141700-91-6

Basic information

• Product Name: (2R)-(+)-3 3-DIMETHYLGLYCIDYL
• Synonyms: (2R)-(+)-3 3-DIMETHYLGLYCIDYL;R(+)-3,3-dimethyloxirane-2-methyl 4-nitrobenzoate;(r)-(+)-3,3-dimethylglycidyl 4-nitrobenzoate;2,3-EPOXY-3-METHYLBUTYLESTER-4-NITROBENZOATE;(R)-(+)-3,3-Dimethylglycidyl 4-nitrobenzoate, (R)-(+)-3,3-Dimethyloxirane-2-methyl 4-nitrobenzoate
• CAS NO: 141700-91-6
• Molecular Formula: C₁₂H₁₃NO₅
• Molecular Weight: 251.24
• Mol File: 141700-91-6.mol

Chemical Properties

• Melting Point: 110-113 °C(lit.)
• Boiling Point: 378.3°Cat760mmHg
• Flash Point: 167.2°C
• Appearance: /
• Density: 1.269g/cm³
• Vapor Pressure: 6.33E-06mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: (2R)-(+)-3 3-DIMETHYLGLYCIDYL(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-(+)-3 3-DIMETHYLGLYCIDYL(141700-91-6)
• EPA Substance Registry System: (2R)-(+)-3 3-DIMETHYLGLYCIDYL(141700-91-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 141700-91-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(2R)-(+)-3,3-DIMETHYLGLYCIDYL is used as an intermediate in the synthesis of pharmaceuticals. Its unique stereochemistry and chemical properties make it a valuable component in the development of new drugs and medications.
Used in Agrochemical Production:
In the agrochemical industry, (2R)-(+)-3,3-DIMETHYLGLYCIDYL serves as an intermediate for the synthesis of various agrochemicals. Its use contributes to the development of effective products for agricultural applications.
Used in Epoxy Resin Production:
(2R)-(+)-3,3-DIMETHYLGLYCIDYL is also utilized in the production of epoxy resins, which are essential in a wide range of industrial applications. These resins are used in coatings, adhesives, and composites, providing durability and strength to various products.
Used as a Building Block in Organic Synthesis:
Furthermore, (2R)-(+)-3,3-DIMETHYLGLYCIDYL is used as a building block in the synthesis of other organic compounds. Its versatility allows it to be a key component in the creation of various chemical products, further expanding its applications across different industries.

InChI:InChI=1/C12H13NO5/c1-12(2)10(18-12)7-17-11(14)8-3-5-9(6-4-8)13(15)16/h3-6,10H,7H2,1-2H3/t10-/m1/s1

Upstream product

• 18511-56-3 (3,3-dimethyloxiranyl)methanol 
• 122-04-3 4-nitro-benzoyl chloride 
• 62748-09-8 [(2R)-3,3-dimethyloxiran-2-yl]methanol 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 5369-62-0 (+/-)-3,3-dimethyloxirane-2-carboxaldehyde 
• 556-82-1 3-methyl-2-buten-1-ol 

Relevant articles and documents

An expeditious enantioselective synthesis of methyl trans-chrysanthemate

Methyl trans-chrysanthemate has been prepared in few steps from isopropylidenediphenylsulfurane and methyl (E)-3-(3,3-dimethyloxiran-2-yl)prop-2-enoate. The latter was obtained from methyl 4-oxobutenoate or 3-methylbut-2-en-1-ol. The Sharpless catalytic epoxidation reaction allows an asymmetric version of this transformation.

Asymmetric Synthesis of the Aromatic Fragment of Sespendole

Sespendole is an indole sesquiterpene alkaloid bearing two isoprenyl groups, one of which is highly oxidized. Herein, we disclose an eight-step synthesis of the aromatic fragment of sespendole in an optically pure form, starting from 4-bromo-2-fluoronitrobenzene. The key steps were a Claisen rearrangement at room temperature for introduction of the prenyl group and a coupling between the dianion generated from prenylated bromo-N-tosylanilide and a chiral epoxy aldehyde.

Asymmetric epoxidation of α,β-unsaturated aldehydes catalyzed by a spiro-pyrrolidine-derived organocatalyst

The asymmetric epoxidation of α,β-unsaturated aldehydes, catalyzed by a spiro-pyrrolidine (SPD)-derived organocatalyst, has been accomplished with good diastereoselectivities (up to dr >20:1) and with high to excellent enantioselectivities (up to 99% ee).