| Identification | More | [Name]
11-Aminoundecanoic acid | [CAS]
2432-99-7 | [Synonyms]
11-AMINOUNDECANOIC ACID
11-AMINOUNDECYLIC ACID
NH2-(CH2)10-COOH
OMEGA-AMINOUNDECANOIC ACID
OMEGA-AMINOUNDECYLIC ACID
11-amino-undecanoicaci
11-aminoundecanoicacid(11-aa)
aminoundecanoicacid
nci-c50613
ω-aminoundecanoic
Undecanoic acid, 11-amino-
11-Aminoundecansure
11-AMINOUNDECANOIC ACID PURUM 98% | [EINECS(EC#)]
219-417-6 | [Molecular Formula]
C11H23NO2 | [MDL Number]
MFCD00008150 | [Molecular Weight]
201.31 | [MOL File]
2432-99-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
188-191 °C (lit.) | [Boiling point ]
339.24°C (rough estimate) | [density ]
0.9896 (rough estimate) | [refractive index ]
1.4420 (estimate) | [storage temp. ]
Store at 0-5°C | [solubility ]
2g/l | [form ]
Crystalline Powder | [pka]
4.78±0.10(Predicted) | [color ]
White | [Water Solubility ]
2 g/L (20 ºC) | [BRN ]
1767291 | [InChIKey]
GUOSQNAUYHMCRU-UHFFFAOYSA-N | [LogP]
-0.16 at 20℃ | [CAS DataBase Reference]
2432-99-7(CAS DataBase Reference) | [IARC]
3 (Vol. 39, Sup 7) 1987 | [EPA Substance Registry System]
2432-99-7(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
52 | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
1
| [RTECS ]
YQ2293000
| [HS Code ]
29224995 | [Safety Profile]
Poison by ingestion. Questionable carcinogen with experimental carcinogenic and neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx,. | [Hazardous Substances Data]
2432-99-7(Hazardous Substances Data) | [Toxicity]
LDLo orl-rat: 14,700 mg/kg NTPTR* NTP-TR-216,82 |
| Hazard Information | Back Directory | [General Description]
White crystalline solid or powder. | [Reactivity Profile]
11-AMINOUNDECANOIC ACID(2432-99-7) is incompatible with strong oxidizing agents, strong acids and strong bases. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, 11-AMINOUNDECANOIC ACID is probably combustible. | [Description]
Aminoundecanoic acid can be used as a PROTAC linker in the synthesis of PROTACs. Aminoundecanoic acid is an alkane chain with terminal carboxlic acid and amine groups. The amino group (NH2) is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The terminal carboxylic acid can react with primary amine groups of activated NHS ester to form a stable amide bond. | [Chemical Properties]
11-Aminoundecanoic acid is a solid. | [Chemical Properties]
White crystalline powder | [Uses]
11-Aminoundecanoic Acid is used to prepare thapsigargin analogues targeting apoptosis to prostatic cancer cells. It is also used to synthesize N-carboxyalkylpeptides containing extended alkyl residues at P1''as matrix metalloproteinase inhibitors. | [Definition]
ChEBI: 11-Aminoundecanoic acid is a medium-chain fatty acid. | [Preparation]
|?-Aminoundecanoic acid is normally prepared from castor oil (glycerol
triricinoleate). Firstly the castor oil is subjected to methanolysis to yield the
methyl ester of ricinoleic acid and then the following route is used:
In the first step, the pyrolysis of methyl ricinoleate is carried out at about
500??C; the principal products are n-heptaldehyde and methyl undecylenate.
The latter is hydrolysed to give undecylenic acid which is treated with
hydrogen bromide in a non-polar solvent in the presence of a peroxide.
Under these conditions, reverse Markownikoff addition occurs and the main
product is |?-bromoundecanoic acid. This product is then treated with
ammonia to give |?-aminoundecanoic acid, which is a crystalline solid, m.p.
189??C. | [Flammability and Explosibility]
Nonflammable |
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