Basic information
- CAS
1686-14-2- Standard SMILES
CC1(C)C2CC3OC3(C)C1C2- InChIKey
NQFUSWIGRKFAHK-UHFFFAOYSA-N- Molecular formula
- C10H16O
- Average molar mass
- 152.23 g/mol
- Monoisotopic mass
- 152.12011513
Overview
Alpha-pinene oxide is an epoxide of alpha-pinene. It has a role as a fragrance, a bacterial xenobiotic metabolite and a human metabolite. It is a pinane monoterpenoid and an epoxide. It derives from a hydride of an alpha-pinene.
Names & identifiers
- Preferred name
- alpha-Pinene oxide
- IUPAC
- 2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane
- English name
- alpha-Pinene oxide
- Molecular formula
- C10H16O
- Molecular weight
- 152.23
Names & synonyms
alpha-Pinene oxide1686-14-22-Pinene oxide3-Oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl-Alpha-pinane oxideDTXSID5051781CHEBI:290603-Oxatricyclo(4.1.1.02,4)octane, 2,7,7-trimethyl-RefChem:555928DTXCID4030336216-869-6250-938-1
Show more names
3-Oxatricyclo[4.1.1.0(2,4)]octane, 2,7,7-trimethyl-Nsc56092-pineneoxideα-Epoxypinanea-PineneOxideAURORA KA-478α-pineneoxide2,3-epoxy-pinan
2,3-Epoxypinanealpha-Pinene epoxidePinane, 2,3-epoxy-Pinene oxidea-Pinene Oxidealpha-Pineneoxide2,7,7-Trimethyl-3-oxatricyclo[4.1.1.02,4]octane.alpha.-Pinene oxide
Database identifiers
- CAS
1686-14-2、74525-43-2- PubChem CID
- 91508
- DTXSID
DTXSID5051781- ChEMBL
CHEMBL274511- ChEBI
CHEBI:29060- EC Number
- 216-869-6、243-411-2
- Nikkaji
- J77.231C
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 221
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
LogP2.01
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 102 · 102-103 °C/50 mmHg (lit.)
- Density
- 0.964 g/mL · 0.964 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.469(lit.)
- Flash point
- 150 °F · 150 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform (Sparingly), Dichloromethane (Sparingly), Ethanol (Slightly)
- form
- Oil
- color
- Colourless
- Specific Gravity
- 0.97 · 0.97
- Henry's Law Constant
- 2.3 · 2.3×10-2 mol/(m3Pa) at 25℃, Fichan et al. (1999)
- Stability
- Moisture Sensitive
- InChI
- 1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3/t6-,7-,8,10/m1/s1
- InChIKey
- NQFUSWIGRKFAHK-BGPATTHWSA-N
- SMILES
- CC1(C)[C@H]2CC3OC3(C)[C@@H]1C2
- LogP
- 2.339 · 2.339 (est)
- CAS DataBase Reference
- 1686 · 1686-14-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- EPA Substance Registry System
- 3 · 3-Oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl- (1686-14-2)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 227 · H227-H331
- Precautionary statements
- 210 · P210-P261-P271-P280-P304+P340+P311-P370+P378-P403+P233-P405-P501
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- RIDADR
- 2810 · 2810
- WGK Germany
- 3 · 3
- RTECS
- 4565000 · TK4565000
- TSCA
- TSCA listed
- HS Code
- 2910.9 · 2910.90.9100
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.8% (1 of 36) of reports.
Warning
H302 (91.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 36 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 3-Oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl-
REACH registered substance: 2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane (EC: 216-869-6)
3-Oxatricyclo4.1.1.02,4octane, 2,7,7-trimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (91.7%)
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TK4565000
- ridadr
- 2810
- hs_code
- 2910.90.9100
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_class
- 6.1
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- Hazard statements
- H227-H331
- REACH Registrations
- Active
- Precautionary statements
- P210-P261-P271-P280-P304+P340+P311-P370+P378-P403+P233-P405-P501
Chemistry & industry
Pharmacology
Tissue LocationsEpidermis
Cellular LocationsCytoplasm
Uses & manufacturing
General Manufacturing Information3-Oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl-: ACTIVE
Applications
UsesAn industrially important reaction of optically active a-pinene oxide is rearrangement to campholene aldehyde (e.g., in the presence of zinc bromide). Subsequent aldol condensation with lower aliphatic aldehydes or ketones (e.g., propionaldehyde, butyraldehyde, or acetone) provides unsaturated aldehydes or ketones that can be reduced to the corresponding saturated alcohols. These are used in the fragrance industry as a sandalwood scent.
Preparation methods
Preparationa-Pinene oxide is prepared industrially by using percarboxylic acid. Processes based on air oxidation are also known.
Upstream & downstream products
Downstream products
Suppliers76 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
Hebei Zhuanglai Chemical Trading Co Ltd+86-16264648883 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
苏州市森菲达化工有限公司18796480002 18796480002 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
吉林中科研伸科技有限公司18143011203 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Hebei Zhuanglai Chemical Trading Co.,Ltd13343047651 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
Shanghai Scibiotron Pharmaceutical Co., Ltd+86-16621589600 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
陕西晶和医药科技有限公司029-86062279 13324594253 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
Hebei Yaoxiao New Materials Technology Co., Ltd.+86-19543918292 +86-19543918292 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
艾吉析科技（上海）有限公司17721401538;17717235263 17721401538 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
河南威梯希化工科技有限公司0371-53370800 18037197114 · [email protected]
上海万千化工有限公司18796480002 18796480002 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 19370895928 · [email protected]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
南京宁凡医药科技有限公司17368696818
上海皓鸿生物医药科技有限公司400-8210725 400821072 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
济南尚博医药股份有限公司0531-61320525 15866703830 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
南京法恩化学有限公司025-85710122 17714198479 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
Additional notes
DefinitionChEBI: Alpha-pinene oxide is an epoxide of alpha-pinene. It has a role as a fragrance, a bacterial xenobiotic metabolite and a human metabolite. It is a pinane monoterpenoid and an epoxide. It derives from a hydride of an alpha-pinene.
Related reactions
12 records
Compound notes
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