2-(4-(1,2,4,5-tetrazin-3-yl)phenyl)acetic acid, 0.25M solution in DMSO
Basic information
- CAS
1380500-92-4- Standard SMILES
O=C(O)Cc1ccc(-c2nncnn2)cc1- InChIKey
SLJKKTFIAUAYGR-UHFFFAOYSA-N- Molecular formula
- C10H8N4O2
- Average molar mass
- 216.2 g/mol
- Monoisotopic mass
- 216.06472551
Names & identifiers
- Preferred name
- 2-(4-(1,2,4,5-tetrazin-3-yl)phenyl)acetic acid, 0.25M solution in DMSO
- IUPAC
- 2-[4-(1,2,4,5-tetrazin-3-yl)phenyl]acetic acid
- English name
- Tetrazine-Acid
- Molecular formula
- C10H8N4O2
- Molecular weight
- 216.2
Names & synonyms
1380500-92-42-(4-(1,2,4,5-tetrazin-3-yl)phenyl)acetic acid, 0.25M solution in DMSO2-[4-(1,2,4,5-tetrazin-3-yl)phenyl]acetic acid, 0.25M solution in DMSORefChem:456173973-316-8Tetrazine-AcidTetrazine-Ph-acid2-(4-(1,2,4,5-tetrazin-3-yl)phenyl)acetic acid2-[4-(1,2,4,5-tetrazin-3-yl)phenyl]acetic acidMFCD24503098Tetrazine acidorb2279257
Show more names
3-(4-phenylacetic acid)-1,2,4,5-tetrazineBenzeneacetic acid, 4-(1,2,4,5-tetrazin-3-yl)-
Tetrazine Acid (CCT-1124)SCHEMBL14678472HKP0313AKOS040742720EBC-5905075BP-22431DA-68084MS-23186
Database identifiers
- CAS
1380500-92-4- PubChem CID
- 71247950
- EC Number
- 973-316-8
- Nikkaji
- J3.330.143J
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 88.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 235
Physicochemical properties
- Boiling point
- 477.1 · 477.1±47.0 °C(Predicted)
- Density
- 1.394 · 1.394±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 50 mg/mL · DMSO : 50 mg/mL (231.27 mM; Need ultrasonic)
- pka
- 3.66 · 3.66±0.10(Predicted)
- form
- Solid
- color
- Pink to red
- InChI
- InChI=1S/C10H8N4O2/c15-9(16)5-7-1-3-8(4-2-7)10-13-11-6-12-14-10/h1-4,6H,5H2,(H,15,16)
- InChIKey
- SLJKKTFIAUAYGR-UHFFFAOYSA-N
- SMILES
- C1(CC(O)=O)=CC=C(C2=NN=CN=N2)C=C1
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Danger
- Hazard statements
- 242 · H242
- Precautionary statements
- 210 · P210-P234-P235-P240-P370+P378-P403
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H227 (50%): Combustible liquid [Warning Flammable liquids]
P210, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 4 (50%)
Safety data
- wgk
- WGK 3
- Signal word
- Danger
- Symbol(GHS)
- GHS02
- Storage Class
- 5.2 - Organic peroxides and self-reacting hazardous materials
- Hazard statements
- H242
- Hazard Classifications
- Self-react. C
- Precautionary statements
- P210-P234-P235-P240-P370+P378-P403
Chemistry & industry
Applications
DescriptionTetrazine-Acid was found the fastest kinetics for bioorthogonal reaction with trans-cyclooctene (TCO) as the dienophile. The chemical stability of tetrazines is lower compared to methyltetrazines, but it is in acceptable range and thus can be applied for many applications.
UsesTetrazine-acid demonstrates exceptionally fast cycloaddition kinetics with trans-cyclooctene (TCO) as the dienophile (up to 30,000 M-1 s-1). These have been the fastest kinetics reported for a bio orthogonal reaction. The chemical stability of tetrazines is substantially lower compared to methyltetrazines, thus requiring more careful selection of reagents and conditions for chemical transformation. However, tetrazine chemistry is still in an acceptable range for many applications.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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