Dihydromyrcenol
Basic information
- CAS
18479-58-8- Standard SMILES
C=CC(C)CCCC(C)(C)O- InChIKey
XSNQECSCDATQEL-UHFFFAOYSA-N- Molecular formula
- C10H20O
- Average molar mass
- 156.26 g/mol
- Monoisotopic mass
- 156.15141526
Overview
Dihydromyrcenol is a monoterpenoid that is oct-7-en-2-ol substituted by methyl groups at positions 2 and 6 respectively. It has a role as a metabolite and a fragrance. It is a monoterpenoid and a tertiary alcohol.
Names & identifiers
- Preferred name
- Dihydromyrcenol
- IUPAC
- 2,6-dimethyloct-7-en-2-ol
- English name
- Dihydromyrcenol
- Molecular formula
- C10H20O
- Molecular weight
- 156.27
Names & synonyms
Dihydromyrcenol2,6-Dimethyloct-7-en-2-ol2,6-Dimethyl-7-octen-2-ol1,1,5-trimethyl-6-heptenol7-OCTEN-2-OL, 2,6-DIMETHYL-DTXSID8029317BRN 1840872Myrcenol, 6,10-dihydroEINECS 242-362-4EINECS 246-787-6(1)-2,6-Dimethyloct-7-en-2-olUNII-46L1B02ND9
Show more names
DIHYDROMERCENOLDihydrolaurenolDihydrop Myrcenol2-Methyl-6-methylene-2-octanolDITHDRO MYRCENOLDIHYDROMYRCENOL(SG)Dihydro myrcene alcohol(R)-2,6-Dimethyl-7-octen-2-ol2-Methyl-6-methylideneoctan-2-oldihydromyrcenol dihydro derivative
DTXCID6093172,6-Dimethyl-oct-7-en-2-olCHEBI:87528EC 242-362-4DTXSID6041557RefChem:1338872,6-DIMETHYL-7-OCTEN-2-OL [INCI](6S)-2,6-dimethyloct-7-en-2-ol
Database identifiers
- CAS
18479-58-8、53219-21-9- PubChem CID
- 29096
- DTXSID
DTXSID8029317- ChEMBL
CHEMBL3184487- ChEBI
CHEBI:87528- UNII
- 46L1B02ND9
- EC Number
- 242-362-4、258-432-2
- Nikkaji
- J3.782F
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
CosmeticsSolvent
FragrancesFragrance Ingredient (Dihydromyrcenol) -> IFRA transparency List
Flavoring AgentsEU Flavoring substances
Physical DescriptionDry Powder; Liquid; Liquid; Liquid; Other Solid; CBI
Physicochemical properties
- Boiling point
- 91 °C · 91 °C(Press: 10 Torr)
- color
- A colourless, somewhat viscous oil
- CAS DataBase Reference
- 53219 · 53219-21-9
- FDA UNII
- 7 E6BIK8N98 · 7E6BIK8N98
- EPA Substance Registry System
- 7 · 7-Octen-2-ol, 2-methyl-6-methylene-, dihydro deriv. (53219-21-9)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315
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 4.6% (113 of 2466) of reports.
Warning
H315 (74.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 2466 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
This chemical does not meet GHS hazard criteria for 22.2% (40 of 180) of reports.
Hazard information
Regulatory Information
Chemical: 7-Octen-2-ol, 2,6-dimethyl-
Chemical: 7-Octen-2-ol, 2-methyl-6-methylene-, dihydro derivative
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
7-Octen-2-ol, 2,6-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 7-Octen-2-ol, 2,6-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 2,6-dimethyloct-7-en-2-ol (EC: 242-362-4)
Dihydromyrcenol: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Irrit. 2 (18.3%)
Skin Irrit. 2 (74.6%)
Safety data
- tsca
- TSCA listed
- Toxicity
- The acute oral LD50 in rats was reported as 3.6 g/kg (3.0-4.2 g/kg) (Mor eno, 1973). The acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1973).
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 10,000,000 - <25,000,000 lb
Consumer UsesFragrance
Industry UsesDeodorizer
Household ProductsInformation on 602 consumer products that contain 2,6-Dimethyl-7-Octen-2-Ol in the following categories is provided:
Use Classification
Fragrance Ingredients
Cosmetics -> Solvent
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
7-Octen-2-ol, 2,6-dimethyl-: ACTIVE
Applications
DescriptionDihydromyrcenol is a colorless liquid with a fresh citrus-like odor and a lavender note. It is obtained from 3,7-dimethyl-1,6- octadiene (citronellene), the pyrolysis product of cis-pinane and can be prepared by three different processes: (i) by addition of hydrogen chloride and subsequent hydrolysis of the resulting 2,6-dimethyl-2-chloro-7-octene; or (ii) by addition of formic acid and subsequent saponification of the resulting dihydromycrenyl formate; or (iii) by direct hydroxylation with 60–80% sulfuric acid.Dihydromyrcenol is used in fine fragrances as well as in soap and detergent perfumes for fresh lime and citrus-like floral notes.
OccurrenceHas apparently not been reported to occur in nature.
UsesDihydromyrcenol is an organic compound from the group of the acyclic terpenoidal alcohols. It is a fragrance with a powerful, fresh, lavender like, sweet citrus and floral fragrance, which is synthetically prepared. The pure substance appears as a colorless viscous liquid, which is practically insoluble in water.
Preparation methods
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
7 records
Compound notes
Loading…