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Chemical Structure| 119-84-6 Chemical Structure| 119-84-6
Chemical Structure| 119-84-6

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CAS No.: 119-84-6

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Dihydrocoumarin, a natural product isolated and purified from the leaves of Southern sweet-grass., is widespread used as a flavoring agent in beverages, gelatins, puddings, candy, and other food items. It is also as a fragrance in perfumes, creams, and cosmetics.

Synonyms: Hydrocoumarin; Chroman-2-one; DHC

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Product Details of Dihydrocoumarin

CAS No. :119-84-6
Formula : C9H8O2
M.W : 148.16
SMILES Code : O=C1CCC2=CC=CC=C2O1
Synonyms :
Hydrocoumarin; Chroman-2-one; DHC
MDL No. :MFCD00006881
InChI Key :VMUXSMXIQBNMGZ-UHFFFAOYSA-N
Pubchem ID :660

Safety of Dihydrocoumarin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Dihydrocoumarin

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 119-84-6 ]
  • Downstream synthetic route of [ 119-84-6 ]

[ 119-84-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 119-84-6 ]
  • [ 128651-99-0 ]
YieldReaction ConditionsOperation in experiment
90% With Iodine monochloride In dichloromethane for 20 h; Inert atmosphere The synthesis was performed in analogy to Ref. [41]. In aflame dried and argon flushed 250 cm3 two-neck roundbottomflask equipped with dropping funnel and argon-inlet5.00 g dihydrocoumarin (15, 33.8 mmol) was dissolved in35 cm3 DCM. ICl (5.48 g, 33.8 mmol) dissolved in 35 cm3DCM was added through the dropping funnel within15 min. After full conversion (20 h), the reaction mixturewas diluted with 100 cm3 DCM and washed with 0.1 MNa2S2O3-solution (2 9 50 cm3). The combined aqueouslayers were re-extracted with DCM (2 9 50 cm3). Thecombined organic layers were washed with saturated NaClsolution (1 9 200 cm3), dried over MgSO4, filtered, andthe solvent was removed in vacuo. Recrystallization fromDCM/cyclohexane (1/4) afforded 8.28 g (90 percent) 16 ascolorless powder. M.p. 134–136 C (Ref. [37];133–134 C); NMR data were found to agree with thosedescribed in Ref. [41].
References: [1] Monatshefte fur Chemie, 2016, vol. 147, # 3, p. 509 - 521.
[2] Journal of Organometallic Chemistry, 1990, vol. 387, # 3, p. 381 - 390.
 

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