ChemicalBook > Product Catalog >Flavors and fragrances >Synthetic fragrances >Phenols, ethers and epoxides >Epoxide >4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) Structure
CAS No.
16409-43-1
Chemical Name:
4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)
Synonyms
ROSE OXIDE;2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-;(Z)-Rose oxide;ISOBUTENYL METHYLTETRAHYDROPYRAN;TETRAHYDRO-4-METHYL-2-(2-METHYL-1-PROPENYL)-2H-PYRAN;ROSE OXIDE RACEMIC;Rosoxide;FEMA 3236;rosenoxide;c-rose oxide
CBNumber:
CB5344138
Molecular Formula:
C10H18O
Molecular Weight:
154.25
MOL File:
16409-43-1.mol
MSDS File:
SDS
Modify Date:
2024/5/28 19:59:05

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) Properties

Boiling point 86 °C20 mm Hg(lit.)
Density 0.873 g/mL at 20 °C(lit.)
vapor pressure 53Pa at 20℃
FEMA 3236 | TETRAHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)PYRAN
refractive index n20/D 1.454
Flash point 157 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
color A colourless mobile liquid.
Odor at 1.00 % in dipropylene glycol. green red rose spicy fresh geranium
Odor Type floral
optical activity [α]20/D 28±1°, neat
Water Solubility 920mg/L at 20℃
JECFA Number 1237
BRN 1680588
LogP 3.3 at 23℃
CAS DataBase Reference 16409-43-1(CAS DataBase Reference)
EPA Substance Registry System 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)- (16409-43-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315
Precautionary statements  P264-P280-P302+P352-P332+P313-P362+P364
Hazard Codes  Xi
Risk Statements  38-36/37/38
Safety Statements  36-26
WGK Germany  3
RTECS  UQ1470000
10-23
HS Code  29329990
Toxicity The acute oral LD50 value in rats was reported as 4.3 g/kg (3.7-4.9 g/kg) and the acute dermal LD50 value in rabbits as > 5 g/kg (Moreno, 1973).

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W323608 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran mixture of cis and trans, ≥98%, stabilized, FG 16409-43-1 1SAMPLE-K ₹4990.33 2022-06-14 Buy
Sigma-Aldrich(India) W323608 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran mixture of cis and trans, ≥98%, stabilized, FG 16409-43-1 100G ₹7653.28 2022-06-14 Buy
Sigma-Aldrich(India) W323608 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran mixture of cis and trans, ≥98%, stabilized, FG 16409-43-1 1KG ₹21574.23 2022-06-14 Buy
Sigma-Aldrich(India) 83917 (−)-Rose oxide analytical standard 16409-43-1 1ML ₹3171.73 2022-06-14 Buy
Sigma-Aldrich(India) 83915 (+)-Rose oxide analytical standard 16409-43-1 1ML ₹9461.05 2022-06-14 Buy
Product number Packaging Price Buy
W323608 1SAMPLE-K ₹4990.33 Buy
W323608 100G ₹7653.28 Buy
W323608 1KG ₹21574.23 Buy
83917 1ML ₹3171.73 Buy
83915 1ML ₹9461.05 Buy

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) Chemical Properties,Uses,Production

Chemical Properties

Rose Oxide occurs in small quantities, mainly as the levorotatory cis form, in essential oils (e.g., Bulgarian rose oil and geranium oil). Commercial synthetic products are either optically active or inactive mixtures of the cis- and trans-isomers. Their sensory properties depend on the starting material and the method of synthesis.They are colorless liquids with a strong odor reminiscent of geranium and rose oil.

Occurrence

Reported found in the oils of rose (Bulgarian) and geranium (Réunion); both the cis- and the trans-form have been reportedly isolated from geranium oil. Unidentified isomers reported found in black currant berries, passion fruit, some types of Thymus and white wine.

Preparation

Rose oxide is usually prepared from citronellol, which can be converted into a mixture of two allyl hydroperoxides by photosensitized oxidationwith singlet oxygen. Reduction of the hydroperoxideswith sodium sulfite yields the corresponding diols . Treatmentwith dilute sulfuric acid results in allylic rearrangement and spontaneous cyclization of one of the isomers; amixture of diastereoisomeric rose oxides is thus formed. The unreacted diol isomer is separated by distillation. (?)- Citronellol as the starting material yields an approximately 7 : 3 mixture of (?)-cisand (?)-trans-rose oxide. Higher proportions of the cis-isomer may be obtained by dehydration with a stronger acid.Other methods for the production of rose oxide starting from citronellol consist of halogenation–dehalogenation reactions of citronellol.
An alternative technical process does not use citronellol but starts from prenal [107-86-8] and 3-methyl-3-buten-1-ol [763-32-6]. Under acidic conditions, the reaction affords a mixture of isomers of dehydro rose oxide (C10H16O6; [1786- 08-9], [92356-05-3], [60857-05-8]). Subsequent hydrogenation using a ruthenium/alumina catalyst leads to rose oxide.The proportion of cis-isomer can be increased by isomerization under acidic conditions.

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) Preparation Products And Raw materials

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2-(2-methyl-1-propenyl)-4-methyltetrahydro-pyra 2H-Pyran, tetrahydro-4-methyl-2-(2-methylpropenyl)- 4-Methyl-2-(2-methyl-1-propenyl)tetrahydro-2H-pyran c-rose oxide Pyran, 2-(2-methyl-1-propenyl)-4-methyltetrahydro- Pyran, tetrahydro-2-(2-methyl-1-propenyl)-4-methyl- Rose oxide , I Rose oxide cis Rose oxide levo tetrahydro-4-methyl-2-(2-methyl-1-propen-1-yl)-2H-Pyran FEMA 3236 rosenoxide Rosoxide tetrahydro-2-(2-methyl-1-propenyl)-4-methyl-pyra tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2h-pyra tetrahydro-4-methyl-2-(2-methylpropenyl)-2h-pyra tetrahydro-4-methyl-2-(2-methylpropenyl)-pyra 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) 4-Methyl-2-(2-methylprop-1-en-1-yl) tetrahydro-4-methyl-2-(2-methylprop-1-enyl)pyran 4-METHYL-2-(2-METHYLPROPENYL)TETRAHYDRO-2H-PYRAN (4S)-2-(2-METHYL-1-PROPENYL)-4-METHYLTETRAHYDROPYRAN ROSE OXIDE HIGH CIS TETRAHYDRO-4-METHYL-2(2'-METHYL PROPEN-1'-YL)-PYRAN TETRAHYDRO-4-METHYL-2-(2-METHYL-1-PROPEN (-)-ROSE OXIDE, TERPENE STANDARD (-)-ROSE OXIDE, TERPENE STANDARD 99% Tetrahydro-4-methyl-2(2'-methylpropen-1'-yl)pyrane 2-Isobutenyl 4-methyl tetrahydropyran DL-Rose oxide ROSENOXID INAKTIV 4-Methyl-2-(2-methyl-1-propenyl)-tetrahydropyran (+)-Rose oxide, (4S)-2-(2-Methyl-1-propenyl)-4-methyltetrahydropyran 2-(2-Methyl-1-propenyl)-4-methyltetrahydro-2H-pyran Pyran, 2-(2-methyl-1 4-Methyl-2-(2-Methyl-1-propenyl)tetrahydropyran (cis- and trans- Mixture) 2-(2-Methyl-1-Propenyl)-4-Methyltetrahydropyran Rose Oxide 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran, 99%, mixture of cis and trans ROSE OXIDE BRI 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran ROSE 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-p ropen-1-yl)- 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran(cis-andtrans-mixture)> 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran USP/EP/BP (4S)-4-methyl-2-(2-methylprop-1-en-1-yl)oxane High Purity Fema 3236 Rose Oxide CAS 16409-43-1 with Best Price TIANFU-CHEM CAS:16409-43-1 FEMA 3236 (Z)-Rose oxide 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)- ISOBUTENYL METHYLTETRAHYDROPYRAN ROSE OXIDE ROSE OXIDE RACEMIC TETRAHYDRO-4-METHYL-2-(2-METHYL-1-PROPENYL)-2H-PYRAN 2-(2-methyl-1-propenyl)-4-methyltetrahydro-pyran LEVO-ROSE OXIDE 969651 16409-43-1 16409-43-01 Alphabetic Analytical Chromatography Product Catalog