(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene
(+)-longifolene
CAS: 475-20-7
Molecular Formula: C15H24
(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene - Names and Identifiers
| Name | (+)-longifolene |
| Synonyms | Junipen Junipene Longifolen Kuromatsuen Longifolene Kuromatsuene D-longifolene (+)-longifolene decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene 4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene (3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene (1S,3aR,4S,8aR)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene |
| CAS | 475-20-7 |
| EINECS | 207-491-2 |
| InChI | InChI=1/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/t11-,12-,13-,15-/m1/s1 |
(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene - Physico-chemical Properties
| Molecular Formula | C15H24 |
| Molar Mass | 204.35 |
| Density | 0.928g/mLat 25°C(lit.) |
| Boling Point | 254°C706mm Hg(lit.) |
| Specific Rotation(α) | D18 +42.73° |
| Flash Point | 98°C |
| Water Solubility | 7.9mg/L at 24℃ |
| Solubility | Soluble in benzene, insoluble in water |
| Vapor Presure | 5.3Pa at 24℃ |
| Appearance | Pale yellow oily liquid |
| Merck | 13,5588 |
| Storage Condition | 2-8°C |
| Sensitive | Sensitive to light |
| Refractive Index | n20/D 1.504(lit.) |
| MDL | MFCD00082306 |
| Use | Used in the manufacture of fragrances or in the preparation of flavors |
(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene - Risk and Safety
| UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 2 |
| RTECS | PB7724500 |
| FLUKA BRAND F CODES | 8-10-23 |
| HS Code | 29021990 |
(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene - Reference
| Reference Show more | 1. Song cancan [1], Zhou Xiang [1], Xu Fan Ding [1], etc. Effects of volatile components in pine wood on the behavior of Taiwan milk termites [J]. Southern Journal of Agricultural Sciences, 2019, 050(001):P.74-80. 2. Yang, Jiao, et al. "In silico-assisted identification of alpha-amylase inhibitor from the needle oil of pimus tabulaeformis Carr." Industrial crops and products 111 (2018): 360-363.https:// doi.org/10.1016/j. Intradrop.2017. 10.047 3. [IF = 5.645] Jiao Yang et al."In silico-assisted identification of α-amylase inhibitor from the needle oil of Pinus tabulaeformis Carr.."Ind Crop Prod. 2018 Jan;111:360 4. [IF=4.072] Miao Wang et al."Rapid prediction and identification of lipase inhibitors in volatile oil from Pinus massoniana L. needles."Phytochemistry. 2017 Sep;141:114 |
(3aS,4R)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene - Reference Information
| LogP | 5 at 25℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | longifolene is a tricyclic sesquiterpene with a content of about 60% ~ 78% in Pinus massoniana heavy turpentine. Isomerism of longifolene gives isogolene. Isophyllone is oxidized to obtain isophyllone, which has a woody and iris-like aroma, and is used in various fragrance types of cosmetic flavors and soap flavors. |
| use | longifolene is a natural perfume extracted from heavy turpentine. it has special chemical activity and is a raw material for synthetic resin, synthetic perfume, flotation agent and organic synthesis. used to make spices or make flavors |
| introduction | longifolene is a natural perfume extracted from heavy turpentine. it has special chemical activity and is a raw material for synthetic resin, synthetic perfume, flotation agent and organic synthesis. longifolene can be used to produce isogolene, isogolene ketone and other products. it can be used for the preparation of essence to replace some expensive spices. |
| Biological activity | ( )-Longifolen is a sesquiterpene compound and a metabolite in rabbits. ()-Longifolen is converted into primary alcohol, secondary alcohol or tertiary alcohol in rabbits, of which primary alcohol is the main alcohol. |
| production method | taken from the high boiling point part (heavy oil) of turpentine between 250 and 270 ℃, with different heavy oils in different regions, the content of longifolene is also different, usually 48% ~ 67%. 258~262 ℃(1kPa) and 254~256 ℃(9.4kPa) are fractionated under reduced pressure, 150~151 ℃(4.8kPa),121 ℃(1.6kPa) fraction. |
Last Update：2024-04-10 22:29:15
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