13835-75-1

Basic information

• Product Name: p-menth-1-ene-9-ol
• Synonyms: p-menth-1-ene-9-ol;(+)-PARA-MENTH-1-EN-9-OL;(R)-1-Methyl-4α-[(S)-1-methyl-2-hydroxyethyl]-1-cyclohexene;(βS,1R)-β,4-Dimethyl-3-cyclohexene-1-ethanol;(+)-4-Menth-1-en-9-ol,97%;Einecs 237-548-7
• CAS NO: 13835-75-1
• Molecular Formula: C10H18O
• Molecular Weight: 154.24932
• EINECS: 237-548-7
• Mol File: 13835-75-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 217.64°C (rough estimate)
• Flash Point: 103℃
• Appearance: /
• Density: 0.9410
• Refractive Index: 1.4620 (estimate)
• CAS DataBase Reference: p-menth-1-ene-9-ol(CAS DataBase Reference)
• NIST Chemistry Reference: p-menth-1-ene-9-ol(13835-75-1)
• EPA Substance Registry System: p-menth-1-ene-9-ol(13835-75-1)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 13835-75-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O/c1-8-3-5-10(6-4-8)9(2)7-11/h3,9-11H,4-7H2,1-2H3

Upstream product

• 121962-40-1 (R)-p-mentha-1,8-dien-9-al 
• 287720-47-2 (2RS)-2-<(1R)-4-methylcyclohex-3-enyl>propanol 
• 5989-27-5 D-limonene 
• 141277-82-9 ethyl (E)-2-[(2R,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexylidene]acetate 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 13835-32-0 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl 3,5-dinitrobenzoate 
• 13835-31-9 (4R,8S)-p-menth-1-en-9-yl 3,5-dinitrobenzoate 

Downstream Products

• 123464-11-9 allyl<(R,R)-(+)-p-menth-1-en-9-oxy>dimethylsilane 
• 5989-27-5 D-limonene 
• 26462-75-9 Toluene-4-sulfonic acid (R)-2-((R)-4-methyl-cyclohex-3-enyl)-propyl ester 
• 26568-68-3 (+)-(2R)-(4-Methyl-3-cyclohexen-(1R)-yl)-6-methylheptan-4-on 
• 26462-76-0 (S)-3-((R)-4-methylcyclohex-3-en-1-yl)butanenitrile 
• 26575-87-1 (+)-epijuvabione 
• 26091-09-8 (+)-Epitodomatuic acid 
• 17904-27-7 (+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester 
• 26462-78-2 (R)-4-((S)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde 
• 26462-77-1 (S)-2-Methyl-6-((R)-4-methyl-cyclohex-3-enyl)-heptan-4-one 
• 26462-88-4 (R)-3-((R)-4-Methyl-cyclohex-3-enyl)-butyronitrile 
• 26462-87-3 Toluene-4-sulfonic acid (S)-2-((R)-4-methyl-cyclohex-3-enyl)-propyl ester 
• 24393-74-6 (+)-(4R.8R)-Δ¹-p-Menthen-9-al 

Relevant articles and documents

Photocaged Hydrocarbons, Aldehydes, Ketones, Enones, and Carboxylic Acids and Esters that Release by the Norrish II Cleavage Protocol and Beyond: Controlled Photoinduced Fragrance Release

Five families of caged fragrance compounds that allow the storage and release of the following small volatile organic molecules are described: terpene hydrocarbons, aldehydes, ketones, Michael-type α,β-unsaturated enones, and carboxylic acids and esters. These caged molecules are released by photoexcitation via carbonyl-directed hydrogen-transfer processes and subsequent C-C bond cleavage (Norrish Type II) or by didenitrogenation of diazirines.

9-Borabicyclo[3.3.2]decanes and the asymmetric hydroboration of 1,1-disubstituted alkenes

The syntheses of the optically pure asymmetric hydroborating agents 1 (a, R = Ph; b, R = TMS) in both enantiomeric forms are reported. These reagents are effective for the hydroboration of cis-, trans- and trisubstituted alkenes. More significantly, they exhibit unprecedented levels of selectivity in the asymmetric hydroboration of 1,1-disubstituted alkenes (28-92% ee), a previously unanswered challenge in the nearly 50 year history of this reagent-controlled process. For example, the hydroboration of α-methylstyrene with 1a produces the corresponding alcohol 6f in 78% ee (cf., Ipc2BH, 5% ee). Suzuki coupling of the intermediate adducts 5 produces the nonracemic products 7 very effectively (50-84%) without loss of optical purity. Copyright