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

ChemicalBook > CAS DataBase List > 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)

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

Product Name: 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)
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
Formula Weight: 154.25
MOL File: 16409-43-1.mol

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

Boiling point:: 86 °C20 mm Hg(lit.)
Density: 0.873 g/mL at 20 °C(lit.)
vapor pressure: 53Pa at 20℃
refractive index: n20/D 1.454
FEMA: 3236 | TETRAHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)PYRAN
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)

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Safety

Hazard Codes: Xi
Risk Statements: 38-36/37/38
Safety Statements: 36-26
WGK Germany: 3
RTECS: UQ1470000
F: 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).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W323608
Product name: Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
Purity: mixture of cis and trans, ≥98%, stabilized, FG
Packaging: 1kg
Price: $254
Updated: 2024/03/01

Sigma-Aldrich

Product number: 83917
Product name: (?)-Rose oxide
Purity: analytical standard
Packaging: 1ml
Price: $57.7
Updated: 2024/03/01

Sigma-Aldrich

Product number: W323608
Product name: Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran
Purity: mixture of cis and trans, ≥98%, stabilized, FG
Packaging: 100g
Price: $81.2
Updated: 2023/01/07

Sigma-Aldrich

Product number: 83915
Product name: (+)-Rose oxide
Purity: analytical standard
Packaging: 1ml
Price: $92.8
Updated: 2022/05/15

TCI Chemical

Product number: M2363
Product name: 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)
Purity: >97.0%(GC)
Packaging: 25g
Price: $53
Updated: 2024/03/01

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

Chemical Properties

Tetrahydro-4-methyl-2-(2-methylpropen-1-yl)pyran has a powerful distinctive geranium top note.

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.

Definition

ChEBI: Rose oxide is a member of the class of oxanes that is tetrahydro-2H-pyran which is substituted at positions 2 and 4 by an isoprop-1-enyl group and a methyl group, respectively. Organic compound of the pyran class and the monoterpene class and a fragrance found in roses and rose oil. All four possible stereoisomers are known; the 2S,4R and 2S,4S diastereoisomers [also known as the (-)-cis- and (-)-trans-isomers, respectively] are the main constituents in several essential oils and are used as a food flavouring and in perfumes and cosmetics. It has a role as a plant metabolite. It is a monoterpenoid, a member of oxanes and an olefinic compound.

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.

Taste threshold values

Taste characteristics at 20 ppm: green, vegetative and herbal with a citrus nuance.

Flammability and Explosibility

Non flammable

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

Raw materials

Ethyl linalool

Preparation Products

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View Lastest Price from 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Rose Oxide 16409-43-1
Price: US $99.00-35.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-16

Hebei Yanxi Chemical Co., Ltd.

Product: LEVO-ROSE OXIDE 969651 16409-43-1
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2023-09-06

Hebei Mojin Biotechnology Co., Ltd

Product: (Z)-Rose oxide 16409-43-1
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-09-22

16409-43-1, 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)Related Search:

MUCONOMYCIN A HT-2 TOXIN 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) 15-ACETOXY-3ALPHA,7ALPHA-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE T-2 TOXIN DIACETOXYSCIRPENOL 3-ACETYLDEOXYNIVALENOL Tetrahydropyran Isobutylene (-)-ROSE OXIDE RORIDIN E VERRUCAROL trichothecin T-2 TETRAOL VERRUCARINK T-2 TRIOL scirpentriol RORIDIN A

(Z)-Rose oxide

2-(2-methyl-1-propenyl)-4-methyltetrahydro-pyra

2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-

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 (<i>cis</i>- and <i>trans</i>- mixture)

4-Methyl-2-(2-methylprop-1-en-1-yl)

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

ISOBUTENYL METHYLTETRAHYDROPYRAN

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

ROSE OXIDE HIGH CIS

ROSE OXIDE RACEMIC

TETRAHYDRO-4-METHYL-2-(2-METHYL-1-PROPENYL)-2H-PYRAN

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

2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-p ropen-1-yl)-

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran(cis-andtrans-mixture)&gt

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

2-(2-methyl-1-propenyl)-4-methyltetrahydro-pyran

LEVO-ROSE OXIDE 969651

16409-43-1

16409-43-01

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