAC name
Benzaldehyde[1]
Other names
Benzenecarboxaldehyde
Phenylmethanal
Benzoic aldehyde
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.601 Edit this at Wikidata
EC Number
  • 202-860-4
KEGG
RTECS number
  • CU437500
UNII
UN number 1990
  • InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H checkY
    Key: HUMNYLRZRPPJDN-UHFFFAOYSA-N checkY
  • InChI=1/C6H5CHO/c8-6-7-4-2-1-3-5-7/h1-6H
    Key: HUMNYLRZRPPJDN-UHFFFAOYAE
  • O=Cc1ccccc1
  • c1ccc(cc1)C=O
Properties
C7H6O
Molar mass 106.124 g·mol−1
Appearance colorless liquid
strongly refractive
Odor almond-like
Density 1.044 g/mL, liquid
Melting point −57.12[2] °C (−70.82 °F; 216.03 K)
Boiling point 178.1 °C (352.6 °F; 451.2 K)
6.95 g/L (25 °C)[3]
log P 1.64[4]
-60.78·10−6 cm3/mol
1.5456
Viscosity 1.321 cP (25 °C)
Thermochemistry
−36.8 kJ/mol
−3525.1 kJ/mol
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
P264, P270, P301+P312, P330, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
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):
1300 mg/kg (rat, oral)
Safety data sheet (SDS) J. T. Baker
Related compounds
Related compounds
 Benzyl alcohol
Benzoic acid
Benzaldehyde oxime
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful.

It is a colorless liquid with a characteristic almond-like odor, and is commonly used in cherry-flavored sodas.[5] A component of bitter almond oil, benzaldehyde can be extracted from a number of other natural sources.[6] Synthetic benzaldehyde is the flavoring agent in imitation almond extract, which is used to flavor cakes and other baked goods.[7]

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 908. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Haynes, William M. (2014), CRC Handbook of Chemistry and Physics (95th ed.), CRC press, pp. 3–34, ISBN 9781482208689
  3. ^ "GESTIS Substance database". Institute for Occupational Safety and Health of the German Social Accident Insurance. Archived from the original on 3 March 2016. Retrieved 21 August 2012.
  4. ^ "Benzaldehyde_msds".
  5. ^ Loch, Christine; Reusch, Helmut; Ruge, Ingrid; Godelmann, Rolf; Pflaum, Tabea; Kuballa, Thomas; Schumacher, Sandra; Lachenmeier, Dirk W. (2016). "Benzaldehyde in cherry flavour as a precursor of benzene formation in beverages". Food Chemistry. 206: 74–77. doi:10.1016/j.foodchem.2016.03.034. PMID 27041300.
  6. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).
  7. ^ The Cook's Illustrated Baking Book. America's Test Kitchen. 2013. ISBN 9781936493784.

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