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1222-05-5

1222-05-5 Structure

1222-05-5 Structure
IdentificationMore
[Name]

GALAXOLIDE
[CAS]

1222-05-5
[Synonyms]

1,3,4,6,7,8-HEXAHYDRO-4,6,6,7,8,8-HEXAMETHYLCYCLOPENTA[G]-2-BENZOPYRAN
1,3,4,6,7,8-HEXAHYDRO-4,6,6,7,8,8-HEXAMETHYL-CYCLOPENTA-GAMMA-2-BENZOPYRAN
ABBALIDE
GALAXOLIDE
GALAXOLIDE 50
GALAXOLIDE 50 BB
GALAXOLIDE 50 IPM
HHCB
1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta(g)-2-benzopyra
1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[g]-2-benzopyra
1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylindeno(5,6
1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylindeno(5,6-c)pyran
1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylindeno[5,
4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene
Galoxolide
Musk50
Pearlide
HEXAMETHYLINDANOPYRAN
Hexahydro-4,6,6,7,8,8-hexamethyl cyclopenta-γ-2-benzopyran
Cyclopentag-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-
[EINECS(EC#)]

214-946-9
[Molecular Formula]

C18H26O
[MDL Number]

MFCD00217003
[Molecular Weight]

258.4
[MOL File]

1222-05-5.mol
Chemical PropertiesBack Directory
[Melting point ]

57-58°
[Boiling point ]

304 °C(lit.)
[density ]

1.044 g/mL at 25 °C(lit.)
[vapor pressure ]

0.073Pa at 25℃
[refractive index ]

n20/D 1.5215(lit.)
[Fp ]

>230 °F
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[color ]

Colorless to Light yellow
[Odor]

at 100.00 %. strong diffusive sweet floral musk
[Odor Type]

musk
[Water Solubility ]

1.65mg/L at 25℃
[Henry's Law Constant]

7.6×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

cleaning products
cosmetics
food and beverages
personal care
[Cosmetics Ingredients Functions]

PERFUMING
FRAGRANCE
[InChI]

1S/C18H26O/c1-11-14-10-16-15(9-13(14)7-8-19-11)17(3,4)12(2)18(16,5)6/h9-12H,7-8H2,1-6H3
[InChIKey]

YWMTVUUYOAIDBC-UHFFFAOYSA-N
[SMILES]

CC1(C)C(C)C(C)(C)C2=CC3=C(C(C)COC3)C=C21
[LogP]

5.3 at 25℃
[CAS DataBase Reference]

1222-05-5(CAS DataBase Reference)
[EPA Substance Registry System]

1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran (1222-05-5)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H317-H320-H335+H336-H410
[Precautionary statements ]

P273-P391-P501-P261-P264-P271-P272-P280-P302+P352+P333+P313+P363-P304+P340+P312-P305+P351+P338+P337+P313-P403+P233-P405
[Hazard Codes ]

Xi
[Risk Statements ]

R38:Irritating to the skin.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3082 9 / PGIII
[WGK Germany ]

3
[TSCA ]

TSCA listed
[HS Code ]

2932.99.7000
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
[Hazardous Substances Data]

1222-05-5(Hazardous Substances Data)
[Toxicity]

LD50 skin in rat: > 5gm/kg
Hazard InformationBack Directory
[Chemical Properties]

4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]benzopyran is a viscous liquid with a musk-like odor. It is one of the most frequently used synthetic, artificial musk fragrances.The starting material for its synthesis is 1,1,2,3,3-pentamethylindane, which is prepared by cycloaddition of tert-amylene to α-methylstyrene. The pentamethylindane is hydroxyalkylated with propylene oxide in a Friedel–Crafts reaction using aluminum chloride as a catalyst (analogous to the synthesis of phenylethyl alcohol from benzene and ethylene oxide . Ring closure of the resulting 1,1,2,3,3-pentamethyl-5-(β-hydroxyisopropyl)indane is accomplished with paraformaldehyde and a lower aliphatic alcohol via the acetal or with paraformaldehyde and a carboxylic acid anhydride via the acylate.
The commercial product is diluted with solvents (e.g., diethyl phthalate, isopropyl myristate, benzyl benzoate) to make it less viscous. It is alkali-stable and does not discolor in light. Therefore, it is a popular ingredient of perfume compositions for soaps, detergents, and cosmetics and is used in large amounts.
[Chemical Properties]

Clear Colourless to Pale Yellow Oil
[Uses]

Galaxolide is a polycyclic musk (PCM) used as a fragrance ingredient in perfumes, soaps, cosmetics and detergents.
[Definition]

ChEBI: An organic heterotricyclic compound that is 1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene substituted by methyl groups at positions 4, 6, 6, 7, 8 and 8 respectively. It is a synthetic musk used as a fragrance in cosmetics.
[General Description]

1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran is an isochromone with a strong musk odor, commonly used in fragrances.
[Flammability and Explosibility]

Notclassified
[Trade name]

Galaxolide® (IFF), Astromusk (Agan),Musk YingHai (YingHai).
[Synthesis]

The synthesis of Galaxolide epimers proceeds via a catalytic route starting from pentamethylindane under mild conditions, featuring asymmetric hydrogenation as a key step[1]. The final stage involves reducing the derived acid to an alcohol, followed by ring closure with paraformaldehyde in the presence of sulfuric acid to yield the product in 78% yield[1].
[References]

[1]Ciappa, A., Matteoli, U., & Scrivanti, A. (2002). Asymmetric catalysis in fragrance chemistry: a new synthesis of Galaxolide. Tetrahedron: Asymmetry, 13(20), 2193–2195. https://doi.org/10.1016/s0957-4166(02)00538-4
Spectrum DetailBack Directory
[Spectrum Detail]

GALAXOLIDE(1222-05-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

1222-05-5(sigmaaldrich)
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