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| CAS No.: | 475-20-7 |
|---|---|
| Name: | (+)-Longifolene |
| Article Data: | 14 |
| Molecular Structure: | |
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|
|
| Formula: | C15H24 |
| Molecular Weight: | 204.356 |
| Synonyms: | 1,4-Methanoazulene,decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)- (8CI); 1,4-Methanoazulene,decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1a,3ab,4a,8ab)]-; Longifolene (6CI); (+)-Longifolene; Junipen;Junipene; Kuromatsuen; Kuromatsuene; Longifolen; NSC 150808; d-Longifolene; a-Longifolene |
| EINECS: | 207-491-2 |
| Density: | 0.93 g/cm3 |
| Boiling Point: | 252.2 °C at 760 mmHg |
| Flash Point: | 102.2 °C |
| Solubility: | 7.9mg/L at 24℃ |
| Appearance: | Light-yellowish oil-shaped liquid |
| PSA: | 0.00000 |
| LogP: | 4.41500 |
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- 99170-93-1N-Methyl-2-oxazolamine
- 143-33-9
sodium cyanide
- 4678-06-2, 4678-07-3
[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate
A
- 943033-63-4
[(1R,2S,7R,8S,9R)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]acetonitrile
B
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| sodium iodide In dimethyl sulfoxide at 90℃; for 24h; | A 69% B 21% |
- 465-24-7, 16846-28-9, 18374-92-0, 27551-75-3, 51897-51-9
(+)-isolongiborneol
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| With dmap; methanesulfonyl chloride In pyridine at 105℃; for 16h; | 66% |
- 18367-70-9
(-)-(1R)(2R)(7S)(8R)(9S)-3,3,7-Trimethyl-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| In benzene at 525℃; | 56% |
- 99481-28-4
10-keto-longifolene
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| With potassium hydroxide; hydrazine hydrate In diethylene glycol for 4h; Heating; | 55% |
- 82053-87-0
Trimethyl-((1S,3aR,4S,8aS,9S)-4,8,8-trimethyl-decahydro-1,4-methano-azulen-9-ylmethyl)-ammonium; iodide
A
- 475-20-7
longifolene
B
- 82053-85-8
N,N-Dimethylisolongifolamine
| Conditions | Yield |
|---|---|
| With silver(l) oxide 1.) aq. MeOH, 30 deg C, 3 h; 2.) pyrolyse (oil-bath(250 deg C), 40 mm); Yield given. Multistep reaction; | A n/a B 54% |
| With silver(l) oxide 1.) aq. MeOH, 30 deg C, 3 h; 2.) pyrolyse (oil-bath(250 deg C), 40 mm); Yield given. Multistep reaction; | A 10% B n/a |
- 4678-06-2, 4678-07-3
[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate
A
- 475-20-7
longifolene
B
- 1135-66-6
(-)-isolongifolene
| Conditions | Yield |
|---|---|
| With aluminum oxide In Petroleum ether for 12h; | A 2 g B 9% |
- 5989-08-2
(+)-α-Longipinene
A
- 1461-03-6
β-himachalene
B
- 3853-83-6
α-himachalene
C
- 475-20-7
longifolene
D
- 1135-66-6
(-)-isolongifolene
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate In diethyl ether at 18 - 29℃; for 7h; | A 10 % Chromat. B 46 % Chromat. C 32 % Chromat. D 2 % Chromat. |
| With boron trifluoride diethyl etherate In diethyl ether at 28 - 29℃; for 7h; Product distribution; other acid, other solvent, other temperature, other time; | A 10 % Chromat. B 46 % Chromat. C 32 % Chromat. D 2 % Chromat. |
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetic acid at 50 - 51℃; for 1h; | A 52 % Chromat. B 4 % Chromat. C 32 % Chromat. |
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| With thionyl chloride In pyridine at 0℃; for 0.166667h; Yield given; |
- 475-20-7
longifolene
| Conditions | Yield |
|---|---|
| With ethanol at 40 - 60℃; Kinetics; |
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- 476484-05-6N-(4-chloro-2-methylphenyl)-2-{[4-(4-chlorophenyl)-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
- 476484-06-72-{[4-(4-chlorophenyl)-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(3,4-dichlorophenyl)acetamide
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Chemistry
Molecule structure of d-Longifolene (CAS NO.475-20-7):
Molecular Weight: 204.35106 g/mol
Molecular Formula: C15H24
Density: 0.93 g/cm3
Boiling Point: 252.2 °C at 760 mmHg
Flash Point: 102.2 °C
Index of Refraction: 1.508
Molar Refractivity: 64.85 cm3
Molar Volume: 217.4 cm3
Polarizability: 25.71×10-24 cm3
Surface Tension: 31.2 dyne/cm
Enthalpy of Vaporization: 46.97 kJ/mol
Vapour Pressure: 0.0312 mmHg at 25 °C
Storage Temp.: 2-8 °C
XLogP3-AA: 5.1
Exact Mass: 204.187801
MonoIsotopic Mass: 204.187801
Heavy Atom Count: 15
Complexity: 312
Canonical SMILES: CC1(CCCC2(C3C1C(C2=C)CC3)C)C
InChI: InChI=1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3
InChIKey: PDSNLYSELAIEBU-UHFFFAOYSA-N
EINECS: 207-491-2
Product Categories of d-Longifolene (CAS NO.475-20-7): Pharmaceutical Raw Materials
Uses
d-Longifolene (475-20-7) is used in the manufacture or preparation of Flavor.
Toxicity Data With Reference
| 1. | orl-rat LD50:>5 g/kg | FCTOD7 Food and Chemical Toxicology. 30 (1992),67S. | ||
| 2. | skn-rbt LD50:>5 g/kg | FCTOD7 Food and Chemical Toxicology. 30 (1992),67S. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
WGK Germany: 2
RTECS: PB7724500
F: 8-10-23
Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
Specification
d-Longifolene (CAS NO.475-20-7) is also named as 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene- ; 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S-(1alpha,3abeta,4alpha,8abeta)) ; Junipen ; Junipene ; Kuromatsuen ; Kuromatsuene ; Longifolen ; Longifolene ; NSC 150808 .