Chemistry:Cinnamonitrile

From HandWiki
Revision as of 11:37, 18 July 2022 by imported>Gametune (update)
(diff) ← Older revision | Latest revision (diff) | Newer revision → (diff)
Cinnamonitrile
Zimtsäurenitril Strukturformel.png
Names
IUPAC name
(E)-3-phenylprop-2-enenitrile
Other names
    • trans-Cinnamonitrile
    • trans-β-Phenylacrylonitrile
    • (E)-3-Phenyl-2-propenenitrile
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 217-552-5
UNII
Properties
C9H7N
Molar mass 129.162 g·mol−1
Density 1.0374 (15.2 °C)
Melting point 22 °C (72 °F; 295 K)
Boiling point 263.8 °C (506.8 °F; 537.0 K)
log P 1.96
Hazards
GHS pictograms GHS06: ToxicGHS07: Harmful
GHS Signal word Danger
H301, H312, H317
P261, P264, P270, P272, P280, P301+316Script error: No such module "Preview warning".Category:GHS errors, P302+352, P317Script error: No such module "Preview warning".Category:GHS errors, P321, P330, P333+313, P362+364Script error: No such module "Preview warning".Category:GHS errors, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

(E)-Cinnamonitrile is an organic compound approved for use as a fragrance in products such as air fresheners.[2][3] It has a spicy cinnamon aroma.

Synthetic routes include an aldol-like condensation of benzaldehyde with acetonitrile under alkaline conditions,[4] an elimination reaction of various oximes derived from cinnamaldehyde,[5] and oxidative coupling of benzene to acrylonitrile.[6]

References

  1. "Cinnamonitrile" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/1550846#section=Safety-and-Hazards. 
  2. "IFRA Standard, Amendment 49: Cinnamyl nitrile". International Fragrance Association. 2020. https://ifrafragrance.org/standards/IFRA_STD_020.pdf. 
  3. "Cinnamonitrile". Consumer Product Information Database. https://www.whatsinproducts.com/chemicals/view/1/6123/004360-47-8. 
  4. Yu, Chao-sheng; Pan, Cheng-jun; Xie, Jin; Li, Bin (2007). "Quick synthesis of trans-cinnamyl nitrile". CNKI. http://en.cnki.com.cn/Article_en/CJFDTOTAL-CHEM200706017.htm. 
  5. An, Xiao-De; Yu, Shouyun (2015). "Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source". Organic Letters 17 (20): 5064–5067. doi:10.1021/acs.orglett.5b02547. PMID 26418564. 
  6. Obora, Yasushi; Okabe, Yoshihisa; Ishii, Yasutaka (2010). "journal Direct oxidative coupling of benzenes with acrylonitriles to cinnamonitriles catalyzed by Pd(OAc)2/HPMoV/O2 system". Organic & Biomolecular Chemistry 8 (18): 4071–4073. doi:10.1039/c0ob00176g. PMID 20652185.