TRANS,CIS-2,6-NONADIEN-1-OL

TRANS,CIS-2,6-NONADIEN-1-OL Basic information
Product Name:TRANS,CIS-2,6-NONADIEN-1-OL
Synonyms:(2E,6Z)-2,6-Nonadien-1-ol;(E,Z)-2,6-Nonadienol;trans,cis-2,6-Nonadienol;trans-2,cis-6-Nonadienol, 94% 5ML;Cucumber alchol;RA539400;trans-2,cis-6-Nonadienol,94%;2E,6Z-Nonadien-1-ol
CAS:28069-72-9
MF:C9H16O
MW:140.22
EINECS:248-816-8
Product Categories:Alphabetical Listings;Flavors and Fragrances;M-N
Mol File:28069-72-9.mol
TRANS,CIS-2,6-NONADIEN-1-OL Structure
TRANS,CIS-2,6-NONADIEN-1-OL Chemical Properties
Boiling point 96-100 °C(lit.)
density 0.873 g/mL at 25 °C(lit.)
FEMA 2780 | 2,6-NONADIEN-1-OL
refractive index n20/D 1.468(lit.)
Fp 203 °F
storage temp. 0-6°C
pka14.41±0.10(Predicted)
form clear liquid
color White to yellow liquid
Odorpowerful, vegetable odor
Odor Typegreen
JECFA Number1184
LogP2.71
EPA Substance Registry System2,6-Nonadien-1-ol, (2E,6Z)- (28069-72-9)
Safety Information
Hazard Codes Xi
Risk Statements 38
Safety Statements 26-36-38
WGK Germany 2
RTECS RA5394000
HS Code 29052990
Toxicityskn-gpg 100%/24H MOD FCTOD7 20,771,82
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
TRANS,CIS-2,6-NONADIEN-1-OL Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS LIQUID
Chemical Properties(2E,6Z)-2,6-Nonadien-1-ol occurs, for example, in cucumber oil, violet leaf oil, and violet blossom oil. It is a colorless liquid with an intense, heavy, fatty, green odor, reminiscent of violet leaves. The starting material for the synthesis of (2E,6Z)-2,6-nonadien-l-ol is (Z)-3-hexen- 1-ol, which is converted via its halide into the corresponding Grignard reagent. The Grignard reagent is reacted with acrolein to give 1,6-nonadien-3-ol, which is converted into (2E,6Z)-2,6-nonadien-l-ol by allylic rearrangement.
Nonadienal is a powerful fragrance substance. It is used in fine fragrances to create refined violet odors and to impart interesting notes to other blossom compositions. In aroma compositions, it is used for fresh, green cucumber notes.
Usestrans,cis-2,6-Nonadien-1-ol can be used as antimicrobial compositions for personal care products.
UsesFood additive/natural product.
DefinitionChEBI: (2E,6Z)-nona-2,6-dien-1-ol is a primary allylic alcohol that is (2E,6Z)-nona-2,6-diene in which a hydrogen at position 1 has been replaced by a hydroxy group. It has a role as a flavouring agent, a plant metabolite and a fragrance. It is an alkenyl alcohol, a volatile organic compound, a primary allylic alcohol and a medium-chain primary fatty alcohol.
Synthesis Reference(s)Synthesis, p. 528, 1978 DOI: 10.1055/s-1978-24798
HazardLow toxicity by ingestion and skin contact. A skin irritant.
Safety ProfileLow toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
TRANS,CIS-2,6-NONADIEN-1-OL Preparation Products And Raw materials
Raw materials1-Hexene-->Leaf alcohol
9ALPHA, 11, 15S-TRIHYDROXY-THROMBA-5Z, 13E, 17Z-TRIEN-1-OIC ACID CNICIN RARECHEM AQ BC 8115 RARECHEM AQ BC 9125 2-Butenoic acid, 2-methyl-, 2,3,3a,4,5,8,9,11a-octahydro-5,9-dihydroxy -6,10-dimethyl-3-methylene-2-oxocyclodeca(b)furan-4-yl ester, (3aS-(3a R*,4S*(Z),5S*,6E,9S*,10Z,11aS*))- 11,9-EPOXY METHANO PGH2, [15-3H]- JH I RUBRATOXIN B FEMA 3378 5-NORBORNENE-2-ACRYLIC ACID PROSTAGLANDIN J2 FEMA 3952 11-DEHYDRO THROMBOXANE B3 RARECHEM AQ BC 8005 TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE ABSINTHIN DICYCLOPENTADIENE DICARBOXYLIC ACID TRANS,CIS-2,6-NONADIEN-1-OL

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