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1204-06-4

1204-06-4 Structure

1204-06-4 Structure
IdentificationMore
[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 PropertiesBack 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
[InChI]

InChI=1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)
[InChIKey]

PLVPPLCLBIEYEA-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C=CC1C2=C(NC=1)C=CC=C2
[CAS DataBase Reference]

1204-06-4(CAS DataBase Reference)
[EPA Substance Registry System]

1204-06-4(EPA Substance)
Safety DataBack 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
[TSCA ]

TSCA listed
[HazardClass ]

IRRITANT
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Indoleacrylic acid(1204-06-4).msds
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

3-Indoleacrylic acid(1204-06-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Indoleacrylic acid, 99%(1204-06-4)
[Sigma Aldrich]

1204-06-4(sigmaaldrich)
[TCI AMERICA]

3-Indoleacrylic Acid,>98.0%(T)(1204-06-4)
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