130165-76-3

Basic information

• Product Name: (R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER
• Synonyms: (R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER;(R)-3-METHOXYCARBONYL-5-METHYLHEXANOIC ACID;(R)-(+)-2-Isobutylsuccinic acid 1-methyl ester, 98+%, ee 98+%;(R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER, 95%, (98% EE);(R)-2-Isobutylsuccinic acid-1-Methyl ester, (98% ee)
• CAS NO: 130165-76-3
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22
• Mol File: 130165-76-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 243.23°C (rough estimate)
• Flash Point: 108°C
• Appearance: Yellow/Viscous Liquid
• Density: 1.0725 (rough estimate)
• Vapor Pressure: 0.000584mmHg at 25°C
• Refractive Index: 1.4240 (estimate)
• Storage Temp.: Refrigerator (+4°C)
• CAS DataBase Reference: (R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER(130165-76-3)
• EPA Substance Registry System: (R)-2-ISOBUTYLSUCCINIC ACID-1-METHYL ESTER(130165-76-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 130165-76-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow viscous liquid

InChI:InChI=1/C9H16O4/c1-6(2)4-7(5-8(10)11)9(12)13-3/h6-7H,4-5H2,1-3H3,(H,10,11)/p-1/t7-/m1/s1

Upstream product

• 78-84-2 isobutyraldehyde 
• 106-65-0 Dimethyl succinate 
• 130165-75-2 (E)-2-(1-isobutylidene)succinic acid 1-methyl ester 

Downstream Products

• 1190618-41-7 methyl (R)-2-(2-(2-(4-(4-(6-chloro-benzo[d]thiazol-2-ylamino)phenyl)pyridin-2-yl)hydrazino)-2-oxo-ethyl)-4-methyl-pentanoate 

Relevant articles and documents

Highly enantioselective hydrogenation of itaconic acid derivatives with a chiral bisphospholane-Rh(I) catalyst

The new - commercially in multi-kg quantities available - chiral bisphospholane ligand, catA-Sium M, has been successfully used in the Rh(I)-catalysed enantioselective hydrogenation of itaconic acid derivatives. Chiral β-substituted succinic acid derivati

NOVEL BISPHOSPHINE LIGAND

A compound represented by the following general formula (I): [wherein R1 represents hydrogen atom, or an alkyl group, R2 represents a hydroxyalkyl group, or a triarylmethyloxyalkyl group, or R1 and R2 combine together to represent —C(R3)(R4)— (R3 and R4 represent hydrogen atom, an alkyl group, or hydroxyl group, or R3 and R4 may combine together to represent oxo group), or —C(R5)(R6)—O—C(R7)(R8)— (R5 to R8 represent hydrogen atom, an alkyl group, or hydroxyl group, or R5 and R6 may combine together to represent oxo group, and R7 and R8 may combine together to represent oxo group); Ar1 to Ar4 independently represent an aryl group (the aryl group may have 1 to 5 of the same or different substituents), *1 to *4 indicate asymmetric carbons, and configurations are cis between *1 and *2, cis between *3 and *4, and trans between *2 and *3]. An optically active phosphine ligand which can be easily synthesized and gives a transition metal complex showing superior asymmetric catalyst activity is provided.

Practical access to 2-alkylsuccinates through asymmetric catalytic hydrogenation of Stobbe-derived itaconates

Enantiomerically pure 2-alkylsuccinates are obtained on a 500-g scale after hydrogenation with the cationic rhodium complexes with tetraalkyl-substituted 1,2-bis(phospholanyl)ethane or -benzene ligands [R'-DuPHOS; Eq. (a)]. The catalysts allow smooth hydr