33704-61-9

Basic information

• Product Name: CASHMERAN
• Synonyms: DPMI;CASHMERAN;6,7-DIHYDRO-1,1,2,3,3-PENTAMETHYL-4(5H)-INDANONE;1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4h-inden-4-on;1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4H-Inden-4-one;DIHYDRO PENTAMETHYLINDANONE;4H-Inden-4-one, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-;2,3-Dihydro-5,6-dimethoxy-2-(4-piperidinylmethylene)-1H-inden-1-one
• CAS NO: 33704-61-9
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32
• EINECS: 251-649-3
• Product Categories: Aromatics;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 33704-61-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 286.116 °C at 760 mmHg
• Flash Point: 126.979 °C
• Appearance: /
• Density: 0.966 g/cm³
• Vapor Pressure: 0.00269mmHg at 25°C
• Refractive Index: 1.495
• Water Solubility: 49.1mg/L at 20℃
• CAS DataBase Reference: CASHMERAN(CAS DataBase Reference)
• NIST Chemistry Reference: CASHMERAN(33704-61-9)
• EPA Substance Registry System: CASHMERAN(33704-61-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 33704-61-9(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 33704-61-9 differently. You can refer to the following data:
1. White Low Melting Solid
2. CASHMERAN is not found in nature. It is a pale yellow liquid, d20 4 0.954–0.962, n20 D 1.497–1.502, with a long-lasting diffusive, conifer-like musk odor. A process for its production starts with the corresponding pentamethyltetrahydroindane, which is treated with oxygen in the presence of cobalt naphthenate. It is used in fine fragrances together with noble wood notes.

Uses

Different sources of media describe the Uses of 33704-61-9 differently. You can refer to the following data:
1. A synthetic musk fragrance compound (polycyclic musk) used in personal care products, and can be found in the environment and the human body.
2. An impurity of Donepezil.

Flammability and Explosibility

Notclassified

Trade name

Cashmeran? (IFF), Yinghaitone (Yinghai).

InChI:InChI=1/C14H22O/c1-9-13(2,3)10-7-6-8-11(15)12(10)14(9,4)5/h9H,6-8H2,1-5H3

Synthetic route

2,3,4,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-1H-indene (33704-59-5) → cashmeran (33704-61-9)

Conditions	Yield
Stage #1: 2,3,4,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-1H-indene With oxygen; cobalt-naphthenate catalyst (ALDRICH, 6 wt percent Co) In mineral spirits; water at 125℃; for 17h; Stage #2: With oxygen; Au-CeO2 catalyst In mineral spirits; water at 125℃; for 24h; Product distribution / selectivity;

2,3,4,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-1H-indene (33704-59-5) → 1,1,2,3,3-pentamethyl-4-hydroxy-4,5,6,7-tetrahydroindane (33711-43-2) + cashmeran (33704-61-9)

Conditions	Yield
With oxygen; cobalt-naphthenate catalyst (ALDRICH, 6 wt percent Co) In mineral spirits; water at 125℃; for 17h; Product distribution / selectivity;

7,7,8,9,9-pentamethyllbicyclo[4.3.0]nonan-2-one → cashmeran (33704-61-9)

Conditions	Yield
With Pd(DMSO)2(trifluoroacetate)2; oxygen; acetic acid at 100℃; under 760.051 Torr;	70 %Chromat.

1-bromo-4-butene (5162-44-7) + cashmeran (33704-61-9) → 4-But-3-enyl-1,1,2,3,3-pentamethyl-2,3,4,5,6,7-hexahydro-1H-inden-4-ol

Conditions	Yield
With lithium In tetrahydrofuran for 1h; Irradiation;	63%

cashmeran (33704-61-9) + allyl alcohol (107-18-6) → 1,1,2,3,3-pentamethyl-5-prop-2-enyl-2,3,5,6,7-pentahydroinden-4-one

Conditions	Yield
With methanesulfonic acid at 80 - 90℃; for 24h; Heating / reflux;

cashmeran (33704-61-9) + 3-Chloro-2-methylpropene (563-47-3) → 1,1,2,3,3-pentamethyl-5-(2-methylprop-2-enyl)-2,3,5,6,7-pentahydroinden-4-one

Conditions	Yield
Stage #1: cashmeran With lithium diisopropyl amide In tetrahydrofuran at -10 - 0℃; for 2h; Stage #2: 3-Chloro-2-methylpropene at 0 - 60℃; for 22h; Heating / reflux;

cashmeran (33704-61-9) + formamidine acetic acid (3473-63-0) → 1,1,2,3,3-pentamethyl-2,3,4,5-tetrahydro-1H-7,9-diaza-cyclopenta[a]naphthalene (1315251-11-6)

Conditions	Yield
In butan-1-ol at 118℃; for 4h;

cashmeran (33704-61-9) → 7,7,8,9,9-pentamethyllbicyclo[4.3.0]nonan-2-one

Conditions	Yield
With hydrogen

cashmeran (33704-61-9) → cis-6,6a,7,8,9,9a-hexahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazoline + trans-6,6a,7,8,9,9a-hexahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazoline

Conditions	Yield
Multi-step reaction with 2 steps 1: butan-1-ol / 4 h / 118 °C 2: hydrogen / palladium on activated charcoal / isopropyl alcohol / 4 h / 180 °C / Sealed autoclave; Inert atmosphere View Scheme

cashmeran (33704-61-9) → 1,1,2,3,3-pentamethyl-hexahydro-indene-4,5-dione (1404306-58-6)

cashmeran (33704-61-9) → 6,6,7,8,8-pentamethyl-5,5a,6,7,8,8a-hexahydro-4H-indeno[4,5-d]oxazole (1404306-57-5) + 6,6,7,8,8-pentamethyl-5,5a,6,7,8,8a-hexahydro-4H-1-oxa-3-aza-as-indacene (1404306-56-4)

Conditions	Yield
Multi-step reaction with 2 steps 2: formamide View Scheme

cashmeran (33704-61-9) → 2,6,6,7,8,8-hexamethyl-5,5a,6,7,8,8a-hexahydro-4H-3-thia-1-aza-as-indacene (1404306-60-0)

Conditions	Yield
Multi-step reaction with 2 steps 2: diethylene glycol dimethyl ether View Scheme

Upstream product

• 195379-87-4 7,7,8,9,9-pentamethyllbicyclo[4.3.0]nonan-2-one 
• 33704-59-5 2,3,4,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-1H-indene 

Downstream Products

• 195379-87-4 7,7,8,9,9-pentamethyllbicyclo[4.3.0]nonan-2-one 

Relevant articles and documents

CIRCULAR ECONOMY METHODS OF PREPARING UNSATURATED COMPOUNDS

Methods of preparing unsaturated compounds or analogs through dehydrogenation of corresponding saturated compounds and/or hydrogenation of aromatic compounds are disclosed.

Serine carbonates

Serine carbonates of formula I are precursors for organoleptic compounds, masking agents and antimicrobial agents. Further they are alternative substrates for malodor producing enzymes. The symbols in formula I are defined in claim 1.

Beta-ketoester compounds

The beta-ketoesters of formula I are useful as precursors for organoleptic compounds, especially for flavors, fragrances and masking agents and antimicrobial compounds.