• Name

  FEMA 3236

• EINECS 240-457-5
• CAS No. 16409-43-1
• Article Data20
• CAS DataBase
• Density 0.909 g/cm³
• Solubility 920mg/L at 20℃
• Melting Point
• Formula C₁₀H₁₈O
• Boiling Point 196.744 °C at 760 mmHg
• Molecular Weight 154.252
• Flash Point 66.804 °C
• Transport Information
• Appearance
• 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);
• PSA 9.23000
• LogP 2.76770

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;

...Expand

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

106-22-9

Citronellol

16409-43-1

rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HOCl / CH2Cl2 2: 1.) NaOH; 2.) H2SO4 / 1.) heating View Scheme
Multi-step reaction with 2 steps 1: 89 percent / (PhSe)2, Et4NBr / electrolysis 2: 94 percent / BF-etherate / CH2Cl2 / Ambient temperature View Scheme
With rose bengal; sodium sulfite In methanol at 70℃; for 3h; Irradiation;
Stage #1: Citronellol With oxygen; tetrakis(pentafluorophenyl)porphyrin In carbon dioxide; dimethyl carbonate under 135014 Torr; for 4h; Supercritical conditions; Irradiation; Stage #2: With sodium sulfite In dimethyl carbonate; water Stage #3: With hydrogenchloride In dimethyl carbonate; water

1121-84-2

4-methyl-tetrahydro-pyran-2-one

16409-43-1

rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / Mg / tetrahydrofuran 2: 1) potassium tert-butoxide 2) HCl aq. / 1) DMF, 40 deg C 2) THF 3: 1) LiAlH4 2) KHSO4 / 1) Et2O 2) heating View Scheme

81925-86-2

3,7-dimethyl-5-(2'-methyl-2'-propenyl)-7-octen-1,5-diol

16409-43-1

rose oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) potassium tert-butoxide 2) HCl aq. / 1) DMF, 40 deg C 2) THF 2: 1) LiAlH4 2) KHSO4 / 1) Et2O 2) heating View Scheme

608100-92-1

C11H22O2

16409-43-1

rose oxide

Conditions

Conditions	Yield
With hydrogenchloride In hexane at 0℃; for 3h;	1.263 g

60857-05-8

4-methylidene-2-(2-methylprop-1-enyl)tetrahydro-2H-pyran

16409-43-1

rose oxide

Conditions

Conditions	Yield
With hydrogen at 70℃; under 3000.3 Torr; for 4h; Reagent/catalyst; Time; Autoclave;

106-22-9

Citronellol

A

16409-43-1

rose oxide

B

23062-49-9

2,6-Dimethyl-3,8-diacetoxy-1-octen

C

C12H22O3

D

C16H26O6

Conditions

Conditions	Yield
With oxygen; palladium diacetate; p-benzoquinone In acetic acid at 80℃; under 3800.26 Torr; for 7h; Catalytic behavior; Time; Pressure; regioselective reaction;

...Expand

106-22-9

Citronellol

A

16409-43-1

rose oxide

B

23062-49-9

2,6-Dimethyl-3,8-diacetoxy-1-octen

C

C12H22O3

Conditions

Conditions	Yield
With oxygen; palladium diacetate; p-benzoquinone In acetic acid at 80℃; under 760.051 Torr; for 3h; Catalytic behavior; regioselective reaction;

...Expand

106-22-9

Citronellol

A

16409-43-1

rose oxide

B

23062-49-9

2,6-Dimethyl-3,8-diacetoxy-1-octen

C

C16H26O6

Conditions

Conditions	Yield
With oxygen; palladium diacetate; p-benzoquinone In acetic acid at 80℃; under 7600.51 Torr; for 9h; Catalytic behavior; Time; Pressure; Temperature; regioselective reaction;

...Expand

16409-43-1

rose oxide

13477-62-8

2-isobutyl-4-methyl-tetrahydro-pyran

Conditions

Conditions	Yield
With palladium on carbon; hydrogen; C64H118O20 In water at 20℃; for 2h; Reagent/catalyst;	100%

16409-43-1

rose oxide

4-methyltetrahydro-2H-pyran-2-carbaldehyde

Conditions

Conditions	Yield
Stage #1: rose oxide With ozone In methanol at -70℃; for 3h; Stage #2: With oxygen In methanol Stage #3: With triethyl phosphite In methanol at -20 - 0℃; for 2h;	55%

16409-43-1

rose oxide

130-15-4

[1,4]naphthoquinone

2-(2-methyl-1-(4-methyltetrahydro-2H-pyran-2-yl)propan-2-yl)naphthalene-1,4-dione

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; sodium tetrahydroborate In ethanol; acetonitrile at 20℃; for 0.5h;	30%

16409-43-1

rose oxide

2-(1-fluoro-2-methylallyl)-4-methyltetrahydropyran

Conditions

Conditions	Yield
With Selectfluor In water; acetonitrile at 75℃; for 4h; Ene Reaction;	20%

16409-43-1

rose oxide

76-02-8

Trichloroacetyl chloride

A

84473-51-8

2,2-Dichloro-3,3,7-trimethyl-(E)-4-nonen-9-olide

B

84473-52-9

2,2-Dichloro-3,3-dimethyl-4-(4-methyl-tetrahydro-pyran-2-yl)-cyclobutanone

Conditions

Conditions	Yield
With zinc; trichlorophosphate In diethyl ether at 30℃; for 3h; Yield given. Yields of byproduct given;
With zinc; trichlorophosphate In diethyl ether at 30℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

16409-43-1

rose oxide

6325-93-5

p-nitrobenzenesulfonamide

A

C16H22N2O5S

B

C16H22N2O5S

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; 1,3-dimethyl-imidazoline-2-selone In dichloromethane Inert atmosphere; Overall yield = 60 percent; Overall yield = 106 mg; diastereoselective reaction;

...Expand

( )-Rose oxide Chemical Properties

( )-Rose oxide Uses

( )-Rose oxide Production

( )-Rose oxide Toxicity Data With Reference

( )-Rose oxide Consensus Reports

( )-Rose oxide Safety Profile