Beta-citronellol, (S)-

HCID 7793CAS 7540-51-4
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)=CCC[C@H](C)CCO
InChIKey
QMVPMAAFGQKVCJ-JTQLQIEISA-N
Molecular formula
C10H20O
Average molar mass
156.26 g/mol
Monoisotopic mass
156.15141526

Overview

(S)-(-)-citronellol is a citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3S-enantiomer). It is an enantiomer of a (R)-(+)-citronellol.

Names & identifiers

Preferred name
Beta-citronellol, (S)-
IUPAC
(3S)-3,7-dimethyloct-6-en-1-ol
English name
BETA-RHODINOL
Molecular formula
C10H20O
Molecular weight
156.27

Names & synonyms

7540-51-4l-Citronellol(S)-3,7-dimethyloct-6-en-1-ol(-)-Citronellol(S)-citronellol(S)-(-)-beta-Citronellol(-)-3,7-Dimethyloct-6-en-1-ol6-Octen-1-ol, 3,7-dimethyl-, (3S)-DTXSID1041550CITRONELLOL, L-6-Octen-1-ol, 3,7-dimethyl-, (S)-3S,7-dimethyloct-6-en-1-ol
Show more names
(-)-beta-Citronellol(-)-β-CitronellolB-RhodinolL-RHODINOLFema no. 2309BETA-RHODINOL
8RSY5Y5658(-)-(s)-citronellolEINECS 231-415-7(S)-(-)-.BETA.-CITRONELLOL6-Octen-1-ol, 3,7-dimethyl-, (-)-AI3-09552DTXCID9021550.BETA.-CITRONELLOL, (S)-

Database identifiers

CAS
7540-51-4
PubChem CID
7793
DTXSID
DTXSID1041550
ChEMBL
CHEMBL1907995
ChEBI
CHEBI:88
UNII
8RSY5Y5658
EC Number
231-415-7
Nikkaji
J67.958E

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
5
Heavy atoms
11

Experimental & physicochemical properties

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
CosmeticsCosmetics ingredient -> Base; Flavor; Fragrance; Moisturizing/Humectant; Other (Specify)
Fragrances · 2 items

Fragrance substance (Citronellol) -> IFRA amendment 49

Fragrance Ingredient (l-Citronellol) -> IFRA transparency List

Flavoring AgentsEU Flavoring substances
Boiling Point225.00 °C. @ 760.00 mm Hg

Physicochemical properties

Boiling point
225 · 225-226 °C(lit.)
Density
0.856 g/mL · 0.856 g/mL at 25 °C(lit.)
vapor pressure
0.02 mm · ~0.02 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.456
RTECS
3404000 · RH3404000
FEMA
2309 · 2309 | DL-CITRONELLOL

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 394 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 6-Octen-1-ol, 3,7-dimethyl-, (S)-

Regulation (EC) No 1831/2003 (amended)

Status: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25600

6-Octen-1-ol, 3,7-dimethyl-, (S)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 6-Octen-1-ol, 3,7-dimethyl-, (S)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F
8-10
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
hs_code
29052220
Toxicity
LD50 orally in Rabbit: 3450 mg/kg LD50 dermal Rabbit 2650 mg/kg

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

IFRA Fragrance Standards · 6 items

Citronellol

106-22-9:; 3,7-Dimethyl-6-octen-1-ol; 6-Octen-1-ol, 3,7-dimethyl-; Citronellol; dl-Citronellol; Rhodinol pure (commercial name); 1117-61-9:; 3,7-Dimethyloct-6-en-1-ol; 6-Octen-1-ol, 3,7-dimethyl-, (R)-; (R)-3,7-Dimethyloct-6-en-1-ol; (+)-ß-Citronellol; (+)-(R)-Citronellol; 26489-01-0:; 6-Octen-1-ol, 3,7-dimethyl-,(+/-)-; 6812-78-8:; 3,7-Dimethyloct-7-en-1-ol; 7-Octen-1-ol, 3,7-dimethyl-,(S)-; 3,7-Dimethyl-(6-or 7-)octen-1-ol; 3,7-Dimethyl-7-octen-1-ol; 141-25-3:; 3,7-Dimethyloct-7-en-1-ol; 7-Octen-1-ol, 3,7-dimethyl- (isomer unspecified); α-Citronellol; Rhodinol (commercial name); 7540-51-4:; 3,7-Dimethyloct-6-en-1-ol; (-)-3,7-Dimethyloct-6-en-1-ol; (S)-3,7-Dimethyl-6-octen-1-ol; 6-Octen-1-ol, 3,7-dimethyl-, (S)-; l-Citronellol

IFRA_STD_022.pdf

49

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Household ProductsCosmetics product ingredient: Citronellol /+- 3,7-dimethyloct-6-en-1-ol (CITRONELLOL; (3R)-3,7-dimethyloct-6-en-1-ol; (3S)-3,7-dimethyloct-6-en-1-ol)
Use ClassificationFragrance Ingredients
General Manufacturing Information6-Octen-1-ol, 3,7-dimethyl-, (3S)-: ACTIVE
Restriction Limits in the Finished Product (%) · 6 items

2.2 [Products applied to the lips]

0.67 [Products applied to the axillae]

13 [Products applied to the face/body using fingertips]

12 [Products related to fine fragrances]

3.2 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]

3.2 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]

Applications

UsesL-Citronellol as fragrance ingredient.

General DescriptionCitronellol is a monoterpene alcohol found in essential oils of Cymbopogon winterianus Jowitt. S-()-isomer that is less common. It is prevalent in geranium and citronella oils.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
南京予善化工有限公司025-025-85281586 +86-18105181009

Additional notes

DefinitionChEBI: A citronellol that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7 (the 3S-enantiomer).

Related reactions

10 records
New reaction record

Linked notes

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