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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)

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:2025-01-27 09:38:02

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
biological source synthetic
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)
UNSPSC Code 85151701
NACRES NA.24

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.

Uses

Refer to the productμs Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

Global( 291)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Chuanghai Biotechnology Co., Ltd 		+86-15531157085; +8615531157085 abby@chuanghaibio.com China 8804 58
Hebei Mujin Biotechnology Co.,Ltd 		+86 13288715578 +8613288715578 sales@hbmojin.com China 12769 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531153977 allison@yan-xi.com China 5853 58
Hebei Chuanghai Biotechnology Co., Ltd 		+8615531151365 mina@chuanghaibio.com China 18129 58
Hebei Kingfiner Technology Development Co.Ltd 		+86-15532196582 +86-15373005021 lisa@kingfinertech.com China 3005 58
Hebei Zhuanglai Chemical Trading Co.,Ltd 		+8613343047651 admin@zlchemi.com China 3692 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21625 55
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29856 58
Hubei xin bonus chemical co. LTD 		86-13657291602 linda@hubeijusheng.com CHINA 22963 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63687 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
LEVO-ROSE OXIDE 969651 pictures 2025-06-05 LEVO-ROSE OXIDE 969651
16409-43-1
 US $1.00 / kg 1kg 99% 20tons Hebei Yanxi Chemical Co., Ltd.
FEMA 3236 pictures 2025-05-30 FEMA 3236
16409-43-1
 US $1.00 / kg 1kg 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
(Z)-Rose oxide pictures 2025-05-23 (Z)-Rose oxide
16409-43-1
 US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
  • FEMA 3236 pictures
  • FEMA 3236
    16409-43-1
  • US $1.00 / kg
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • (Z)-Rose oxide pictures
  • (Z)-Rose oxide
    16409-43-1
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
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 Tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran (?)-Rose oxide 4-Methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran, mixture of cis and trans, ≥98%, stabilized 16409-43-1