- 1-Hydroxybenzotriazole
- 1-Hydroxybenzotriazole hydrate
- 1-Hydroxybenzotriazole hydrate
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Cas Database |
| Name |
1-Hydroxybenzotriazole |
EINECS | 219-989-7 |
| CAS No. | 2592-95-2 | Density | 1.51 g/cm3 |
| PSA | 61.80000 | LogP | 0.66350 |
| Solubility | 4.201g/L at 29℃ | Melting Point |
156-159 °C |
| Formula | C6H5N3O | Boiling Point | 344.6 °C at 760 mmHg |
| Molecular Weight | 135.125 | Flash Point | 162.2 °C |
| Transport Information | N/A | Appearance | white to light yellow powder |
| Safety | 16-33-7/9-26-45-53-15 | Risk Codes | 11-5-36/38-36/37/38-36-20/21-61 |
| Molecular Structure |
|
Hazard Symbols |
 F, Xi, T
|
| Synonyms |
1H-Benzotriazole,1-hydroxy-;1-Hydroxybenzotriazole(HOBt);HOBT, anhydrous;Benzotriazol-1-ol;1-Hydroxybenzotriazole anhydrous (HOBt);1-Hydroxybenzotrizole;HOBT (1-Hydroxybenzotrizole);1-Hydroxybenzotriazole (HOBT);1-Hydroxy Benzotrizole;Benzazimidol;HOBt anhydrous;1-Hydroxybenzotriazole anhydrous (HOBT anh.); |
Article Data | 44 |
1-Hydroxybenzotriazole Synthetic route
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In n-heptan1ol at 110 - 120℃; for 5h; | 95% |
| With hydrazine hydrate In ethanol for 24h; Reflux; | |
| With hydrazine hydrate In ethanol for 20h; Reflux; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium carbonate In water; toluene | 90.1% |
| Conditions | Yield |
|---|---|
| With triethylamine In xylene for 3h; Heating; | 62% |
| With alkaline solution | |
| With ammonium hydroxide |
- 18355-05-0
1-hydroxybenzotriazolyl acetate
B
- 2592-95-2
benzotriazol-1-ol
| Conditions | Yield |
|---|---|
| With tetrabutylammonium tricarbonylnitrosylferrate In hexane at 20 - 80℃; Molecular sieve; Inert atmosphere; | A 5% B n/a |
| Conditions | Yield |
|---|---|
| at 140 - 150℃; im Rohr; |
| Conditions | Yield |
|---|---|
| With sodium tungstate; dihydrogen peroxide |
A
- 2592-95-2
benzotriazol-1-ol
| Conditions | Yield |
|---|---|
| With water stability study; |
| Conditions | Yield |
|---|---|
| at 140 - 150℃; |
| Conditions | Yield |
|---|---|
| at 140 - 150℃; |
1-Hydroxybenzotriazole Chemical Properties
Molecule structure of 1-Hydroxybenzotriazole (CAS NO.2592-95-2):
IUPAC Name: 1-Hydroxybenzotriazole
Molecular Weight: 135.1234 g/mol
Molecular Formula: C6H5N3O
Density: 1.51 g/cm3
Melting Point: 156-159 °C
Boiling Point: 344.6 °C at 760 mmHg
Flash Point: 162.2 °C
Index of Refraction: 1.738
Molar Refractivity: 36.01 cm3
Molar Volume: 89.4 cm3
Surface Tension: 66.8 dyne/cm
Enthalpy of Vaporization: 61.18 kJ/mol
Vapour Pressure: 3.28E-05 mmHg at 25 °C
Storage Temp.: store at RT.
Stability: stable, but possible risk of explosion if heated under confinement. flammable.
XLogP3: 1.2
H-Bond Donor: 1
H-Bond Acceptor: 3
Exact Mass: 135.043262
MonoIsotopic Mass: 135.043262
Topological Polar Surface Area: 50.9
Heavy Atom Count: 10
Canonical SMILES: C1=CC=C2C(=C1)N=NN2O
InChI: InChI=1S/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H
InChIKey: ASOKPJOREAFHNY-UHFFFAOYSA-N
EINECS: 219-989-7
Product Categories: Peptide coupling agents; Amino Acid Derivatives; FINE Chemical & INTERMEDIATES; Peptide Coupling Reagents; Peptide; Fused Ring Systems
1-Hydroxybenzotriazole Uses
1-Hydroxybenzotriazole (CAS NO.2592-95-2) is used in organic synthesis. It is also used as a racemization suppressor and to improve yield in peptide synthesis.
1-Hydroxybenzotriazole Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LDLo | oral | 5gm/kg (5000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 679, 1992. |
1-Hydroxybenzotriazole Safety Profile
Hazard Codes: 
F, 
Xi, 
T
Risk Statements: 11-5-36/38-36/37/38-36-20/21-61
R11:Highly flammable.
R5 :Heating may cause an explosion.
R36/38:Irritating to eyes and skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
R36:Irritating to eyes.
R20/21:Harmful by inhalation and in contact with skin.
R61:May cause harm to the unborn child.
Safety Statements: 16-33-7/9-26-45-53-15
S16:Keep away from sources of ignition.
S33:Take precautionary measures against static discharges.
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place. S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S53:Avoid exposure - obtain special instructions before use.
S15:Keep away from heat.
RIDADR: 1325
RTECS: DM1288000
HazardClass: 4.1
PackingGroup: III
1-Hydroxybenzotriazole Specification
1-Hydroxybenzotriazole (CAS NO.2592-95-2) is also named as 1-Hydroxy-1H-benzotriazole hydrate ; 1-Hydroxybenzotriazole hydrate ; 4-26-00-00095 (Beilstein Handbook Reference) ; BRN 0004515 ; Benzazimidol hydrate ; CCRIS 2605 ; N-Hydroxybenzotriazole hydrate . 1-Hydroxybenzotriazole (CAS NO.2592-95-2) is white to light yellow powder. It reacts with activated acyl groups to form activated molecules that are referred to as activated esters. These esters are insoluble (like the N-hydroxysuccinimide esters) and react with amines at ambient temperature to give amides.
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