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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
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
MDL Number:
MFCD00036607
MOL File:
16409-43-1.mol
MSDS File:
SDS
Last updated:2024-05-16 17:35:26
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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)
Substances Added to Food (formerly EAFUS) TETRAHYDRO-4-METHYL-2-(2-METHYLPROPEN-1-YL)PYRAN
EWG's Food Scores 1
FDA UNII 4O51437J50
EPA Substance Registry System 2H-Pyran, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)- (16409-43-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
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).

4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W323608 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran mixture of cis and trans, ≥98%, stabilized, FG 16409-43-1 1kg $254 2024-03-01 Buy
Sigma-Aldrich 83917 (?)-Rose oxide analytical standard 16409-43-1 1ml $57.7 2024-03-01 Buy
Sigma-Aldrich W323608 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran mixture of cis and trans, ≥98%, stabilized, FG 16409-43-1 100g $81.2 2023-01-07 Buy
Sigma-Aldrich 83915 (+)-Rose oxide analytical standard 16409-43-1 1ml $92.8 2022-05-15 Buy
TCI Chemical M2363 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) >97.0%(GC) 16409-43-1 25g $53 2024-03-01 Buy
Product number Packaging Price Buy
W323608 1kg $254 Buy
83917 1ml $57.7 Buy
W323608 100g $81.2 Buy
83915 1ml $92.8 Buy
M2363 25g $53 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.

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.

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.

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.

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 Isorose oxide tetrahydro-4-methylene-2-(2-methyl-1-propenyl)-2H-pyran trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one ISOPULEGOL
tetrahydro-4-methyl-2H-pyran-2-one Citronellol

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Preparation Products

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

Global( 279)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12471 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 6000 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Hebei Guanlang Biotechnology Co., Ltd. 		+86-19930503282 alice@crovellbio.com China 8822 58
Hubei xin bonus chemical co. LTD 		86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd 		+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49391 58
Shaanxi Dideu Medichem Co. Ltd 		+86-29-87569266 15319487004 1015@dideu.com China 2263 58
Supplier Advantage
Hebei Mojin Biotechnology Co., Ltd 		58
Hebei Yanxi Chemical Co., Ltd. 		58
Henan Tianfu Chemical Co.,Ltd. 		55
career henan chemical co 		58
Hebei Guanlang Biotechnology Co., Ltd. 		58
Hubei xin bonus chemical co. LTD 		58
Chongqing Chemdad Co., Ltd 		58
Alchem Pharmtech,Inc. 		58
CONIER CHEM AND PHARMA LIMITED 		58
Shaanxi Dideu Medichem Co. Ltd 		58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rose Oxide pictures 2024-05-16 Rose Oxide
16409-43-1
 US $99.00-35.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
(Z)-Rose oxide pictures 2023-09-23 (Z)-Rose oxide
16409-43-1
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture) pictures 2023-09-21 4-Methyl-2-(2-methyl-1-propenyl)tetrahydropyran (cis- and trans- mixture)
16409-43-1
 US $0.00-0.00 / kg 1kg 99% 50000kg Hebei Kingfiner Technology Development Co.Ltd
  • Rose Oxide pictures
  • Rose Oxide
    16409-43-1
  • US $99.00-35.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • (Z)-Rose oxide pictures
  • (Z)-Rose oxide
    16409-43-1
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd

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

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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