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 Weibang Biotechnology Co., Ltd
Product
(Z)-Rose oxide 16409-43-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04
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

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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