B-CITRONELLOL

B-Citronellol is used resh, powerful, long lasting rosy fragrance material. 
B-Citronellol is used in perfumes and as a fragrance in cleaning products. 
B-Citronellol is used as a raw material for the production of rose oxide.

CAS Number: 106-22-9 
1117-61-9 (R) 
7540-51-4 (S) 
EC Number: 247-737-6
MDL number: MFCD00002935
Molecular Formula: C10H20O

SYNONYMS:
Citronellol, 106-22-9, 3,7-Dimethyloct-6-en-1-ol, beta-Citronellol, DL-Citronellol, Cephrol, 6-Octen-1-ol, 3,7-dimethyl-, 3,7-DIMETHYL-6-OCTEN-1-OL, Elenol, 2,3-Dihydrogeraniol, Rodinol, (+/-)-beta-Citronellol, 2,6-Dimethyl-2-octen-8-ol, Citronellol, dl-, Dihydrogeraniol, 26489-01-0, .beta.-Citronellol, 68916-43-8, Citronellol (natural), (+-)-beta-citronellol, CHEBI:50462, C10H20O, (+-)-CITRONELLOL, NSC 8779, UNII-565OK72VNF, 565OK72VNF, CCRIS 7452, DTXSID3026726, NSC-8779, EINECS 203-375-0, EINECS 247-737-6, MFCD00002935, (+/-)-3,7-dimethyloct-6-en-1-ol, BRN 1721507, rac-Citronellol, AI3-25080, DTXCID006726, 3,7-dimethyl-oct-6-en-1-ol, CITRONELLOL, (+/-)-, HSDB 6805, NSC8779, EC 203-375-0, 4-01-00-02188 (Beilstein Handbook Reference), (+/-)-3,7-dimethyl-6-octen-1-ol, 6-Octen-1-ol, 3,7-dimethyl-, (+/-)-, Insect Repellent, CAS-106-22-9, D-Citronellol;(R)-(+)-beta-Citronellol, (+/-)-beta-Citronellol analytical standard, (+/-)-Citronellol;(+/-)-beta-Citronellol, (S)-(-)-|A-Citronellol, (R)-(+)-.beta.-Citronellol, nardus, mite attractant, (+/-)-beta-Citronellol, primary pharmaceutical reference standard, Levo-citronellol, MFCD00063215, |A-Citronellol, acyclic monoterpenoid, pelargonium geraniums, geranium oil saponified, ST069325, beta-Citronellol, 95%, (+-)-beta;-Citronellol, SCHEMBL21320, 6-Octen-1-ol,7-dimethyl-, MLS002415719, 3,7-dimethyl-oct-6-en1-ol, CHEMBL395827, ()-Citronellol;()--Citronellol, .BETA.-CITRONELLOL [MI], WLN: Q2Y1&3UY1&1, beta-CITRONELLOL, (+/-)-, HMS2267B17, Citronellol, >=95%, FCC, FG, Tox21_202119, Tox21_300003, (+/-)-.BETA.-CITRONELLOL, BBL009826, BDBM50037035, s5584, STK085542, AKOS005393175, CCG-266265, CS-W010917, HY-W010201, .BETA.-CITRONELLOL, (+/-)-, NCGC00091348-01, NCGC00091348-02, NCGC00091348-03, NCGC00091348-04, NCGC00254145-01, NCGC00259668-01, AS-14688, BP-21491, SMR000112138, SY066737, SY114862, DB-060123, DB-074976, DB-307766, (+/-)-beta-Citronellol, analytical standard, NS00093536, EN300-1270486, W-108771, W-109198, W-110227, Q27122080, Z87001681, C10H20O, beta-Citronellol, 3,7-dimethyloct-6-en-1-ol, 6-Octen-1-ol, 3,7-dimethyl-, β-Citronellol, Cephrol, Rodinol, 3,7-Dimethyl-6-octen-1-ol, Elenol, Rhodinol, 2,6-Dimethyl-2-octen-8-ol, 2,3-Dihydrogeraniol, dl-Citronellol, NSC 8779, R-(+)-β-Citronellol, R-(+)-3,7-Dimethyl-6-octen-1-ol, 1335-43-9, 26489-01-0, 3,7-dimethyl-6-octen-1-ol (citronellol), (±)-β-Citronellol, beta-Citronellol, 3,7-Dimethyl-6-octen-1-ol, (R)-(+)-citronellol, (R)-(+)-beta-citronellol, R-(+)-b-citronellol, D-dihydrogeraniol, dextro- dihydrogeraniol, (R)-3,7-dimethyl oct-6-en-1-ol, (3R)-3,7-dimethyl-6-octen-1-ol, (R)-3,7-dimethyl-6-octen-1-ol, (3R)-3,7-dimethyloct-6-en-1-ol, (R)-3,7-dimethyloct-6-en-1-ol, 6-octen-1-ol, 3,7-dimethyl-, (3R)-, 6-octen-1-ol, 3,7-dimethyl-, (R)-, (S)-(-)-3,7-Dimethyl-6-octen-1-ol, b-Rhodinol, (R)-(+)-Citronellol, (+)-beta-Citronellol, (+)-R-Citronellol, (3R)-3,7-Dimethyloct-6-en-1-ol, (R)-(+)-beta -Citronellol, (R)-(+)-beta-Citronellol, (R)-3,7-Dimethyl-6-octen-1-ol, (R)-3,7-Dimethyloct-6-en-1-ol, 3,7-Dimethyl-(3R)-6-octen-1-ol, 3,7-Dimethyl-(R)-6-octen-1-ol, Citronellol, (+-)-isomer, Citronellol, Citronellol, (R)-isomer, Citronellol, (S)-isomer, Citronellol, titanium (+4) salt, b-Citronellol, Β-citronellol, (+)-(R)-Citronellol, (+)-Citronellol, (+)-β-Citronellol, (3R)-(+)-beta-Citronellol, (3R)-(+)-β-Citronellol, (3R)-3,7-Dimethyl-6-octen-1-ol, (R)-(+)-3,7-Dimethyl-6-octen-1-ol, (R)-(+)-β-Citronellol, (R)-Citronellol, (R)-beta-Citronellol, (R)-β-Citronellol, D-Citronellol, d-Citronellol, Citronellol, dihydro-, Dihydrocitronellol, Geraniol tetrahydride, Geraniol, perhydro-, Geraniol, tetrahydro-, Pelargol, Perhydrogeraniol, Tetrahydrogeraniol, 2,6-Dimethyl-8-octanol, 3,7-Dimethyl-1-octanol, 3,7-Dimethyloctan-1-ol, Dimethyloctanol, NSC 18917, DL-3,7-dimethyl-1-octanol, D-Citronellol, 1117-61-9, (R)-(+)-beta-Citronellol, (R)-Citronellol, (3R)-3,7-dimethyloct-6-en-1-ol, 6-Octen-1-ol, 3,7-dimethyl-, (3R)-, (R)-(+)-Citronellol, (R)-3,7-Dimethyloct-6-en-1-ol, (R)-beta-Citronellol, beta-Citronellol, (R)-, 6-Octen-1-ol, 3,7-dimethyl-, (R)-, (R)-3,7-Dimethyl-6-octen-1-ol, UNII-P01OUT964K, P01OUT964K, (+)-beta-Citronellol, CITRONELLOL, D-, EINECS 214-250-5, AI3-00204, CHEBI:10360, DTXSID00880647, 6-Octen-1-ol, 3,7-dimethyl-, (theta)-, FEMA No. 2309, MFCD00063215, (+)-citronellol, (R)-(+)-.beta.-Citronellol, (R)-(+)-ss-Citronellol; (3R)-3,7-dimethyl-6-octen-1-ol, b-citronellol, (+)-A-Citronellol, (+)-R-Citronellol, Hydrating Treatment Toner, CITRONELLOL [FCC], CITRONELLOL [FHFI], (R)-(+)-ss-Citronellol, SCHEMBL21321, (R)-(+)-beta -Citronellol, (R)-3,7-dimethyl-6-octenol, (R)-(+)- beta -Citronellol, CHEMBL1907993, Hydrating extra concentrate serum, 3,7-Dimethyl-6-octen-1-ol #, DTXCID601022015, .BETA.-CITRONELLOL, (R)-, R-(+)-.BETA.-CITRONELLOL, (R)-(+)-beta-Citronellol, 98%, 3,7-Dimethyl-(R)-6-Octen-1-ol, Purifying relief soothing gel essence, 3,7-Dimethyl-(3R)-6-Octen-1-ol, AKOS028108897, D-Citronellol;(R)-(+)--Citronellol, .BETA.-CITRONELLOL, R-(+)-, LMPR0102010008, 6-Octen-1-ol,3,7-dimethyl-,(3R)-, NCGC00249168-01, (R)-(+)-3,7-dimethyl-oct-6-en-1-ol, HY-124257, CS-0086047, NS00003343, C09849, F82355, Q418813

B-Citronellol is an aromatic chemical, usually appearing as a clear liquid with a fresh rosy odour and bitter taste. 
B-Citronellol is naturally present in the essential oils of many plants, particularly rose, geranium and lemongrass. 
B-Citronellol is used as a component of many fragrances and food flavourings for its floral-citrus notes. 

B-Citronellol is one of the main components of citronella oil, which is used as a natural insect repellent.
B-Citronellol is naturally present as a component of many of the essential oils we use as fragrances for our products. 
Although this molecule is found in nature, B-Citronellol can still have a negative effect on some people who may be sensitive to its oxidized compounds, which can be irritating to the skin. 

B-Citronellol belongs to the class of organic compounds known as acyclic monoterpenoids. 
These are monoterpenes that do not contain a cycle.
B-Citronellol is a monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7. 

B-Citronellol has a role as a plant metabolite.
B-Citronellol has been reported in Ambrosiozyma monospora, Artemisia princeps, and other organisms with data available.
B-Citronellol is a metabolite found in or produced by Saccharomyces cerevisiae.

B-Citronellol is formally classified as alkylalcohol although it is biochemically a monoterpenoid as it is synthesized from isoprene units. 
B-Citronellol is a neutral compound. 
B-Citronellol is a naturally occurring organic compound found in cannabis plants (PMID:6991645 ). 

B-Citronellol occurs in many essential oils as either - or + enantiomers. 
B-Citronellol is found in the oils of rose (18-55%) and Pelargonium geraniums while + citronellol is found in citronella oils extracted from the leaves and stems of Cymbopogon nardus or citronella grass. 

B-Citronellol is found in highest concentrations in gingers, sweet basils, and winter savories and in lower concentrations in highbush blueberries, bilberries, and cardamoms. 
B-Citronellol has a citrus, floral, and geranium taste with a floral¬†leathery¬†waxy¬†rose¬†citrus odor ( Ref:DOI).  

B-Citronellol is an insect repellent that repels mosquitos at short distances. 
B-Citronellol has also been detected in blackcurrants, fennels, evergreen blackberries, herbs and spices, and nutmegs making citronellol a potential biomarker for the consumption of these foods. 

B-Citronellol has promising pharmacological activities against human lung cancer, against induced rat breast cancer, has antifungal activity against Candida species and has anti-hypertensive properties.

USES and APPLICATIONS of B-CITRONELLOL:
B-Citronellol is one of the main components of citronella oil, which is used as a natural insect repellent.
B-Citronellol is used resh, powerful, long lasting rosy fragrance material. 
Indispensable component for numerous fresh-floral compounds. 

Major ingredient for functional products caused by B-Citronellol's excellent stability.
Flavor of B-Citronellol: Floral-rosy, fresh, fruity, citrus-like
B-Citronellol shows floral character which is helpful in imitation for citrus, cherry, strawberry, peach, tutti-frutti flavors etc.

B-Citronellol is used in perfumes and as a fragrance in cleaning products. 
In many applications, one of the enantiomers is preferred. 
B-Citronellol is a component of citronella oil, an insect repellant.
B-Citronellol is used as a raw material for the production of rose oxide.

B-Citronellol is also a precursor to many commercial and potential fragrances such as citronellol acetate, citronellyl oxyacetaldehyde, citronellyl methyl acetal, and ethyl citronellyl oxalate.
B-Citronellol is used in perfumery to add scents to soaps and incense.

PREPARATION OF B-CITRONELLOL:
Several million kilograms of B-Citronellol are produced annually. 
B-Citronellol is mainly obtained by partial hydrogenation of geraniol or nerol over copper chromite catalyst.
Hydrogenation of both C=C bonds using a nickel catalyst gives tetrahydrogeraniol, yet another commercial fragrance.
Homogeneous catalysts have been investigated for the production of enantiomers.

ALTERNATIVE PARENTS OF B-CITRONELLOL:
*Fatty alcohols 
*Primary alcohols 
*Hydrocarbon derivatives 

SUBSTITUENTS OF B-CITRONELLOL:
*Acyclic monoterpenoid
*Fatty alcohol
*Fatty acyl
*Organic oxygen compound
*Hydrocarbon derivative
*Primary alcohol
*Organooxygen compound
*Alcohol
*Aliphatic acyclic compound

HEALTY AND SAFETY OF B-CITRONELLOL:
The United States FDA considers B-Citronellol as generally recognized as safe (GRAS) for food use.
B-Citronellol is subject to restrictions on its use in perfumery, as some people may become sensitised to it, but the degree to which citronellol can cause an allergic reaction in humans is disputed.
In terms of dermal safety, B-Citronellol has been evaluated as an insect repellent.

PHYSICAL and CHEMICAL PROPERTIES of B-CITRONELLOL:
Chemical Formula: C10H20O
Molar Mass: 156.269 g·mol−1
Density: 0.855 g/cm³
Boiling Point: 225 °C (437 °F; 498 K)
Viscosity: 11.1 mPa·s
Molecular Weight: 156.26 g/mol
XLogP3-AA: 3.2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 5

Exact Mass: 156.151415257 g/mol
Monoisotopic Mass: 156.151415257 g/mol
Topological Polar Surface Area: 20.2 Ų
Heavy Atom Count: 11
Formal Charge: 0
Complexity: 112
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0

Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Molecular Formula / Molecular Weight: C10H20O = 156.27
Physical Condition (20 °C): Liquid
CAS No: 106-22-9
Reaxys Registry Number: 1721507
PubChem Substance ID: 87565502
SDBS (AIST Spectral DB): 2184
Merck Index (14): 2330
MDL Number: MFCD00002935

Appearance: Colorless to Almost colorless clear liquid
Purity (GC): min. 95.0%
Boiling Point: 220 °C
Flash Point: 102 °C
Specific Gravity (20/20): 0.86
Refractive Index: 1.46
Linear Formula: (CH3)2C=CHCH2CH2CH(CH3)CH2CH2OH
CAS Number: 106-22-9
Molecular Weight: 156.27
Beilstein: 1721507

EC Number: 203-375-0
MDL Number: MFCD00002935
Appearance: Colorless to pale yellow clear liquid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity: 0.85700 @ 25.00 °C
Refractive Index: 1.45600 @ 20.00 °C
Boiling Point: 221.00 to 224.00 °C @ 760.00 mm Hg
Boiling Point: 112.00 to 113.00 °C @ 12.00 mm Hg
Vapor Pressure: 0.018000 mmHg @ 25.00 °C (est)
Flash Point: 213.00 °F (100.56 °C)

logP (o/w): 3.239 (est)
Soluble in: alcohol
Water Solubility: 105.5 mg/L @ 25 °C (est)
Insoluble in: water
CAS No.: 106-22-9
Mol. F.: C10H20O
Mol. Wt.: 156.27 g/mol
CAS Number: 7540-51-4
Purity: ≥ 95% (GC)
Molecular Formula: C10H20O
Molecular Weight: 156.27

MDL Number: MFCD00063214
Density: 0.86 g/mL
Appearance: Colorless clear liquid
Boiling Point: 118 °C / 29 mmHg
Refractive Index: n20D = 1.46
Optical Rotation: [α]20D = -3 to -6 ° (neat)
Conditions: Store at RT
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: Yes
Specific Gravity: 0.85000 to 0.86000 @ 25.00 °C

Pounds per Gallon (est): 7.073 to 7.156
Refractive Index: 1.45000 to 1.46000 @ 20.00 °C
Boiling Point: 225.00 °C @ 760.00 mm Hg
Boiling Point: 105.00 to 105.50 °C @ 15.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.020000 mmHg @ 25.00 °C
Vapor Density: 5.4 (Air = 1)
Flash Point: > 200.00 °F TCC ( > 93.33 °C)
logP (o/w): 3.300

Shelf Life: 24.00 month(s) or longer if stored properly
Storage: store in cool, dry place in tightly sealed containers, 
protected from heat and light
Soluble in: alcohol, kerosene, water, 105.5 mg/L @ 25 °C (est), 
paraffin oil, fixed oils, dipropylene glycol, benzyl benzoate
Insoluble in: water, glycerin
Stability: deo stick, detergent perborate, hard surface cleaner, 
liquid detergent, non-discoloring, powder, shampoo, soap
Flash Point: 100 °C - closed cup
CAS Number (CAS Number): 1117-61-9
Boiling Point: 112-113 °C / 12 mmHg (lit.)

Density: 0.857 g/mL at 25 °C (lit.)
Molecular Formula: C10H20O
Molecular Weight (Molecular Mass): 156.27
Chemical Formula: C10H20O
Average Molecular Weight: 156.2652
Monoisotopic Molecular Weight: 156.151415262
IUPAC Name: (3R)-3,7-dimethyloct-6-en-1-ol
Traditional Name: β-citronellol
CAS Registry Number: 1117-61-9
SMILES: CC@@HCCC=C(C)C
InChI Identifier: InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m1/s1
InChI Key: QMVPMAAFGQKVCJ-SNVBAGLBSA-N

FIRST AID MEASURES of B-CITRONELLOL:
-Description of first-aid measures:
*If inhaled:
If breathed in, move person into fresh air. 
*In case of skin contact:
Wash off with soap and plenty of water.
*In case of eye contact:
Flush eyes with water as a precaution.
*If swallowed:
Never give anything by mouth to an unconscious person. 
Rinse mouth with water.
-Indication of any immediate medical attention and special treatment needed:
No data available

ACCIDENTAL RELEASE MEASURES of B-CITRONELLOL:
-Environmental precautions:
No special environmental precautions required.
-Methods and materials for containment and cleaning up:
Sweep up and shovel. 
Keep in suitable, closed containers for disposal.

FIRE FIGHTING MEASURES of B-CITRONELLOL:
-Extinguishing media:
*Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
-Further information:
No data available

EXPOSURE CONTROLS/PERSONAL PROTECTION of B-CITRONELLOL:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
*Skin protection:
Handle with gloves.
Wash and dry hands.
*Body Protection:
Choose body protection.
*Respiratory protection:
Respiratory protection is not required.
-Control of environmental exposure:
No special environmental precautions required.

HANDLING and STORAGE of B-CITRONELLOL:
-Precautions for safe handling:
*Hygiene measures:
General industrial hygiene practice.
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Store in cool place. 
Keep container tightly closed in a dry and well-ventilated place.
*Storage class:
Storage class (TRGS 510): 13: Non Combustible Solids

STABILITY and REACTIVITY of B-CITRONELLOL:
-Reactivity:
No data available
-Chemical stability:
Stable under recommended storage conditions.
-Possibility of hazardous reactions:
No data available
-Conditions to avoid:
No data available