alpha-Cedrene supplier | CasNO.469-61-4

Name
(-)-ALPHA-CEDRENE
EINECS 207-418-4
CAS No. 469-61-4
Article Data37
CAS DataBase
Density 0.932
Solubility
Melting Point 261-262°C
Formula C15H24
Boiling Point 261-262 ºC
Molecular Weight 204.356
Flash Point 110.2°C
Transport Information
Appearance
Safety A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Codes 36/38-50/53
Molecular Structure
Hazard Symbols
Synonyms 1H-3a,7-Methanoazulene,2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3a,3ab,7b,8aa)]-; Cedr-8-ene (8CI); a-Cedrene (6CI,7CI); (-)-Cedrene; (-)-a-Cedrene; Levo-a-cedrene; [3R-(3a,3ab,7b,8aa)]-2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene
PSA 0.00000
LogP 4.41500

Synthetic route

: cedaranyl alcohol

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 0.5h;	96%

: 77-54-3
(+)-cedryl acetate

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With tetrafluoroboric acid In 1,4-dioxane at 100℃; for 1h;	93%

: 1262998-09-3
cedrenone

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Stage #1: cedrenone With toluene-4-sulfonic acid hydrazide In ethanol for 2.5h; Caglioti Reductive Elimination; Reflux; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water for 2h; Reflux;	92%
With potassium hydroxide; hydrazine In diethylene glycol at 125 - 215℃; for 60h; Wolff-Kishner reduction; Inert atmosphere;	52%

: 77-54-3
(+)-cedryl acetate

A: 546-28-1
β‐cedrene

B: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With acetic acid; hexacarbonyl molybdenum In tetrahydrofuran at 110℃; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With acetic acid; In 1,4-dioxane at 100℃; for 4h; Product distribution; other tertiary alcohols and acetates; various catalysts and conditions;

: 77-53-2
(+)-cedrol

: 469-61-4
alpha-cedrene

: 13567-45-8
9α-hydroxycedrane

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With trichlorophosphate In pyridine; ethanol at 0℃; for 19h; Heating;	60 mg

: 75-15-0
carbon disulfide

: 77-53-2
(+)-cedrol

: 74-88-4
methyl iodide

A: 546-28-1
β‐cedrene

B: 469-61-4
alpha-cedrene

C: 35812-25-0
Dithiocarbonic acid S-methyl ester O-((3R,3aS,6R,7R,8aS)-3,6,8,8-tetramethyl-octahydro-3a,7-methano-azulen-6-yl) ester

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 77-53-2
(+)-cedrol

A: 546-28-1
β‐cedrene

B: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With pyridine; trichlorophosphate In toluene for 16h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

cedrol: cedrol

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With formic acid

chlorocedrene: chlorocedrene

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With ethanol; sodium

pseudocedrol: pseudocedrol

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
With formic acid

: 13794-73-5
(3R,3aR,6S,7S,8aS)-3,6,8,8-tetramethylhexahydro-1H-3a,7-cedaran-5(4H)-one

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 2: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 13567-40-3
cedran-9-one

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 2 g / 65 percent HClO4 / CH2Cl2 / 24 h / Ambient temperature 2: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 3: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 4: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 74804-69-6, 74804-70-9
cedranone enol benzoate

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 2: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 3: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 74804-66-3, 74804-67-4
4-desoxo-α-pipitzol benzoate

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: Et2O*BF3 / 5 h / Ambient temperature 2: Raney Ni / ethanol / 5 h / Heating 3: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 4: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 5: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 10067-43-3, 10067-44-4
α-pipitzol benzoate

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 13.8 g / Et2OBF3 / 96 h / Ambient temperature 2: W-7 Raney Ni / ethanol / 5 h / Heating 3: Et2OBF3 / 5 h / Ambient temperature 4: Raney Ni / ethanol / 5 h / Heating 5: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 6: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 7: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 74804-68-5, 74842-35-6
C24H30O2S2

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: Raney Ni / ethanol / 5 h / Heating 2: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 3: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 4: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: 74804-65-2, 74841-96-6
C24H28O3S2

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: W-7 Raney Ni / ethanol / 5 h / Heating 2: Et2O*BF3 / 5 h / Ambient temperature 3: Raney Ni / ethanol / 5 h / Heating 4: 400 mg / aq. NaHCO3 / methanol / 3 h / Heating 5: 150 mg / NaBH4 / methanol / 3 h / Ambient temperature 6: 60 mg / POCl3 / pyridine; ethanol / 19 h / 0 °C / Heating View Scheme

: tris(ammonium) (2Z,6E)-farnesyl diphosphate

A: 3790-71-4
(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

B: 40716-66-3
(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol

C: 78148-59-1
(-)-(4S,8R)-8-epi-α-bisabolol

D: 515-69-5, 23089-26-1, 23178-88-3, 25428-43-7, 72059-10-0, 72691-24-8, 76738-75-5, 78148-59-1, 123877-54-3
(-)-α-bisabolol

E: 1220474-11-2
(+)-2-epi-prezizaene

F: 24048-44-0
(-)-α-acoradiene

G: 469-61-4
alpha-cedrene

H: 28976-67-2
(-)-β-curcumene

I: (1R,4R,5S)-1,8-dimethyl-4-(1'-methylethenyl)spiro[4.5]dec-7-ene

Conditions

Conditions	Yield
With magnesium chloride In pentane at 20℃; for 19h; Inert atmosphere; Enzymatic reaction;	A 6.7 %Spectr. B 3.6 %Spectr. C 1.8 %Spectr. D 1.8 %Spectr. E 44 %Spectr. F 3.9 %Spectr. G 21.5 %Spectr. H 15.5 %Spectr. I 1.3 %Spectr.

...Expand

: 40716-68-5
(2-cis,6-trans)-farnesyl diphosphate

A: 3790-71-4
(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

B: 40716-66-3
(E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol

C: 1220474-11-2
(+)-2-epi-prezizaene

D: 24048-44-0
(-)-α-acoradiene

: epi-α-bisabolol

F: 469-61-4
alpha-cedrene

G: 28976-67-2
(-)-β-curcumene

: 6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol

I: (1R,4R,5S)-1,8-dimethyl-4-(1'-methylethenyl)spiro[4.5]dec-7-ene

Conditions

Conditions	Yield
With tobacco 5-epi-aristolochene synthase Kinetics; Enzymatic reaction;

...Expand

: 1262789-27-4
C12H16O2

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere 1.2: 1 h / -78 °C / Inert atmosphere 2.1: lead(IV) tetraacetate / 2 h / 20 °C / Inert atmosphere 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere 4.1: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere 1.2: 1 h / -78 °C / Inert atmosphere 2.1: chloroform / 2 h / -40 - 20 °C / Inert atmosphere 3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere 4.1: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: lead(IV) tetraacetate / 2 h / 20 °C / Inert atmosphere
3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere
4.1: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere
View Scheme

Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: chloroform / 2 h / -40 - 20 °C / Inert atmosphere
3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere
4.1: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere
View Scheme

: 1262789-28-5
C17H24O3

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere 2: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere View Scheme

: 17194-58-0, 69350-75-0, 70878-71-6, 69301-27-5
2-[(1R)-1,5-dimethylhex-4-enyl]-5-methylphenol

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: lead(IV) tetraacetate / 2 h / 20 °C / Inert atmosphere 2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere 3: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: chloroform / 2 h / -40 - 20 °C / Inert atmosphere 2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.02 h / 20 °C / Inert atmosphere 3: potassium hydroxide; hydrazine / diethylene glycol / 60 h / 125 - 215 °C / Inert atmosphere View Scheme

: 372-97-4, 13058-04-3, 25744-33-6, 27248-37-9, 27248-38-0, 40716-68-5
farnesyl pyrophosphate

A: 546-28-1
β‐cedrene

B: 77-53-2
(+)-cedrol

C: 469-61-4
alpha-cedrene

D: 19903-73-2
(-)-(3R,3aS,6S,7R,8aS)-isocedrol

Conditions

Conditions	Yield
With epicedrol synthase In aq. buffer at 30℃; for 1h; pH=8.5; Enzymatic reaction;

...Expand

: C15H21BrO

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tri-n-butyl-tin hydride / pentane / 0.5 h / 0 °C 2.1: toluene-4-sulfonic acid hydrazide / ethanol / 2.5 h / Reflux 2.2: 2 h / Reflux View Scheme

: (R)-2-methoxy-4-methyl-1-(6-methylhept-5-en-2-yl)benzene

: 469-61-4
alpha-cedrene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tert-butyl methyl ether / 6 h / UV-irradiation 1.2: 0.5 h / 0 °C / Inert atmosphere 2.1: tri-n-butyl-tin hydride / pentane / 0.5 h / 0 °C 3.1: toluene-4-sulfonic acid hydrazide / ethanol / 2.5 h / Reflux 3.2: 2 h / Reflux View Scheme

: 469-61-4
alpha-cedrene

: 66389-35-3
(8R,9S)-cis-cedrene diol

Conditions

Conditions	Yield
With pyridine; osmium(VIII) oxide; trimethylamine-N-oxide In water; tert-butyl alcohol for 72h; Heating;	96%
Multi-step reaction with 3 steps 1.1: rose bengal; oxygen / acetonitrile / 4.5 h / 40 °C / Irradiation 1.2: 16 h / 21 °C 2.1: N,N`-sulfuryldiimidazole; dihydrogen peroxide; sodium hydroxide / water; methanol / 5 °C 3.1: lithium aluminium tetrahydride / dichloromethane / 2 h / 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: rose bengal; oxygen / acetonitrile / 4.5 h / 40 °C / Irradiation 1.2: 16 h / 21 °C 2.1: dmap / dichloromethane 3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 h / 21 °C 4.1: lithium aluminium tetrahydride / 2 h / 0 °C / Inert atmosphere View Scheme
With potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide In 2-methyl-propan-1-ol; water at 93 - 95℃; for 24h; Solvent;	115g

: 469-61-4
alpha-cedrene

: (3R,3aR,7S,8aS)-3,6,8,8-tetramethyloctahydro-1H-3a,7-methanoazulen-5-amine

Conditions

Conditions	Yield
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; ammonium carbonate; 2-amino-benzenethiol In dichloromethane; acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	95%
Multi-step reaction with 4 steps 1.1: dimethylsulfide borane complex / tetrahydrofuran / 4 h 1.2: 3 h 2.1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C 3.1: sodium hydroxide; hydroxylamine hydrochloride / ethanol / 12 h / 20 °C / pH 7 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / Reflux View Scheme

: 469-61-4
alpha-cedrene

: 211379-86-1
(2aR,3R,5aS,7R)-3,6,6,7a-tetramethyloctahydro-2H-2a,7-cedarane[5,6-b]ethylene oxide

Conditions

Conditions	Yield
With sodium percarbonate; acetic anhydride at 20℃; for 8h; Sonication;	93%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 25℃; for 8h;	83.5%
With tert.-butylhydroperoxide; di-tert-butyl peroxide In water at 69.84℃; for 8h; Reagent/catalyst;

: 469-61-4
alpha-cedrene

: 13567-39-0
9β,10β-epoxy-2,2,6,10-tetramethyltricyclo[5.3.1.03,7]undecane

Conditions

Conditions	Yield
With monoperoxyphthalic acid In diethyl ether at 5℃; for 96h;	89%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 0.0333333h; Inert atmosphere;

: 469-61-4
alpha-cedrene

: 264881-99-4
methyl 2-(4-bromophenyl)-2-diazoacetate

: methyl (2R)-2-(4-bromophenyl)-3-((3R,3aS,8aS)-3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulen-6-yl)propanoate

Conditions

Conditions	Yield
With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] In dichloromethane at 22℃; for 3h; Inert atmosphere; Reflux; enantioselective reaction;	88%

: 469-61-4
alpha-cedrene

: 407-25-0
trifluoroacetic anhydride

: (3R,3aR,6S,7S,8aS)-3,6,8,8-tetramethyloctahydro-1H-3a,7-cedaran-5-yl 2,2,2-trifluoroacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane; water at 20℃; for 2h;	86%

: 469-61-4
alpha-cedrene

: 2-((2S,4R)-2-acetyl-1,1,4-trimethylhexahydropenten-3a(1H)-yl)acetic acid

Conditions

Conditions	Yield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile at 60℃; for 12h;	85%

: 469-61-4
alpha-cedrene

: (3R,3aR,7R,8aS)-3,6,8,8-tetramethyl-5-nitro-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulene

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride; tetrabutylammonium nitrate; tetrabutylammonium trifluoromethylsulfonate In dichloromethane at 30℃; for 2.5h; Inert atmosphere;	85%

: 469-61-4
alpha-cedrene

: (3R,3aR,6S,7S,8aS)-3,6,8,8-tetramethyloctahydro-1H-3a,7-cedaran-5-ol

Conditions

Conditions	Yield
Stage #1: alpha-cedrene With dimethylsulfide borane complex In tetrahydrofuran for 4h; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran for 3h;	81%

: 469-61-4
alpha-cedrene

A: 14745-84-7
2-(N,N-dimethylaminomethyl)pyrrole

B: 109-97-7
pyrrole

C: 78307-76-3
N,N-dimethyl-1H-pyrrol-1-amine

Conditions

Conditions	Yield
With sodium hydroxide for 24h; Heating;	A 5.5% B 41% C 53%

...Expand

: 469-61-4
alpha-cedrene

: 30960-39-5
(3R,3aR,7S,8aS)-3,6,8,8-tetramethyl-1,2,3,7,8,8a-hexahydro-4H-3a,7-cedaran-4-one

Conditions

Conditions	Yield
With pyridine; tert.-butylhydroperoxide; N-hydroxy-3,4,5,6-tetrachlorophthalimide; lithium perchlorate In acetone Electrochemical reaction; chemoselective reaction;	53%
With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene In ethyl acetate at -20 - 20℃; for 11h;	43%

: 469-61-4
alpha-cedrene

A: 28387-62-4
(3R,3aS,7R,8aS)-3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-cedarane-6-formaldehyde

B: 21441-72-5
((3R,3aS,7R,8aS)-3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-cedaran-6-yl)methanol

Conditions

Conditions	Yield
With selenium; chloroamine-T In dichloromethane at 20℃; for 36h;	A 21% B 52%

: 469-61-4
alpha-cedrene

A: 13567-41-4
β-cedren-9-α-ol

B: 1011469-40-1
cedr-8-en-10β-ol

Conditions

Conditions	Yield
Stage #1: alpha-cedrene With 9,10-Dicyanoanthracene; oxygen In acetonitrile for 4h; Irradiation; Stage #2: With triphenylphosphine In acetonitrile for 0.5h;	A 30% B 45%

: 469-61-4
alpha-cedrene

: 13567-41-4
β-cedren-9-α-ol

Conditions

Conditions	Yield
Stage #1: alpha-cedrene With oxygen; rose bengal In acetonitrile at 40℃; for 4.5h; Irradiation; Stage #2: With triphenylphosphine In acetonitrile at 21℃; for 16h;	43%
Multi-step reaction with 2 steps 1: rose bengal; oxygen / acetonitrile / 4 h / Irradiation 2: triphenylphosphine / acetonitrile / 1 h View Scheme

: 469-61-4
alpha-cedrene

: 108-24-7
acetic anhydride

A: 32388-55-9
(3R-(3α,3aβ,7β,8aα))-1-(2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-5-yl)ethan-1-one

B: 87798-28-5
2,3,3,7-tetramethyl-11-methylene-12-oxatetracyclo<6.4.1.02,10.04,8>tridecane

C: 87798-29-6
8-acetyl-11-hydroxy-2,6,6,7-tetramethyltricyclo<5.2.2.01,5>undecane

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 5℃; for 4.5h;	A 14% B 36% C 19%

...Expand

: 816444-61-8
N-[(1S)-amino(4-tolyl)oxido-λ4-sulfanylidene]tosylamide

: 469-61-4
alpha-cedrene

: (3R,3aS,7R,8aS)-[N-(S)-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-(3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methanoazulen-6-yl)methanamine

Conditions

Conditions	Yield
With Rh2(S-N-(1,8-naphthoyl)alanine)4; bis(tertbutylcarbonyloxy)iodobenzene In methanol; 1,1,2,2-tetrachloroethane at -78 - -35℃; for 72h; Molecular sieve; Inert atmosphere; regioselective reaction;	34%

: 469-61-4
alpha-cedrene

: ethyl (R)-2-((mesitylsulfinyl)imino)acetate

: ethyl (R)-2-(((R)-mesitylsulfinyl)amino)-2-((3R,3aS,6S,7R,8aS)-3,6,8,8-tetramethyloctahydro-1H-3a,7-methanoazulen-6-yl)acetate

Conditions

Conditions	Yield
With phenyl[(propan-2-yl)oxy]silane; iron(III)-acetylacetonate In ethanol; 1,2-dichloro-ethane at 20℃; Inert atmosphere; diastereoselective reaction;	28%

: 469-61-4
alpha-cedrene

A: 18829-59-9
cedr-8-en-10α-ol

B: 1011469-40-1
cedr-8-en-10β-ol

Conditions

Conditions	Yield
With biphenyl; 9,10-Dicyanoanthracene; oxygen In acetonitrile for 20h; Irradiation;	A 15.2% B 15.2%

: 1189-71-5
isocyanate de chlorosulfonyle

: 469-61-4
alpha-cedrene

: 2-((3R,3aS,7R,8aS)-3,8,8-Trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methano-azulen-6-yl)-acetamide

Conditions

Conditions	Yield
(i) CH2Cl2, (ii) aq. KOH; Multistep reaction;

: 469-61-4
alpha-cedrene

: (4R,6aS)-3a-Carboxymethyl-1,1,4-trimethyl-octahydro-pentalene-2-carboxylic acid

Conditions

Conditions	Yield
(i) O3, CH2Cl2, (ii) aq. H2O2, (iii) Br2, NaOH; Multistep reaction;

: 75-77-4
chloro-trimethyl-silane

: 469-61-4
alpha-cedrene

: 105642-44-2
Trimethyl-((3R,3aS,7R,8aS)-3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-methano-azulen-6-ylmethyl)-silane

Conditions

Conditions	Yield
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine 1) 8 h, reflux; Yield given. Multistep reaction;

: 469-61-4
alpha-cedrene

: 21441-72-5
((3R,3aS,7R,8aS)-3,8,8-trimethyl-2,3,4,7,8,8a-hexahydro-1H-3a,7-cedaran-6-yl)methanol

Conditions

Conditions	Yield
With selenium(IV) oxide In ethanol for 3h; Heating; Yield given;

: 469-61-4
alpha-cedrene

: 13567-54-9
8β-H-cedrane

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In acetic acid

alpha-Cedrene Chemical Properties

Product Name: (-)-Alpha-cedrene
Synonyms: (3R-(3alpha,3Abeta,7beta,8aalpha))-2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene ; 1H-3a,7-methanoazulene, 2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-, (3R,3aS,7S,8aS)- ; alpha-Cedrene ; Cedr-8-ene ; Levo-alpha-cedrene
Product Categories: Industrial/Fine Chemicals
CAS NO: 469-61-4
Molecular Formula of alpha-Cedrene (CAS NO.469-61-4) : C₁₅H₂₄
Molecular Weight of alpha-Cedrene (CAS NO.469-61-4) : 204.35
Molecular Structure of alpha-Cedrene (CAS NO.469-61-4) :
EINECS: 207-418-4
Mol File: 469-61-4.mol
Index of Refraction: 1.515
Surface Tension: 32 dyne/cm
Density: 0.94 g/cm³
Flash Point: 110.2 °C
Enthalpy of Vaporization: 48.01 kJ/mol
Boiling Point: 262.5 °C at 760 mmHg
Vapour Pressure: 0.0177 mmHg at 25°C
Alpha : -88 º(c=10%, EtOH)

alpha-Cedrene Toxicity Data With Reference

skn-rbt 500 mg/24H MLD

FCTXAV Food and Cosmetics Toxicology. 16 (1978),637.

alpha-Cedrene Consensus Reports

Reported in EPA TSCA Inventory.

alpha-Cedrene Safety Profile

A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes Xi, Dangerous N
Risk Statements 36/38-50/53
R36/38:Irritating to eyes and skin.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 26-60-61-24/25-23
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
RIDADR UN 3082 9/PG 3
WGK Germany 2
RTECS PB7725000

alpha-Cedrene Specification

Category: Toxic Substances
To stimulate the data: skin - rabbit 500 mg / 24 hours with mild
Flammable hazardous characteristics: thermal decomposition of spicy stimulating smoke
Storage features: low-temperature air drying the Treasury
Fire-extinguishing agent: water, carbon dioxide, foam, dry powder

Product Name

(-)-ALPHA-CEDRENE

Synthetic route

alpha-Cedrene Chemical Properties

alpha-Cedrene Toxicity Data With Reference

alpha-Cedrene Consensus Reports

alpha-Cedrene Safety Profile

alpha-Cedrene Specification

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