5-Indolylboronic acid

• CAS: 144104-59-6
• Catalog Number: ACM144104596
• Category: Boronic Acids
• Molecular Weight: 160.97
• Molecular Formula: C8H8BNO2
• Synonyms: Indole-5-boronic acid, 5-Indoleboronic acid, 666467_ALDRICH, I3820G1, ST5405994, TL8000968, 144104-59-6
• IUPAC Name: 1H-indol-5-ylboronic acid
• SMILES: B(C1=CC2=C(C=C1)NC=C2)(O)O
• InChI Key: VHADYSUJZAPXOW-UHFFFAOYSA-N
• Boiling Point: 433.2ºC at 760mmHg
• Melting Point: 170-175ºC
• Flash Point: 215.8ºC
• Density: 1.33g/cm³
• Appearance: White to light yellow crystal powder
• Exact Mass: 161.06500
• Hazard Statements: Xn:Harmful
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Safety Description: S26-S36/37/39

Custom Q&A

What is the molecular formula of 5-Indolylboronic acid?

The molecular formula of 5-Indolylboronic acid is C8H8BNO2.

What is the molecular weight of 5-Indolylboronic acid?

The molecular weight of 5-Indolylboronic acid is 160.97 g/mol.

What is the IUPAC name of 5-Indolylboronic acid?

The IUPAC name of 5-Indolylboronic acid is 1H-indol-5-ylboronic acid.

What is the InChI of 5-Indolylboronic acid?

The InChI of 5-Indolylboronic acid is InChI=1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H.

What is the InChIKey of 5-Indolylboronic acid?

The InChIKey of 5-Indolylboronic acid is VHADYSUJZAPXOW-UHFFFAOYSA-N.

What is the canonical SMILES of 5-Indolylboronic acid?

The canonical SMILES of 5-Indolylboronic acid is B(C1=CC2=C(C=C1)NC=C2)(O)O.

What is the CAS number of 5-Indolylboronic acid?

The CAS number of 5-Indolylboronic acid is 144104-59-6.

What is the European Community (EC) number of 5-Indolylboronic acid?

The European Community (EC) number of 5-Indolylboronic acid is 627-180-9.

What is the ChEMBL ID of 5-Indolylboronic acid?

The ChEMBL ID of 5-Indolylboronic acid is CHEMBL342460.

Is 5-Indolylboronic acid a canonicalized compound?

Yes, 5-Indolylboronic acid is a canonicalized compound.

Synthetic Use

Upstream Synthesis Route 1

• 10075-50-0
• 5419-55-6

• 144104-59-6

Reference: [1] Tetrahedron Letters, 2017, vol. 58, # 1, p. 35 - 42

Upstream Synthesis Route 2

• 10075-50-0

• 144104-59-6

Reference: [1] Patent: WO2006/51851, 2006, A1, . Location in patent: Page/Page column 71-72

Upstream Synthesis Route 3

• 10075-50-0
• 688-74-4

• 144104-59-6

Reference: [1] Patent: US6307056, 2001, B1,

Downstream Synthesis Route 1

• 10558-25-5
• 144104-59-6

• 144104-58-5

Reference: [1]Heterocycles,1992,vol. 34,p. 1395 - 1398

Downstream Synthesis Route 2

• 2873-18-9
• 144104-59-6

• 144104-56-3

Reference: [1]Heterocycles,1992,vol. 34,p. 1395 - 1398

Downstream Synthesis Route 3

• 108-86-1
• 144104-59-6

• 66616-72-6

Reference: [1]Location in patent: scheme or table
Worm-Leonhard, Kasper; Meldal, Morten
[European Journal of Organic Chemistry, 2008, # 31, p. 5244 - 5253]

* For details of the synthesis route, please refer to the original source to ensure accuracy.