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Benzaldehyde information


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
CAS Number
  • 100-52-7 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:17169 checkY
ChEMBL
  • ChEMBL15972 checkY
ChemSpider
  • 235 checkY
ECHA InfoCard 100.002.601 Edit this at Wikidata
EC Number
  • 202-860-4
KEGG
  • D02314 checkY
PubChem CID
  • 240
RTECS number
  • CU437500
UNII
  • TA269SD04T checkY
UN number 1990
CompTox Dashboard (EPA)
  • DTXSID8039241 Edit this at Wikidata
InChI
  • 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
SMILES
  • O=Cc1ccccc1
  • c1ccc(cc1)C=O
Properties
Chemical formula
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)
Solubility in water
6.95 g/L (25 °C)[3]
log P 1.64[4]
Magnetic susceptibility (χ)
-60.78·10−6 cm3/mol
Refractive index (nD)
1.5456
Viscosity 1.321 cP (25 °C)
Thermochemistry
Std enthalpy of
formation fH298)
−36.8 kJ/mol
Std enthalpy of
combustion cH298)
−3525.1 kJ/mol
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H302
Precautionary statements
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)
Autoignition
temperature
192 °C (378 °F; 465 K)
Explosive limits 1.4–8.5%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
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 ?)
Infobox references

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.

and 24 Related for: Benzaldehyde information

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Benzaldehyde

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

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Benzaldehyde oxime

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Benzaldehyde oxime is an organic compound with the formula C7H7NO. Benzaldehyde oxime can be synthesized from benzaldehyde and hydroxylamine hydrochloride...

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Benzoin aldolase

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2-hydroxy-1,2-diphenylethanone ⇌ {\displaystyle \rightleftharpoons } 2 benzaldehyde This enzyme belongs to the family of lyases, specifically the aldehyde-lyases...

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Benzyl alcohol

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C6H5CH2Cl + H2O → C6H5CH2OH + HCl Another route entails hydrogenation of benzaldehyde, a by-product of the oxidation of toluene to benzoic acid. For laboratory...

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Benzoylformate decarboxylase

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{\displaystyle \rightleftharpoons } benzaldehyde + CO2 Hence, this enzyme has one substrate, benzoylformate, and two products, benzaldehyde and CO2. This enzyme belongs...

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Cinnamic acid

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synthesized by the base-catalysed condensation of acetyl chloride and benzaldehyde, followed by hydrolysis of the acid chloride product. In 1890, Rainer...

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Marzipan

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needed] The aroma and flavor of marzipan can in part be attributed to benzaldehyde, which is formed from Amygdalin Marzipan is a food emulsion that contains...

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Amygdalin

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glucose, whereas mandelonitrile (the cyanohydrin of benzaldehyde) decomposes to give benzaldehyde and hydrogen cyanide. Hydrogen cyanide in sufficient...

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Dibenzylideneacetone

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trans isomer can be prepared in high yield and purity by condensation of benzaldehyde and acetone with sodium hydroxide in a water/ethanol medium followed...

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Mephentermine

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cyclopropane and halothane. The Henry (Nitro-Aldol) reaction between Benzaldehyde [100-52-7] (1) and 2-Nitropropane [79-46-9] (2) gives...

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Phenylserine aldolase

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L-threo-3-phenylserine ⇌ {\displaystyle \rightleftharpoons } glycine + benzaldehyde This enzyme belongs to the family of lyases, specifically the aldehyde-lyases...

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Tishchenko reaction

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acid and the reduction product is an alcohol. The reaction involving benzaldehyde was discovered by Claisen using sodium benzylate as base. The reaction...

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Malachite green

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of 105 M−1 cm−1). Malachite green is prepared by the condensation of benzaldehyde and dimethylaniline to give leuco malachite green (LMG): C 6 H 5 CHO...

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Hippuric acid

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an dioxetanol intermediate followed by formation of oxalic acid and benzaldehyde, or, peroxidation can react with the carboxyl group to form an...

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Aldehyde

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carbon, or without protons on the alpha carbon, such as formaldehyde and benzaldehyde) can exist in either the keto or the enol tautomer. Keto–enol tautomerism...

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Benzyl benzoate

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oxidation. It can also be synthesized by the Tishchenko reaction, using benzaldehyde with sodium benzyloxide (generated from sodium and benzyl alcohol) as...

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Mandelonitrile

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mandelonitrile is the nitrile of mandelic acid, or the cyanohydrin derivative of benzaldehyde. Small amounts of mandelonitrile occur in the pits of some fruits. Mandelonitrile...

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Benzoyl chloride

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chloride, and oxalyl chloride. It was first prepared by treatment of benzaldehyde with chlorine. An early method for production of benzoyl chloride involved...

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Almond

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cyanide and the essential oil of bitter almonds, which is nearly pure benzaldehyde, the chemical causing the bitter flavor. Bitter almonds may yield 4–9 milligrams...

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Benzonitrile

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the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous cyanide or...

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Mandelonitrile lyase

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mandelonitrile ⇌ {\displaystyle \rightleftharpoons } hydrogen cyanide + benzaldehyde This enzyme belongs to the family of lyases, specifically the aldehyde-lyases...

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Benzylideneacetone

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efficiently prepared by the base-induced condensation of acetone and benzaldehyde: CH3C(O)CH3 + C6H5CHO → C6H5CH=CHC(O)CH3 + H2O However, the benzylideneacetone...

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Piperonal

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molecule is structurally related to other aromatic aldehydes such as benzaldehyde and vanillin. Piperonal naturally occurs in various plants. Examples...

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Benzene

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Wöhler, for the compound that's isomeric with the oil of bitter almonds [benzaldehyde].) Laurent, (1836) "Sur la chlorophénise et les acides chlorophénisique...

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