503-06-0

Basic information

• Product Name: phytomonic acid
• Synonyms: phytomonic acid;Cyclopropanedecanoic acid, 2-hexyl-;IJKRDVKGCQRKBI-UHFFFAOYSA-N
• CAS NO: 503-06-0
• Molecular Formula: C₁₉H₃₆O₂
• Molecular Weight: 296.49
• Mol File: 503-06-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 408.7°Cat760mmHg
• Flash Point: 180°C
• Appearance: /
• Density: 0.923g/cm³
• Vapor Pressure: 8E-08mmHg at 25°C
• Refractive Index: 1.47
• CAS DataBase Reference: phytomonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: phytomonic acid(503-06-0)
• EPA Substance Registry System: phytomonic acid(503-06-0)

Safety Data

• Hazardous Substances Data: 503-06-0(Hazardous Substances Data)

Usage

Description

Phytomonic acid is a saturated fatty acid found mainly in a gram-negative bacteria, L. arabinosus, but also in protozoa and in the seed oil of B. coccineus (Connaraceae). Its cyclopropane ring structure has some properties of a double bond, and it may serve to regulate cell membrane fluidity.

Definition

ChEBI: An 11,12-methyleneoctadecanoic acid having (11R,12S)-configuration.

InChI:InChI=1/C19H36O2/c1-2-3-4-10-13-17-16-18(17)14-11-8-6-5-7-9-12-15-19(20)21/h17-18H,2-16H2,1H3,(H,20,21)

Upstream product

• 506-17-2 cis-vaccenic acid 
• 252009-75-9 (1R,2S)-2-hexyl-1-(10'-hydroxydec-1'-yl)cyclopropane 
• 112418-57-2 methyl (Z)-10-(2-hexylcyclopropan-1-yl)decanoate 
• 2345-68-8 ((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 133494-56-1 cis-(1R,2S)-1-butyryloxymethyl-2-hydroxymethylcyclopropane 
• 133494-60-7 (1R,2S)-1-butyroyloxymethyl-2-formylcyclopropane 
• 106137-57-9 (1R,2R)-1-<(Z)-hex-1-enyl>-2-hydroxymethylcyclopropane 
• 133494-61-8 (1R,2R)-1-butyryloxymethyl-2-<(Z)-hex-1-enyl>cyclopropane 
• 55695-91-5 <9-((tetrahydro-2H-pyran-2-yl)oxy)nonyl>triphenylphosphonium bromide 
• 252009-68-0 (1R,2S)-2-hexylcyclopropane-1-carbaldehyde 
• 252009-90-8 (1R,2S)-2-hexyl-1-hydroxymethylcyclopropane 
• 252009-73-7 (1'Z,1R,2S)-2-hexyl-1-(10'-hydroxydec-1'-en-1'-yl)cyclopropane 
• 252009-74-8 (1R,2S)-2-hexyl-1-[[(10'-tetrahydropyranyl)oxy]dec-1'-yl]cyclopropane 

Relevant articles and documents

Cyclopropanation by Gold- or Zinc-Catalyzed Retro-Buchner Reaction at Room Temperature

Through the design of a second generation of more reactive 7-substituted 1,3,5-cycloheptatrienes, a room-temperature gold(I)-catalyzed retro-Buchner-cyclopropanation sequence and the first zinc(II)-catalyzed version of this process, which uses inexpensive

Total syntheses of cis-cyclopropane fatty acids: Dihydromalvalic acid, dihydrosterculic acid, lactobacillic acid, and 9,10-methylenehexadecanoic acid

cis-Cyclopropane fatty acids (cis-CFAs) are widespread constituents of the seed oils of subtropical plants, membrane components of bacteria and protozoa, and the fats and phospholipids of animals. We describe a systematic approach to the synthesis of enan

The synthesis of both enantiomers of lactobacillic acid and mycolic acid analogues

(11R, 12S)-Lactobacillic acid (1) has been prepared either from D- mannitol by asymmetric cyclopropanation or from cis-cyclopropane-1, 2- dimethanol by enzymatic desymmetrisation. The syntheses of (l1S 12R)- lactobacillic acid (2) and (1R, 2S) 1- (3'-methoxycarbonylpropyl)-2- octadecylcyclopropane (26) and related analogues (27 and 28) have also been achieved.