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Name	( )-Rose oxide	EINECS	240-457-5
CAS No.	16409-43-1	Density	0.909 g/cm³
PSA	9.23000	LogP	2.76770
Solubility	920mg/L at 20℃	Melting Point	N/A
Formula	C₁₀H₁₈O	Boiling Point	196.744 °C at 760 mmHg
Molecular Weight	154.252	Flash Point	66.804 °C
Transport Information	N/A	Appearance	N/A
Safety	36	Risk Codes	38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2H-Pyran,tetrahydro-4-methyl-2-(2-methylpropenyl)- (8CI);Pyran,tetrahydro-4-methyl-2-(2-methylpropenyl)- (6CI,7CI);Rosoxide;Rose oxide L;Rosenoxide;2H-Pyran,tetrahydro-4-methyl-2-(2-methyl-1-propenyl)- (9CI);	Article Data	20

( )-Rose oxide Synthetic route

: 868552-84-5
(+/-)-(E)-2-methoxy-2,6-dimethyl-3-octen-8-ol

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane Ambient temperature;	94%

: 57745-77-4
2-(2,4-Dichlorphenoxy)-3,4,5,6-tetrahydro-4-methyl-2H-pyran

: 38614-36-7
2-methylpropen-1-ylmagnesium bromide

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
In benzene for 0.5h; Ambient temperature;	86%

: 74514-34-4
Acetic acid 6-chloro-3,7-dimethyl-oct-7-enyl ester

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid 1.) heating; Yield given. Multistep reaction;

: 81925-87-3
8-hydroxy-2,6-dimethyl-2-octen-4-one

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
With potassium hydrogensulfate; lithium aluminium tetrahydride 1) Et2O 2) heating; Yield given. Multistep reaction;

: 17690-32-3, 27463-30-5
6-chloro-3,7-dimethylocta-7-en-1-ol

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid 1.) heating; Yield given. Multistep reaction;

: 37828-36-7
3,7-dimethyl-4,7-octadienol

A: 16409-43-1
rose oxide

B: 35598-65-3
iso-rose oxide

Conditions

Conditions	Yield
With iodine In tetrachloromethane for 2h; Heating; Yield given. Yields of byproduct given;

: 106-22-9
Citronellol

A: 16409-43-1
rose oxide

B: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

C: 29606-79-9
isopulegone

D: 89-79-2
Isopulegol

Conditions

Conditions	Yield
With CrO3/silica gel In various solvent(s) at 40℃; under 165013 Torr; for 4h;

: 107791-76-4
(E)-2-methyl-1,5-heptadien-4-ol

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 58 percent / mercury(II) acetate / 1.) reflux, 24 h, 2.) 2 days 2: 94 percent / sodium borohydride / ethanol 3: iodine / CCl4 / 2 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 69 percent / propionic acid / Heating 2: 78.5 percent / lithium aluminium hydride / diethyl ether / 3 h / Heating 3: iodine / CCl4 / 2 h / Heating View Scheme

: 29414-60-6
3,7-dimethyl-4,7-octadienal

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / sodium borohydride / ethanol 2: iodine / CCl4 / 2 h / Heating View Scheme

: 86000-34-2
ethyl 3,7-dimethyl-4,7-octadienoate

: 16409-43-1
rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 78.5 percent / lithium aluminium hydride / diethyl ether / 3 h / Heating 2: iodine / CCl4 / 2 h / Heating View Scheme

( )-Rose oxide Chemical Properties

MF: C₁₀H₁₈O
MW: 154.25
EINECS: 240-457-5
Flash Point: 157 °F
Refractive index n20/D 1.454
Density: 0.873 g/mL at 20 °C(lit.)
Enthalpy of Vaporization: 41.52 kJ/mol
Boiling Point: 196.7 °C at 760 mmHg
Vapour Pressure: 0.551 mmHg at 25°C
IUPAC Name: 4-Methyl-2-(2-methylprop-1-enyl)oxane
Appearance: colourless mobile liquid, powerful, distinctive geranium top note
Synonyms: (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-
Following is the molecular structure of Rose oxide levo (16409-43-1):

( )-Rose oxide Uses

Rose oxide levo (16409-43-1)is used as a spice, perfume and cosmetics raw materials,and mainly used for the preparation of geraniol and rose flavor, using a lot about soap flavor. Can also be used in food and tobacco flavor.

( )-Rose oxide Production

Reactivity Profile of Rose oxide levo (16409-43-1): Roses alcohol as raw materials, through acid oxidation, dimethylamine chemical combination, hydrogen peroxide formed Canadian acid cyclization.

( )-Rose oxide Toxicity Data With Reference

1.		skn-rbt 500 mg/24H MOD		FCTXAV Food and Cosmetics Toxicology. 14 (1976),659.
2.		orl-rat LD50:4300 mg/kg		FCTXAV Food and Cosmetics Toxicology. 14 (1976),659.

( )-Rose oxide Consensus Reports

Reported in EPA TSCA Inventory.

( )-Rose oxide Safety Profile

Mildly toxic by ingestion. A skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Rose oxide levo (16409-43-1):
Hazard Codes: Xi
Xi: Irritant
Risk Statements: 38
38: Irritating to the skin
Safety Statements: 36
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: UQ1470000

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