beta-Bisabolol

Base Information

• Chemical Name: beta-Bisabolol
• CAS No.: 15352-77-9
• Molecular Formula: C15H26 O
• Molecular Weight: 222.371
• Hs Code.: 2906195000
• European Community (EC) Number: 840-622-7
• UNII: LP618AV2EA
• DSSTox Substance ID: DTXSID601034686
• RXCUI: 1359424
• Wikidata: Q105312820
• Mol file: 15352-77-9.mol

Synonyms:beta-Bisabolol;15352-77-9;LP618AV2EA;UNII-LP618AV2EA;.beta.-Bisabolol;3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl-, (S-(R*,R*))-;BETA-BISABOLOL (USP-RS);BETA-BISABOLOL [USP-RS];(1S)-4-METHYL-1-[(2S)-6-METHYLHEPT-5-EN-2-YL]CYCLOHEX-3-EN-1-OL;3-CYCLOHEXEN-1-OL, 1-((1S)-1,5-DIMETHYL-4-HEXEN-1-YL)-4-METHYL-, (1S)-;3-CYCLOHEXEN-1-OL, 1-((1S)-1,5-DIMETHYL-4-HEXENYL)-4-METHYL-, (1S)-;b-Bisabolol;beta -bisabolol;3-Cyclohexen-1-ol, 1-[(1S)-1,5-dimethyl-4-hexen-1-yl]-4-methyl-, (1S)-;1-(1,5-Dimethyl-4-hexenyl)-4-methyl-3-cyclohexen-1-ol #;SCHEMBL17627680;WTVHAMTYZJGJLJ-LSDHHAIUSA-N;DTXSID601034686;3-Cyclohexen-1-ol, 1-(1,5-dimethyl-4-hexenyl)-4-methyl- (8CI);(1S)-1-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-4-methyl-3-cyclohexen-1-ol;1-[(1S)-1,5-Dimethyl-4-hexen-1-yl]-4-methyl-(1S)-3-Cyclohexen-1-ol

Chemical Property of beta-Bisabolol

Chemical Property:

• Vapor Pressure: 7.57E-05mmHg at 25°C
• Boiling Point: 305.7°Cat760mmHg
• PKA: 14.87±0.40(Predicted)
• Flash Point: 130.5°C
• PSA: 20.23000
• Density: 0.921g/cm³
• LogP: 4.23020
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 222.198365449
• Heavy Atom Count: 16
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

β-Bisabolol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)(C(C)CCC=C(C)C)O
• Isomeric SMILES: CC1=CC[C@@](CC1)([C@@H](C)CCC=C(C)C)O

Technology Process of beta-Bisabolol

There total 13 articles about beta-Bisabolol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(-)-(S)-p-mentha-1,8-dien-4-ol (73069-45-1) → (+)-(4S,8S)-β-bisabolol (15352-77-9)

Guidance literature:

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

With pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; carbon monoxide; BBN; water; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; carbonylhydridetris(triphenylphosphine)rhodium(I); In methanol; diethyl ether; hexane; dichloromethane;

DOI:10.1002/hlca.19860690321

Reference yield:

(1R,3S,6S)-3-Isopropenyl-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-ol (106035-80-7) → (+)-(4S,8S)-β-bisabolol (15352-77-9)

Guidance literature:

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

With pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; carbon monoxide; BBN; water; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; zinc; carbonylhydridetris(triphenylphosphine)rhodium(I); In methanol; diethyl ether; hexane; dichloromethane; acetic acid;

DOI:10.1002/hlca.19860690321

Reference yield:

(1S,2R,4R)-limonene-1,2-epoxide (6909-30-4) → (+)-(4S,8S)-β-bisabolol (15352-77-9)

Guidance literature:

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

With pyridine; hydrogenchloride; tert.-butylhydroperoxide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; selenium(IV) oxide; carbon monoxide; BBN; water; hydrogen; dihydrogen peroxide; sodium acetate; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; zinc; carbonylhydridetris(triphenylphosphine)rhodium(I); In methanol; diethyl ether; hexane; dichloromethane; acetic acid;

DOI:10.1002/hlca.19860690321

upstream raw materials:

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

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

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

(S)-3-((S)-4-Methyl-1-trimethylsilanyloxy-cyclohex-3-enyl)-butan-1-ol

Refernces