Flavors Chemical properties Antibacterial effects Application Preparation Aroma
ChemicalBook > CAS DataBase List > Cinnamonitrile

Cinnamonitrile

Flavors Chemical properties Antibacterial effects Application Preparation Aroma
Product Name
Cinnamonitrile
CAS No.
1885-38-7
Chemical Name
Cinnamonitrile
Synonyms
CINNAMALVA;Rou Guijing;naMonitrile;AKOS B004065;Ciamonitrile;Cinnamonitril;CINNAMONITRILE;STYRYL CYANIDE;CINNAMYL NITRILE;Cinnamonitrile c&t
CBNumber
CB5729719
Molecular Formula
C9H7N
Formula Weight
129.16
MOL File
1885-38-7.mol
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Cinnamonitrile Property

Melting point:
18-20 °C (lit.)
Boiling point:
254-255 °C (lit.)
Density 
1.028 g/mL at 25 °C (lit.)
vapor pressure 
1.2Pa at 20℃
refractive index 
n20/D 1.601(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Alcohol
form 
Liquid
color 
Clear colorless to yellow
Odor
at 10.00 % in dipropylene glycol. nitrile cinnamon cassia deep cumin
Odor Type
spicy
Water Solubility 
insoluble
Sensitive 
Air & Light Sensitive
BRN 
1209546
InChIKey
ZWKNLRXFUTWSOY-QPJJXVBHSA-N
LogP
1.96 at 25℃
CAS DataBase Reference
1885-38-7(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenenitrile, 3-phenyl-, (E)-(1885-38-7)
EPA Substance Registry System
2-Propenenitrile, 3-phenyl-, (2E)- (1885-38-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
3276
WGK Germany 
3
RTECS 
UD1440000
9
TSCA 
Yes
HS Code 
29269095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C81004
Product name
Cinnamonitrile
Purity
97%
Packaging
25g
Price
$274
Updated
2023/06/20
Sigma-Aldrich
Product number
C81004
Product name
Cinnamonitrile
Purity
97%
Packaging
100g
Price
$1040
Updated
2023/06/20
TCI Chemical
Product number
C0361
Product name
Cinnamonitrile
Purity
>95.0%(GC)
Packaging
25g
Price
$75
Updated
2025/07/31
Usbiological
Product number
006855
Product name
Cinnamonitrile
Packaging
5g
Price
$418
Updated
2021/12/16
TRC
Product number
C442010
Product name
Cinnamonitrile
Packaging
50g
Price
$1055
Updated
2021/12/16
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Cinnamonitrile Chemical Properties,Usage,Production

Flavors

Cinnamonitrile is also  known as styrene cyanide, is an excellent synthetic spice,it has a strong spicy aroma like cinnamon and floral nuances, colorless or pale yellow viscous liquid, it is chemically stable, light, heat or acid, alkaline etching can not make it change. There are no toxic side effects on the human body, there is no stimulation in contact with skin ,there are no allergic reactions, compared with cinnamic aldehyde, cinnamonitrile has the stronger ability through the hair, the aroma is strong and lasts for a long time, potential   skin irritation and toxicity are smaller than  cinnamic aldehyde,it is the ideal substitute for cinnamon oil and cinnamic aldehyde,it can be used in daily chemical flavor formula,it is mainly used for soap flavor and fragrance detergent formulations, the amount is less than 2%. IFRA has no restrictions. Since cinnamonitrile has a unique chemical structure,it can occur Friedel, addition, reduction, hydrolysis reactions,it is also widely be used  in the pharmaceutical, fine chemical industry  . According to the information provided by RIFM, acute toxicity data of cinnamonitrile: oral LD504.15g/kg (rat), skin test LD50> 5g/kg (rabbit). Cinnamonitrile can be made by condensation of acetonitrile with benzaldehyde in the presence of potassium hydroxide solution  ; or it can be made by the  first transformation of cinnamaldehyde  into oxime, then  by the dehydration following.

Chemical properties

Light transparent pale yellow liquid with a strong, warm spicy fragrance.

Antibacterial effects

Nanjing University Department of Biology and the Institute of Hydrobiology of the Chinese Academy of Sciences teachers measured the inhibitory effects of   plant pathogens Altornaria tenuis Nees and Rhizopus nigricans on their own separate identification , skin addiction germs Epidermophyton floccosum, Trichophytoa gypsoum, Trichophyton rubrum, Microsporum gypseum, as well as 22 kinds of mold (  18 kinds of common food, fruits and other mold rot fungus, four kinds of human shallow filamentous fungus), the results show that  cinnamonitrile has a high nitrile  antimicrobial effect,it has the role of antibiotics, but  it is not an antibiotic,its mold inhibition effect is good, it has broad  antibacterial spectrum , and anthelmintic effect. Experiments show that the breeding of bacteria in the production process needs folic acid to participate in  , cinnamonitrile  structure is similar to PABA, they are competitive in binding with dihydrofolate synthase, which inhibits the activity of  dihydrofolate synthase, impeding dihydrofolate synthesis, thus affecting the synthesis of folic acid, inhibiting bacterial growth propagation; and it can interfere with the synthesis of some bacteria, and the synthesis of the enzyme needed for cell division to inhibit and impact the synthesis of bacterial RNA , which reduces the permeability of the cell membrane thus affects the normal metabolism of bacteria, resulting in death, so bactericidal effect  are more thorough . What is more amazing  is that the human body does not produce Cinnamonitrile  dependence, it can eliminate bacteria tribes, but it will not break the constraints  relationship between bacteria and thus does not produce resistance. Cinnamonitrile  itself is a spice, there are no toxic side effects on the human body, in contact with skin no stimulation, no allergic reactions. Experts said excitedly,that with deepening study of the cinnamonitrile  antibacterial  aspect  , cinnamonitrile is expected to completely replace antibiotics, and become the "Terminator"of antibiotics.

Application

  • Cinnamonitrile  is an extremely stable nitrile spices, much like the natural aroma of cinnamon.
  • For the synthesis of pharmaceuticals, perfumes and electronic chemicals.

Preparation

Cinnamic aldehyde reacts with hydroxylamine hydrochloride in the presence of pyridine by the addition-elimination reaction to produce aldehyde oxime, then it boils with toluene azeotropic and after dehydration to generate  cinnamonitrile.

Aroma

Cinnamonitrile has powerful, warm-spicy, oily and slightly floral odor of moderate to poor tenacity. The spicy note is very Cinnamon-like, but lacks the natural dry notes of the Cinnamon bark. The oily character is by no means a disadvantage, since it makes the material more versatile than Cinnamon bark oil and Cinnamic aldehyde.

Chemical Properties

Clear colourless to yellow liquid, ractical}y insoluble in water, soluble in alcohol and oils.

Occurrence

Has apparently not been reported to occur in nature.

Uses

The parent compound whose derivatives can be applied as corrosion inhibitors for API J55 steel.

Uses

Cinnamonitrile is a parent compound whose derivatives can be applied as corrosion inhibitors for API J55 steel.

Preparation

From styryl bromide and potassium cyanide (Arctander, 1969).

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 6340, 1959 DOI: 10.1021/ja01532a069
Tetrahedron Letters, 21, p. 2161, 1980 DOI: 10.1016/S0040-4039(00)78986-6

Toxicity evaluation

The acute oral LD50 value in rats was reported as 4.15g/kg (3.67-4.63 g/kg) and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1974). In rabbits, iv injection of cinnamyl nitrile (20.3 mg/kg) caused death in 10 min. In guinea-pigs and rabbits, cinnamyl nitrile was found to produce the same effects as hydrogen cyanide, with almost equal toxicity, and rabbits given doses higher than the lethal dose were found to die almost as rapidly as those given hydrogen cyanide (Hunt, 1923).

Flammability and Explosibility

Not classified

Metabolism

The toxicity of organic cyanides appears to depend almost entirely on whether they can be metabolized in the body to the free cyanide ion, and on the rate and extent of this conversion and the rate of detoxication of cyanide to thiocyanate. In general, alkyl and arylalkyl cyanides are metabolized with the formation of hydrogen cyanide, while the nitrile group of aryl cyanides is relatively stable. The high toxicity of iv-administered cinnamyl nitrile and the rapidity of death suggest that in rabbits this compound is metabolically converted to hydrogen cyanide (Hunt, 1923; Williams, 1959).

Cinnamonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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Cinnamonitrile Suppliers

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View Lastest Price from Cinnamonitrile manufacturers

Hebei Fengjia New Material Co., Ltd
Product
Cinnamonitrile 1885-38-7
Price
US $120.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000000
Release date
2024-08-08
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Cinnamonitrile 1885-38-7
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-19
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Cinnamonitrile 1885-38-7
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-15

1885-38-7, CinnamonitrileRelated Search:


  • (E)-Cinnamonitrile
  • 3-phenyl-,(E)-2-Propenenitrile
  • 3-trans-phenyl-acrylonitrile
  • Cinnamonitrile c&t
  • Cinnamonitrile, (E)-
  • trans-3-Phenylpropenonitrile
  • trans-beta-Phenylacrylonitrile
  • (2E)-3-Phenyl-2-propenenitrile
  • (e)-2-propenenitril
  • (E)3-Phenylacrylonitrile
  • (E)-3-Phenylprop-2-enenitrile
  • (E)-3-Phenylpropenenitrile
  • (2E)-3-Phenylprop-2-enenitrile
  • trans-3-Phenyl-2-propenenitrile
  • trans-β-Phenylacrylonitrile
  • CinnaMonitrile, predoMinantly trans, 97% 5GR
  • <i>trans</i>-Cinnamonitrile
  • 3-Phenylacrylonitrile, 3-Phenylprop-2-enenitrile
  • CinnaMonitrile, 98%+
  • Rou Guijing
  • E-3-Phenyl-2-propenenitrile
  • CINNAMIC ACID NITRILE
  • CINNAMONITRILE
  • CINNAMYL NITRILE
  • CINNAMALVA
  • AKOS B004065
  • 3-PHENYLACRYLONITRILE
  • STYRYL CYANIDE
  • trans-cinnamonitrile
  • 3-Phenylacrylonitrile, Cinnamonitrile
  • 3-PHENYLACRYLONITRILE, MIXTURE OF CIS/TRANS
  • Cinnamonitrilecistrans
  • CINNAMONITRILE, 97%, PREDOMINANTLY TRANS
  • Cinnamonitrile, cis + trans, 97+%
  • mixofcis/transisomers
  • Cinnamonitril
  • Cinnamonitrile, predominantly trans, 97%
  • 2-Propenenitrile, 3-phenyl-, (2E)-
  • (E)-Benzeneacrylonitrile
  • (E)-Benzenepropenenitrile
  • (E)-Styryl cyanide
  • Ciamonitrile
  • naMonitrile
  • Cinnamonitrile &gt
  • Cinnamonitrile USP/EP/BP
  • Cinnamyl Nitrile (trans)
  • Styryl Cyanide,Cinnamonitril,CINNAMYL NITRILE,naMonitrile,CINNAMALVA,Ciamonitrile,3-phenylacrylonitrile,2-Propenenitrile, 3-phenyl-, (E)-
  • Cinnamonitrile extrapure, 97%
  • Cinnamonitrile, 97%
  • (2E)-3-Phenylacrylonitrile
  • 1885-38-7
  • C9H7N
  • C6H5CHCHCN
  • Cyanides/Nitriles
  • Organic Building Blocks
  • Nitrogen Compounds
  • Building Blocks
  • C8 to C9