33744-74-0

Basic information

• Product Name: (-)-MONO-(1R)-MENTHYL PHTHALATE
• Synonyms: (-)-MONO-(1R)-MENTHYL PHTHALATE;MONO-(1R)-(-)-MENTHYL PHTHALATE;(-)-mono-(1R)-Menthyl phthalate 99%
• CAS NO: 33744-74-0
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.38
• Product Categories: Carboxylic AcidsAsymmetric Synthesis;Chiral Resolution Reagents;Chiral Resolving Reagents;Chiral Building Blocks;Organic Building Blocks
• Mol File: 33744-74-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 103-108 °C(lit.)
• Boiling Point: 436.8°Cat760mmHg
• Flash Point: 152.2°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 2.12E-08mmHg at 25°C
• Refractive Index: 1.538
• BRN: 3210525
• CAS DataBase Reference: (-)-MONO-(1R)-MENTHYL PHTHALATE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-MONO-(1R)-MENTHYL PHTHALATE(33744-74-0)
• EPA Substance Registry System: (-)-MONO-(1R)-MENTHYL PHTHALATE(33744-74-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 33744-74-0(Hazardous Substances Data)

Usage

General Description

(-)-MONO-(1R)-MENTHYL PHTHALATE is a chemical compound that is commonly used as a fragrance ingredient in various cosmetic and personal care products. It is a clear liquid with a strong, fresh, and slightly floral odor, and it is known for its ability to impart a long-lasting and pleasant scent to products. In addition to its use as a fragrance, (-)-MONO-(1R)-MENTHYL PHTHALATE can also be utilized as a plasticizer in the production of plastics and resins. However, its use has raised concerns due to its potential to act as an endocrine disruptor and its ability to bioaccumulate in the environment. As a result, there have been restrictions on its use in certain countries and a push for alternative, safer ingredients in consumer products.

InChI:InChI=1/C18H24O4/c1-11(2)13-9-8-12(3)10-16(13)22-18(21)15-7-5-4-6-14(15)17(19)20/h4-7,11-13,16H,8-10H2,1-3H3,(H,19,20)/t12-,13+,16-/m1/s1

Upstream product

• 85-44-9 phthalic anhydride 
• 3623-53-8 neoisomenthol 
• 490-99-3 DL-neomenthol 
• 15356-70-4 menthol 
• 3623-52-7 isomenthol 
• 89-79-2 isopulegol 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 89-83-8 thymol 
• 2216-52-6 Neomenthol 
• 3309-12-4 (+/-)-phthalic acid mono-menthyl ester 
• 2216-51-5 (-)-menthol 
• 98706-03-7 phthalic acid monomenthyl ester 
• 4376-18-5 Monomethyl phthalate 

Downstream Products

• 2216-51-5 (-)-menthol 

Relevant articles and documents

Diastereoselective Synthesis of Thioglycosides via Pd-Catalyzed Allylic Rearrangement

Stereoselective glycosylation is challenging in carbohydrate chemistry. Herein, stereoselective thioglycosylation of glycals via palladium-catalyzed allylic rearrangement yields various substituents on α-isomer thioglycosides. Two comprehensive series of aryl and benzyl thioglycosides were obtained via a combination of thiosulfates with glycals derived from glucose, arabinose, galactose, and rhamnose. Furthermore, diosgenyl α-l-rhamnoside and isoquercitrin achieved selectivity via stereospecific [2,3]-sigma rearrangements of α-sulfoxide-rhamnoside and α-sulfoxide-glucoside, respectively.

Asymmetric rhodium carbene insertion into the Si-H bond: Identification of new dirhodium(II) carboxylate catalysts using parallel synthesis techniques

Decomposition of methyl 2-diazophenylacetate in the presence of silanes and a chiral dirhodium(II) catalyst results in Si-H insertion of the intermediate carbenoid with varying degrees of enantioselectivity. New chiral dirhodium(II) carboxylate catalysts were identified using solution phase parallel synthesis techniques.