Chemistry:Tetradecanedioic acid

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Tetradecanedioic acid
Names
Other names
Tetradecane-1,14-dioic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
EC Number
  • 212-476-9
UNII
Properties
C14H26O4
Molar mass 258.358 g·mol−1
Density 1.04 g/cm3
Melting point 127 °C (261 °F; 400 K)
Hazards
GHS pictograms GHS05: CorrosiveGHS07: Harmful
GHS Signal word Danger
HH315Script error: No such module "Preview warning".Category:GHS errors, H318, H319, H335
P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P317Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Tetradecanedioic acid is an organic compound with the formula (CH
2
)
12
(CO
2
H)
2
. It is a colorless solid. As a 14-carbon dicarboxylic acid, it is a potential precursor to polyesters.[1]

The compound is of historic interest in the context of the Leopold Ružička's synthesis of large ring ketones. It was first prepared by hydrolysis of the dinitrile (CH
2
)
12
(CN)
2
, which was in turn obtained from 1,12-dibromododecane.[2] It was subsequently synthesized from dihydroresorcinol (1,3-cyclohexanedione).[3]

References

  1. Sullivan, Kevin P.; Werner, Allison Z.; Ramirez, Kelsey J.; Ellis, Lucas D.; Bussard, Jeremy R.; Black, Brenna A.; Brandner, David G.; Bratti, Felicia et al. (2022). "Mixed plastics waste valorization through tandem chemical oxidation and biological funneling". Science 378 (6616): 207–211. doi:10.1126/science.abo4626. PMID 36227984. 
  2. Chuit, Philippe (1926). "Préparation d'acides polyméthylène-dicarboniques de 11 à 19 atomes de carbone et de quelques-uns de leurs dérivés". Helvetica Chimica Acta 9: 264–278. doi:10.1002/hlca.19260090131. 
  3. Stetter, Hermann; Dierichs, Wolfgang (1953). "Eine neue Methode zur Darstellung langkettiger Carbonsäuren, V. Mitteil.: Darstellung einiger langkettiger Dicarbonsäuren". Chemische Berichte 86 (6): 693–696. doi:10.1002/cber.19530860606.