laevo-perillaldehyde
(S)-p-mentha-1,8-dien-7-al
 
Notes:
None found
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      Product(s):
      18031-40-8 Perillaldehyde >98%
       
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      Product(s):
      P0866 (-)-Perillaldehyde >90.0%(GC)
       
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CAS Number: 18031-40-8Picture of molecule3D/inchi
FDA UNII: 5EL0Y7P6LP
Nikkaji Web: J132.738K
Beilstein Number: 2326448
MDL: MFCD00001543
XlogP3-AA: 2.60 (est)
Molecular Weight: 150.22078000
Formula: C10 H14 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
FEMA Number: 3557 (S)-p-mentha-1,8-dien-7-al
FDA:No longer provide for the use of these seven synthetic flavoring substances
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Physical Properties:
Appearance: pale yellow to dark yellow clear oily liquid (est)
Assay: 92.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.95800 to 0.97300 @  25.00 °C.
Pounds per Gallon - (est).: 7.972 to  8.096
Refractive Index: 1.50700 to 1.51500 @  20.00 °C.
Optical Rotation: -118.00 to -125.00
Boiling Point: 104.00 to  105.00 °C. @ 10.00 mm Hg
Boiling Point: 237.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.043000 mmHg @ 25.00 °C. (est)
Flash Point: 203.00 °F. TCC ( 95.00 °C. )
logP (o/w): 3.130
Soluble in:
 alcohol
 water, 160.7 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: herbal
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
Substantivity: 8 hour(s) at 100.00 %
 
 fresh  green  oily  grassy  fatty  minty  cherry  
Odor Description:
at 10.00 % in dipropylene glycol. 
fresh green oily grassy fatty mint cherry
 
 
Flavor Type: aromatic
 
 aromatic  sweet  woody  spicy  waxy  orange  lime  aldehydic  
Taste Description:
aromatic sweet woody spicy waxy orange lime aldehydic
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
Alfa Biotechnology
For experimental / research use only.
(-)-Perillaldehyde 98%
BOC Sciences
For experimental / research use only.
Perillaldehyde >98%
Fuzhou Farwell
(-)-Perillaldehyde
Santa Cruz Biotechnology
For experimental / research use only.
(S)-(-)-Perillaldehyde
Sigma-Aldrich
(S)-(-)-Perillaldehyde, ≥92%
Odor: cherry; oily; green
Certified Food Grade Products
TCI AMERICA
For experimental / research use only.
(-)-Perillaldehyde >90.0%(GC)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
IFRA Critical Effect: Dermal sensitization
IFRA: View Standard
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
0.054 %
Category 2: Products applied to the axillae
0.016 %
Category 3: Products applied to the face/body using fingertips
0.32 %
Category 4: Products related to fine fragrance
0.30 %
 Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
0.076 %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
0.076 %
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
0.076 %
Category 5D: Baby Creams, baby Oils and baby talc
0.076 %
Category 6: Products with oral and lip exposure
0.18 %
 Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
0.61 %
Category 7B: Leave-on products applied to the hair with some hand contact
0.61 %
Category 8: Products with significant anogenital exposure
0.032 %
Category 9: Products with body and hand exposure, primarily rinse off
0.59 %
 Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
2.10 %
Category 10B: Household aerosol/spray products
2.10 %
 Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
1.20 %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
1.20 %
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
No Restriction
 Notes:
IFRA FLAVOR REQUIREMENTS:

Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.

 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 11
Click here to view publication 11
 average usual ppmaverage maximum ppm
baked goods: -4.50000
beverages(nonalcoholic): -4.00000
beverages(alcoholic): -6.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.30000
fruit ices: --
gelatins / puddings: -4.50000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -20.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: -9.70000
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alicyclic substances used as flavor ingredients. View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 2724159
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
Chemidplus: 0018031408
RTECS: GW2967200 for cas# 18031-40-8
Synonyms   Articles   Notes   Search   Top
References:
 (4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 2724159
Pubchem (sid): 134992495
Flavornet: 18031-40-8
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
Metabolomics Database: Search
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2912.29.6000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
 fresh carbaldehydeFR
 undecanalFL/FR
alliaceous
 dibutyl sulfideFL/FR
balsamic
laevo-bornyl acetateFL/FR
 guaiyl acetateFL/FR
 peru balsam oilFL/FR
chocolate
isobutyl phenyl acetateFL/FR
 litsea cubeba fruit oilFL/FR
bitter orange peel oil brazilFL/FR
 valenceneFL/FR
 verbena absolute franceFL/FR
coconut
delta-heptalactoneFL/FR
earthy
 heptanal cyclic acetal with glycerolFL/FR
1-octen-3-olFL/FR
3-decen-2-oneFL/FR
 methyl 2-hexenoateFL/FR
(E)-2-nonenalFL/FR
2-octenalFL/FR
(E)-2-octenalFL/FR
floral
 gardenia pentyl acetateFR
 herbal pyranFR
 jasmopyrane (Givaudan)FR
 methyl jasmonateFL/FR
 mimosa absolute franceFL/FR
 terpinyl formateFL/FR
fruity
 butyl 2-decenoateFL/FR
isobutyl octanoateFL/FR
 cinnamyl isobutyrateFL/FR
2-cyclopentyl cyclopentanoneFL/FR
 ethyl hexanoateFL/FR
 methyl 2-methyl butyrateFL/FR
2-methyl-2-pentenalFL/FR
 nerolidyl isobutyrateFR
 octen-1-yl cyclopentanoneFL/FR
 octyl butyrateFL/FR
isopropyl 2-methyl butyrateFL/FR
green
 bark carbaldehydeFR
 butyl heptanoateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 coriander heptenolFL/FR
3,7-dimethyl-6-octenoic acidFL/FR
 dodecanal dimethyl acetalFL/FR
 evernia prunastri lichen 
 heptanal cyclic propylene acetalFL/FR
3-heptanoneFL/FR
(Z)-3-hepten-1-olFL/FR
3-hepten-2-oneFL/FR
1-hepten-3-olFL/FR
(Z)-4-heptenalFL/FR
2-heptenalFL/FR
(Z)-4-heptenal diethyl acetalFL/FR
2-heptyl furanFL/FR
 heptyl heptanoateFL/FR
 hexanal (aldehyde C-6)FL/FR
 hexanal dihexyl acetalFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
(Z)-3-hexenalFL/FR
alpha-hexyl cinnamaldehyde dimethyl acetalFR
 lilac acetaldehydeFL/FR
 magnolia flower oilFL/FR
2-(2-methyl allyl oxy) heptaneFR
6-methyl-3-hepten-2-oneFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadienalFL/FR
 oakmoss resin replacerFR
(E)-2-octen-1-yl acetateFL/FR
 olive oil absoluteFL/FR
 perilla alcoholFL/FR
 privet dioxaneFR
 propylene acetalFL/FR
(E,E)-sorbyl acetate 
3,5,5-trimethyl hexanolFL/FR
 violet decenolFR
herbal
alpha-amyl cinnamyl formateFL/FR
sweet basil absoluteFL/FR
 chamomile oil moroccoFR
(E)-6-methyl-3-hepten-2-oneFL/FR
 perillaldehydeFL/FR
 sunflower oilFL/FR
 thymolFL/FR
2,3,6-trimethyl-6-(3-methyl-2-buten-1-yl)-2-cyclohexen-1-one 
honey
 methyl phenyl acetateFL/FR
melon
 melon heptenalFL/FR
spicy
 allspice leaf oilFL/FR
 cascarilla oil replacerFL/FR
 cinnamon bark oil (cinnamomum zeylanicum) indiaFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 clove bud absoluteFL/FR
 clove bud oilFL/FR
 clove bud oil CO2 extractFL/FR
 clove leaf oilFL/FR
 clove stem oilFL/FR
 croton eluteria bark oilFL/FR
3-(2-furyl) acroleinFL/FR
 galangal root oilFL/FR
 ginger root oil chinaFL/FR
ortho-methoxycinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
 nutmeg oilFL/FR
 nutmeg oleoresinFL/FR
black pepper absoluteFL/FR
black pepper oilFL/FR
 pepper tree berry oilFL/FR
waxy
2,4-nonadien-1-olFL/FR
 octyl isobutyrateFL/FR
woody
 curcuma zedoaria bark extractFL/FR
 guaiacyl acetateFL/FR
 gurjun balsam oilFR
 louro brasileiro wood oilFR
 sabineneFL/FR
 thuja occidentalis leaf oilFL/FR
 zedoary bark oilFL/FR
 zedoary root oilFL/FR
 zedoary root oil CO2 extractFL/FR
 
For Flavor
 
No flavor group found for these
alpha-amyl cinnamyl formateFL/FR
isobutyl octanoateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 coriander heptenolFL/FR
2-cyclopentyl cyclopentanoneFL/FR
 epoxy-2-decenalFL
2-ethyl pyridineFL
 evernia prunastri lichen 
 furfuryl hexanoateFL
3-(2-furyl) acroleinFL/FR
 guaiyl acetateFL/FR
 heptanal cyclic acetal with glycerolFL/FR
 heptanal cyclic propylene acetalFL/FR
(Z)-3-hepten-1-olFL/FR
2-heptenalFL/FR
2-heptenoic acidFL
 hexanal butane-2,3-diol acetalFL
 hexanal dihexyl acetalFL/FR
 hexanal octane-1,3-diol acetalFL
(Z)-3-hexenoic acidFL
 hexyl (E)-2-hexenoateFL
 magnolia flower oilFL/FR
 methyl 2-hexenoateFL/FR
3-(methyl thio) hexanalFL
(E)-6-methyl-3-hepten-2-oneFL/FR
6-methyl-3-hepten-2-oneFL/FR
(E,E)-3,5-octadien-2-oneFL
2-octenalFL/FR
 propylene acetalFL/FR
2,3,6-trimethyl-6-(3-methyl-2-buten-1-yl)-2-cyclohexen-1-one 
balsamic
laevo-bornyl acetateFL/FR
 peru balsam oilFL/FR
 styrax gum (liquidambar styraciflua)FL
citrus
 bergamot orange lime flavorFL
 litsea cubeba fruit oilFL/FR
 valenceneFL/FR
 verbena absolute franceFL/FR
cocoa
isobutyl phenyl acetateFL/FR
creamy
3-hepten-2-oneFL/FR
 octyl isobutyrateFL/FR
fatty
2,4-decadienalFL
(E,E)-2,4-heptadienalFL
2-heptyl furanFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
2,4-nonadien-1-olFL/FR
2,4-nonadienalFL
(E)-2-octenalFL/FR
floral
3,7-dimethyl-6-octenoic acidFL/FR
 methyl jasmonateFL/FR
 methyl phenyl acetateFL/FR
fruity
 butyl 2-decenoateFL/FR
 butyl heptanoateFL/FR
 cinnamyl isobutyrateFL/FR
 ethyl hexanoateFL/FR
 lilac acetaldehydeFL/FR
 methyl 2-methyl butyrateFL/FR
2-methyl-2-pentenalFL/FR
 octen-1-yl cyclopentanoneFL/FR
bitter orange peel oil brazilFL/FR
isopropyl 2-methyl butyrateFL/FR
 terpinyl formateFL/FR
green
3-decen-2-oneFL/FR
 dibutyl sulfideFL/FR
 dihydroxyacetophenone (mixed isomers)FL
 dodecanal dimethyl acetalFL/FR
1-hepten-3-olFL/FR
(Z)-4-heptenalFL/FR
(Z)-4-heptenal diethyl acetalFL/FR
 heptyl heptanoateFL/FR
 hexanal (aldehyde C-6)FL/FR
(Z)-3-hexen-1-yl pyruvateFL/FR
(Z)-3-hexenalFL/FR
 melon heptenalFL/FR
(E,Z)-3,6-nonadien-1-olFL/FR
(E,Z)-2,6-nonadienalFL/FR
(E)-2-nonenalFL/FR
(E,E)-2,4-octadienalFL
(E)-2-octen-1-yl acetateFL/FR
(E,E)-sorbyl acetate 
 sorbyl acetateFL
3,5,5-trimethyl hexanolFL/FR
herbal
sweet basil absoluteFL/FR
 celery flavorFL
 celery seed oil distillatesFL
 sunflower oilFL/FR
ketonic
3-heptanoneFL/FR
lactonic
delta-heptalactoneFL/FR
mushroom
1-octen-3-olFL/FR
oily
 olive oil absoluteFL/FR
peppery
black pepper flavorFL
phenolic
 thymolFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
spicy
 allspice leaf oilFL/FR
 cascarilla oil replacerFL/FR
 cinnamon bark oil (cinnamomum zeylanicum) indiaFL/FR
 cinnamon bark oil ceylonFL/FR
 cinnamon leaf oil ceylonFL/FR
 cinnamon oleoresin ceylonFL/FR
 clove bud absoluteFL/FR
 clove bud oilFL/FR
 clove bud oil CO2 extractFL/FR
 clove leaf oilFL/FR
 clove stem oilFL/FR
 cola acuminata seed tinctureFL
 croton eluteria bark oilFL/FR
 galangal root oilFL/FR
 ginger root oil chinaFL/FR
ortho-methoxycinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
 nutmeg flavorFL
 nutmeg oilFL/FR
 nutmeg oleoresinFL/FR
black pepper absoluteFL/FR
black pepper oilFL/FR
 pepper tree berry oilFL/FR
 perillaldehydeFL/FR
waxy
 mimosa absolute franceFL/FR
 octyl butyrateFL/FR
 undecanalFL/FR
woody
 curcuma zedoaria bark extractFL/FR
 guaiacyl acetateFL/FR
 perilla alcoholFL/FR
 sabineneFL/FR
 thuja occidentalis leaf oilFL/FR
 zedoary bark oilFL/FR
 zedoary root oilFL/FR
 zedoary root oil CO2 extractFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 appleFR
 citrusFR
 cumin oil replacerFR
 grapefruitFR
 grass 
 greenFR
 herbalFR
 limeFR
 mintFR
 orangeFR
 spearmintFR
 tea green teaFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 blackberry fruit
Search  PMC Picture
 grapefruit juice
Search Trop  Picture
 grapefruit oil
Search Trop  Picture
 labdanum siam
Search  PMC Picture
 lime fruit juice
Search Trop  Picture
 lime peel oil
Search Trop  Picture
 mandarin peel
Search Trop  Picture
 orange oil
Search Trop  Picture
 peppermint
Search Trop  Picture
 tea black tea
Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
1-cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (4S)-
1-cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-
1-cyclohexene-1-carboxaldehyde, 4-isopropenyl-, (S)-(-)-
(S)-(-)-dihydrocuminyl aldehyde
(S)-p-mentha-1,8-dien-7-al
(S)-para-mentha-1,8-dien-7-al
(S)-(-)4-(1-methyl ethenyl)-1-cyclohexene-1-carboxaldehyde
(S)-(-)4-(1-methylethenyl)-1-cyclohexene-1-carboxaldehyde
(4S)-4-(1-methylvinyl)cyclohex-1-enecarbaldehyde
(-)-perilla aldehyde
(S)-perilla aldehyde
(S)-(-)-perilla aldehyde
(-)-perillaaldehyde
(S)-perillaaldehyde
(S)-(-)-perillaaldehyde
(-)-perillaldehyde
(S)-(-)-perillaldehyde
L-perillaldehyde
(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde
(S)-4-(prop-1-en-2-yl)cyclohex-1-enecarbaldehyde
(4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
(4S)-4-isopropenyl-1-cyclohexene-1-carbaldehyde
(S)-(-)-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
L-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
laevo-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
(S)-4-isopropenyl-cyclohex-1-enecarbaldehyde
(S)-4-isopropenyl-cyclohexene-1-carboxaldehyde
(4S)-4-isopropenylcyclohex-1-ene-1-carbaldehyde
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Fumigant activity of eleven essential oil compounds and their selected binary mixtures against Culex pipiens pallens (Diptera: Culicidae).
PubMed: Synthesis and antiproliferative effects of amino-modified perillyl alcohol derivatives.
PubMed: Chemical composition and mosquito repellency of essential oil of Conyza newii propagated in different geographical locations of Kenya.
PubMed: Bioreduction of α,β-unsaturated ketones and aldehydes by non-conventional yeast (NCY) whole-cells.
PubMed: (S)-Perillaldehyde azine.
PubMed: Antidepressant-like Effect of l-perillaldehyde in Stress-induced Depression-like Model Mice through Regulation of the Olfactory Nervous System.
PubMed: Conformational flexibility in terpenes: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-perillaldehyde.
PubMed: Opposite stereochemical courses for enzyme-mediated alkene reductions of an enantiomeric substrate pair.
PubMed: Influence of cinnamon and clove essential oils on the D- and z-values of Escherichia coli O157:H7 in apple cider.
PubMed: Synthesis and biological activity of novel pyranopyrones derived from engineered aromatic polyketides.
PubMed: Antibacterial activities of naturally occurring compounds against antibiotic-resistant Bacillus cereus vegetative cells and spores, Escherichia coli, and Staphylococcus aureus.
PubMed: Effects of branched cyclodextrins on the solubility and stability of terpenes.
PubMed: Absolute configuration of a new mosquito repellent, (+)-eucamalol and the repellent activity of its epimer.
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