6033-24-5

Basic information

• Product Name: (R)-(-)-2-Heptanol
• Synonyms: D-(+)-2-heptanol;D-(+)-heptan-2-ol;(R)-(-)-2-HYDROXYHEPTANE;(R)-(-)-2-HEPTANOL;(R)-2-HEPTANOL;(R)-(-)-2-HEPTANOL 95%;(R)-Heptan-2-ol;(2R)-heptan-2-ol
• CAS NO: 6033-24-5
• Molecular Formula: C₇H₁₆O
• Molecular Weight: 116.2
• EINECS: 208-844-3
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;chiral;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 6033-24-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: -30.45°C (estimate)
• Boiling Point: 74-75 °C23 mm Hg(lit.)
• Flash Point: 148 °F
• Appearance: Colorless to light yellow liquid
• Density: 0.818 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.419(lit.)
• Storage Temp.: 2-8°C
• PKA: 15.44±0.20(Predicted)
• CAS DataBase Reference: (R)-(-)-2-Heptanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-Heptanol(6033-24-5)
• EPA Substance Registry System: (R)-(-)-2-Heptanol(6033-24-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 21-37/38-41
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 6033-24-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

(R)-(-)-2-Heptanol is used in preparation of triazole carbamate pyridyl sulfonamides as LPA receptor antagonists and uses thereof.

InChI:InChI=1/C7H16O/c1-3-4-5-6-7(2)8/h7-8H,3-6H2,1-2H3

Upstream product

• 14925-96-3 cis-2,3-epoxyheptane 
• 52390-72-4 2-Heptanol 
• 110-43-0 n-pentyl methyl ketone 
• 67-63-0 isopropyl alcohol 
• 142-82-5 n-heptane 
• 5921-82-4 heptan-2-yl acetate 
• 65756-08-3 (S)-(+)-6-Heptyn-2-ol 
• 81007-64-9 (S)-1-chloroheptane-2-ol 
• 41055-92-9 1-chloro-2-heptanone 
• 928-39-2 hept-6-yn-2-one 

Downstream Products

• 192513-65-8 (1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate 
• 52390-72-4 2-Heptanol 
• 130601-65-9 (R)-2-(p-toluenesulfonyl)heptane 
• 5011-57-4 2-heptyltoluene-p-sulphonate 
• 6938-51-8 (R)-benzoic acid 1-methylheptyl ester 
• 6938-51-8 (S)-benzoic acid 1-methylheptyl ester 
• 123-82-0 (R)-2-heptylamine 

Relevant articles and documents

Biocatalytic Racemization Employing TeSADH: Substrate Scope and Organic Solvent Compatibility for Dynamic Kinetic Resolution

Racemization in combination with a kinetic resolution is the base for a dynamic kinetic resolution (DKR). Biocatalytic racemization was successfully performed for a broad scope of sec-alcohols by employing a single alcohol dehydrogenase (ADH) variant from Thermoanaerobacter pseudoethanolicus (formerly T. ethanolicus; TeSADH W110A I86A C295A). The catalyst employed as a lyophilized whole cell preparation or cell free extract, which tolerated various non-water miscible organic solvents under micro-aqueous or two-phase conditions, whereby cyclohexane and n-hexane suited best. Various concepts for combining the enzymatic racemization with an enzymatic kinetic resolution to achieve overall a bis-enzymatic DKR were evaluated. A proof of concept showed a successful DKR with racemization in aqueous phase combined with acylation in the organic phase.

ALKANE OXIDATION BY MODIFIED HYDROXYLASES

This invention relates to modified hydroxylases. The invention further relates to cells expressing such modified hydroxylases and methods of producing hydroxylated alkanes by contacting a suitable substrate with such cells.

Discrimination of the prochiral hydrogens at the C-2 position of n-alkanes by the methane/ammonia monooxygenase family proteins

The selectivity of ammonia monooxygenase from Nitrosomonas europaea (AMO-Ne) for the oxidation of C4-C8n-alkanes to the corresponding alcohol isomers was examined to show the ability of AMO-Ne to recognize the n-alkane orientation within the catalytic site. AMO-Ne in whole cells produces 1- and 2-alcohols from C4-C8n-alkanes, and the regioselectivity is dependent on the length of the carbon chain. 2-Alcohols produced from C4-C7n-alkanes were predominantly either the R- or S-enantiomers, while 2-octanol produced from n-octane was racemic. These results indicate that AMO-Ne can discriminate between the prochiral hydrogens at the C-2 position, with the degree of discrimination varying according to the n-alkane. Compared to the particulate methane monooxygenase (pMMO) of Methylococcus capsulatus (Bath) and that of Methylosinus trichosporium OB3b, AMO-Ne showed a distinct ability to discriminate between the orientation of n-butane and n-pentane in the catalytic site.