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β-bisabolol, also known as (1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol, is a natural monocyclic sesquiterpene alcohol found in various plants such as chamomile and the candeia tree. It is characterized by its anti-inflammatory, anti-irritant, and anti-microbial properties, which contribute to its soothing and calming effects on the skin. Its chemical structure and pleasant, floral aroma make it a popular ingredient in skincare, cosmetic products, and as a fragrance ingredient. Furthermore, β-bisabolol has been studied for its potential therapeutic effects in treating certain diseases and conditions, showcasing its versatility and value in the field of natural products and pharmaceuticals.

15352-77-9

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Basic information
1. Product Name: β-bisabolol,(1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol,β-bisabolol
2. Synonyms: β-bisabolol,(1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol,β-bisabolol;1-(1,5-Dimethyl-4-hexenyl)-4-methyl-3-cyclohexen-1-ol;1-(6-Methylhept-5-en-2-yl)-cyclohex-3-enol
3. CAS NO:15352-77-9
4. Molecular Formula: C₁₅H₂₆O
5. Molecular Weight: 222.37
6. EINECS: N/A
7. Product Categories: N/A
8. Mol File: 15352-77-9.mol
Chemical Properties
1. Melting Point: N/A
2. Boiling Point: 305.7°Cat760mmHg
3. Flash Point: 130.5°C
4. Appearance: /
5. Density: 0.921g/cm³
6. Vapor Pressure: 7.57E-05mmHg at 25°C
7. Refractive Index: 1.495
8. Storage Temp.: Refrigerator
9. Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
10. PKA: 14.87±0.40(Predicted)
11. CAS DataBase Reference: β-bisabolol,(1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol,β-bisabolol(CAS DataBase Reference)
12. NIST Chemistry Reference: β-bisabolol,(1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol,β-bisabolol(15352-77-9)
13. EPA Substance Registry System: β-bisabolol,(1S)-1-[(1S)-1,5-dimethyl-4-hexenyl]-4-methyl-3-cyclohexen-1-ol,β-bisabolol(15352-77-9)
Safety Data
1. Hazard Codes: N/A
2. Statements: N/A
3. Safety Statements: N/A
4. WGK Germany:
5. RTECS:
6. HazardClass: N/A
7. PackingGroup: N/A
8. Hazardous Substances Data: 15352-77-9(Hazardous Substances Data)

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15352-77-9 Usage

Uses

Used in Skincare and Cosmetic Products:
β-bisabolol is used as an active ingredient in skincare and cosmetic products for its anti-inflammatory, anti-irritant, and anti-microbial properties. It helps soothe and calm irritated skin, making it suitable for sensitive skin types and conditions such as eczema and dermatitis.
Used as a Fragrance Ingredient:
Due to its pleasant, floral aroma, β-bisabolol is used as a fragrance ingredient in various personal care and cosmetic products, adding a natural scent while also providing skin-soothing benefits.
Used in Pharmaceutical Applications:
β-bisabolol has been studied for its potential therapeutic effects in treating certain diseases and conditions. Its anti-inflammatory and anti-microbial properties make it a promising candidate for pharmaceutical applications, including the development of new treatments for skin disorders and other health-related issues.
Used in Aromatherapy:
The calming and soothing effects of β-bisabolol make it a valuable component in aromatherapy practices. Its pleasant aroma can help promote relaxation and stress relief, contributing to overall well-being and mental health.
Used in Natural Product Formulation:
As a natural and versatile compound, β-bisabolol is used in the formulation of various natural products, including herbal remedies, supplements, and wellness products. Its multiple beneficial properties make it a sought-after ingredient for promoting skin health, relaxation, and overall well-being.

Check Digit Verification of cas no

The CAS Registry Mumber 15352-77-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,3,5 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 15352-77:
(7*1)+(6*5)+(5*3)+(4*5)+(3*2)+(2*7)+(1*7)=99
99 % 10 = 9
So 15352-77-9 is a valid CAS Registry Number.

InChI:InChI=1/C15H26O/c1-12(2)6-5-7-14(4)15(16)10-8-13(3)9-11-15/h6,8,14,16H,5,7,9-11H2,1-4H3

15352-77-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name	4-methyl-1-(6-methylhept-5-en-2-yl)cyclohex-3-en-1-ol

1.2 Other means of identification

Product number	-
Other names	3-Cyclohexen-1-ol,1-(1,5-dimethyl-4-hexenyl)-4-methyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses	For industry use only.
Uses advised against	no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number	-
Service hours	Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15352-77-9 SDS

15352-77-9Synthetic route

: 105987-39-1
[(S)-1-((S)-1,5-Dimethyl-hex-4-enyl)-4-methyl-cyclohex-3-enyloxy]-trimethyl-silane

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol for 1h;

: 73069-45-1
(-)-(S)-p-mentha-1,8-dien-4-ol

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr 2: LiAlH4 / diethyl ether / 2 h / Heating 3: pyridine / 2 h / Ambient temperature 4: hexamethyldisilazane, pyridine / 48 h / Heating 5: LiAlH4 / diethyl ether / 1 h / Heating 6: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 7: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 8: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 9: PDC, NaOAc / CH2Cl2 10: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 11: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 11 steps
1: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr
2: LiAlH4 / diethyl ether / 2 h / Heating
3: pyridine / 2 h / Ambient temperature
4: hexamethyldisilazane, pyridine / 48 h / Heating
5: LiAlH4 / diethyl ether / 1 h / Heating
6: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
7: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
8: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
9: PDC, NaOAc / CH2Cl2
10: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
11: HCl, H2O / methanol / 1 h
View Scheme

: 106035-80-7
(1R,3S,6S)-3-Isopropenyl-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-ol

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1: Zn dust, NaOAc, NaI / acetic acid / 25 h 2: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr 3: LiAlH4 / diethyl ether / 2 h / Heating 4: pyridine / 2 h / Ambient temperature 5: hexamethyldisilazane, pyridine / 48 h / Heating 6: LiAlH4 / diethyl ether / 1 h / Heating 7: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 8: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 9: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 10: PDC, NaOAc / CH2Cl2 11: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 12: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 12 steps
1: Zn dust, NaOAc, NaI / acetic acid / 25 h
2: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr
3: LiAlH4 / diethyl ether / 2 h / Heating
4: pyridine / 2 h / Ambient temperature
5: hexamethyldisilazane, pyridine / 48 h / Heating
6: LiAlH4 / diethyl ether / 1 h / Heating
7: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
8: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
9: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
10: PDC, NaOAc / CH2Cl2
11: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
12: HCl, H2O / methanol / 1 h
View Scheme

: 3-((S)-1-Hydroxy-4-methyl-cyclohex-3-enyl)-butyraldehyde

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: LiAlH4 / diethyl ether / 2 h / Heating 2: pyridine / 2 h / Ambient temperature 3: hexamethyldisilazane, pyridine / 48 h / Heating 4: LiAlH4 / diethyl ether / 1 h / Heating 5: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 6: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 7: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 8: PDC, NaOAc / CH2Cl2 9: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 10: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 10 steps
1: LiAlH4 / diethyl ether / 2 h / Heating
2: pyridine / 2 h / Ambient temperature
3: hexamethyldisilazane, pyridine / 48 h / Heating
4: LiAlH4 / diethyl ether / 1 h / Heating
5: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
6: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
7: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
8: PDC, NaOAc / CH2Cl2
9: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
10: HCl, H2O / methanol / 1 h
View Scheme

: 3-<(1S)-1-hydroxy-4-methylcyclohex-3-enyl>butanol

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: pyridine / 2 h / Ambient temperature 2: hexamethyldisilazane, pyridine / 48 h / Heating 3: LiAlH4 / diethyl ether / 1 h / Heating 4: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 5: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 6: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 7: PDC, NaOAc / CH2Cl2 8: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 9: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 9 steps
1: pyridine / 2 h / Ambient temperature
2: hexamethyldisilazane, pyridine / 48 h / Heating
3: LiAlH4 / diethyl ether / 1 h / Heating
4: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
5: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
6: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
7: PDC, NaOAc / CH2Cl2
8: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
9: HCl, H2O / methanol / 1 h
View Scheme

: 3-<(1S)-4-methyl-1-(trimethylsilyloxy)cyclohex-3-enyl>butyl acetate

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: LiAlH4 / diethyl ether / 1 h / Heating 2: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 3: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 4: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 5: PDC, NaOAc / CH2Cl2 6: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 7: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 7 steps
1: LiAlH4 / diethyl ether / 1 h / Heating
2: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
3: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
4: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
5: PDC, NaOAc / CH2Cl2
6: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
7: HCl, H2O / methanol / 1 h
View Scheme

: 105987-22-2
(S)-3-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-butan-1-ol

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 2: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 3: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 4: PDC, NaOAc / CH2Cl2 5: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 6: HCl, H2O / methanol / 1 h View Scheme

: Acetic acid 3-((S)-1-hydroxy-4-methyl-cyclohex-3-enyl)-butyl ester

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: hexamethyldisilazane, pyridine / 48 h / Heating 2: LiAlH4 / diethyl ether / 1 h / Heating 3: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 4: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 5: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 6: PDC, NaOAc / CH2Cl2 7: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 8: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 8 steps
1: hexamethyldisilazane, pyridine / 48 h / Heating
2: LiAlH4 / diethyl ether / 1 h / Heating
3: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
4: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
5: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
6: PDC, NaOAc / CH2Cl2
7: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
8: HCl, H2O / methanol / 1 h
View Scheme

: 105987-36-8
Trimethyl-[(S)-4-methyl-1-((S)-1-methyl-but-3-enyl)-cyclohex-3-enyloxy]-silane

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 2: PDC, NaOAc / CH2Cl2 3: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 4: HCl, H2O / methanol / 1 h View Scheme

: 105987-37-9
(S)-4-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-pentan-1-ol

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PDC, NaOAc / CH2Cl2 2: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 3: HCl, H2O / methanol / 1 h View Scheme

: 105987-38-0
(S)-4-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-pentanal

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 2: HCl, H2O / methanol / 1 h View Scheme

: 105987-35-7
(S)-3-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-butyraldehyde

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 2: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 3: PDC, NaOAc / CH2Cl2 4: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 5: HCl, H2O / methanol / 1 h View Scheme

: 6909-30-4
(1S,2R,4R)-limonene-1,2-epoxide

: 15352-77-9
(+)-(4S,8S)-β-bisabolol

Conditions

Conditions	Yield
Multi-step reaction with 13 steps 1: t-BuOOH, SeO2 / CH2Cl2 / 240 h / 25 °C 2: Zn dust, NaOAc, NaI / acetic acid / 25 h 3: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr 4: LiAlH4 / diethyl ether / 2 h / Heating 5: pyridine / 2 h / Ambient temperature 6: hexamethyldisilazane, pyridine / 48 h / Heating 7: LiAlH4 / diethyl ether / 1 h / Heating 8: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature 9: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h 10: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h 11: PDC, NaOAc / CH2Cl2 12: 1.) BuLi / diethyl ether; hexane / 1 h / Heating 13: HCl, H2O / methanol / 1 h View Scheme

Yield

Multi-step reaction with 13 steps
1: t-BuOOH, SeO2 / CH2Cl2 / 240 h / 25 °C
2: Zn dust, NaOAc, NaI / acetic acid / 25 h
3: CO/H2 / RhH(Co)(PPh3)3 / hexane / 6 h / 110 °C / 150012 Torr
4: LiAlH4 / diethyl ether / 2 h / Heating
5: pyridine / 2 h / Ambient temperature
6: hexamethyldisilazane, pyridine / 48 h / Heating
7: LiAlH4 / diethyl ether / 1 h / Heating
8: PDC, NaOAc / CH2Cl2 / 2 h / Ambient temperature
9: 1.) BuLi / diethyl ether; hexane / 1.) 4 h, RT, 2.) reflux, 5 h
10: 1.) BBN, 2.) 30percent H2O2, 10percent NaOH / 1.) THF, 0 deg C, 5 h, RT, 18h, 2.) H2O, 1 h
11: PDC, NaOAc / CH2Cl2
12: 1.) BuLi / diethyl ether; hexane / 1 h / Heating
13: HCl, H2O / methanol / 1 h
View Scheme

15352-77-9Upstream product

15352-77-9Downstream Products

15352-77-9Relevant academic research and scientific papers

The Absolute Configuration of β-Bisabolol

Ohloff, Guenther,Giersch, Wolfgang,Naef, Regula,Delay, Francois

, p. 698 - 703 (2007/10/02)

From bergamot oil (Citrus bergamia RISSO), (-)-(4S,8R)-8-epi-α-bisabolol (2) and (-)-(4R,8S)-4-epi-β-bisabolol (3) were isolated.The absolute configuration of their stereoisomers 4 and 5 was established by an enantioselective synthesis starting from (-)-(S)-p-mentha-1,8-dien-4-ol.

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15352-77-9

Basic information

Chemical Properties

Safety Data

15352-77-9 Suppliers

Recommended suppliers

15352-77-9 Usage

Uses

Check Digit Verification of cas no

15352-77-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

1.Identification

1.1 GHS Product identifier

1.2 Other means of identification

1.3 Recommended use of the chemical and restrictions on use

1.4 Supplier's details

1.5 Emergency phone number

15352-77-9Synthetic route

15352-77-9Upstream product

15352-77-9Downstream Products

15352-77-9Relevant academic research and scientific papers

The Absolute Configuration of β-Bisabolol

Ohloff, Guenther,Giersch, Wolfgang,Naef, Regula,Delay, Francois

, p. 698 - 703 (2007/10/02)