| Identification | More | [Name]
3-Indoleacrylic acid | [CAS]
1204-06-4 | [Synonyms]
2-BETA-INDOLEACRYLIC ACID
3-(1-H-INDOL-3-YL)-2-PROPENOIC ACID
3-(3-INDOLYL)ACRYLIC ACID
3-BETA-INDOLEACRYLIC ACID
3-INDOLEACRYLIC ACID
BETA-INDOLEACRYLIC ACID
INDOLE-3-ACRYLIC ACID
INDOLE ACRYLIC ACID
RARECHEM BK HD 0025
TIMTEC-BB SBB003692
TRANS-3-INDOLEACRYLIC ACID
TRANS-BETA-INDOLEACRYLIC ACID
TRANS-INDOLE-3-ACRYIC ACID
TRANS-INDOLE-3-ACRYLIC ACID
TRANS-INDOLYL-3-ACRYLIC ACID
2-propenoicacid,3-(1-h-indol-3-yl)
3-(1h-indol-3-yl)-2-propenoicaci
3-indolylacrylicacid
beta-Indole-3-acrylicacid
3-(indol-3-yl)acrylic acid | [EINECS(EC#)]
214-872-7 | [Molecular Formula]
C11H9NO2 | [MDL Number]
MFCD00005633 | [Molecular Weight]
187.19 | [MOL File]
1204-06-4.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to yellow-beige crystalline powder | [Melting point ]
185 °C (dec.)(lit.)
| [Boiling point ]
321.94°C (rough estimate) | [density ]
1.1963 (rough estimate) | [refractive index ]
1.4900 (estimate) | [storage temp. ]
0-6°C | [form ]
powder
| [pka]
4.59±0.10(Predicted) | [color ]
white to light yellow
| [Water Solubility ]
freely soluble | [BRN ]
6317 | [CAS DataBase Reference]
1204-06-4(CAS DataBase Reference) | [EPA Substance Registry System]
1204-06-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
NL3680000
| [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to yellow-beige crystalline powder | [Uses]
3-Indoleacrylic acid has been used in the induction of ribokinase expression in E. coli. | [Definition]
ChEBI: (E)-3-(indol-3-yl)acrylic acid is an alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which one of the hydrogens at position 3 is replaced by an indol-3-yl group. It is an alpha,beta-unsaturated monocarboxylic acid and a member of indoles. It is functionally related to an acrylic acid. It is a conjugate acid of an (E)-3-(indol-3-yl)acrylate(1-). | [Synthesis Reference(s)]
Synthesis, p. 236, 1984 DOI: 10.1055/s-1984-30787 | [General Description]
3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. This expression system requires that the gene of interest is cloned in plasmids containing the trpE promoter. | [Biochem/physiol Actions]
3-Indoleacrylic acid helps to block the mycelial growth of?Neurospora crassa. As a result, the cells accumulate indoleglycerol phosphate, which influences the rate of tryptophan synthetase. | [Purification Methods]
Recrystallise the acid from AcOH, H2O or EtOAc/cyclohexane. UV in MeOH has at 225, 274 and 325nm. [Shaw et al. J Org Chem 23 1171 1958, constitution: Rappe Acta max Chem Scand 18 818 1964, Moffatt J Chem Soc 1442 1957, Kimming et al. Hoppe Seyler's Z Physiol Chem 371 234 1958, Beilstein 22 V 249.] |
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