5-Methyl-1H-benzotriazole supplier

Name
5-Methyl-1H-benzotriazole
EINECS 205-265-8
CAS No. 136-85-6
Article Data17
CAS DataBase
Density 1.273 g/cm³
Solubility water: 6.0 g/L (25 °C)
Melting Point 80-82 °C(lit.)
Formula C₇H₇N₃
Boiling Point 289.3 °C at 760 mmHg
Molecular Weight 133.153
Flash Point 137.4 °C
Transport Information
Appearance cream to beige crystalline powder
Safety 26-36-38
Risk Codes 20/21/22-36/37/38-37
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 1H-Benzotriazole,5-methyl- (8CI,9CI);Benzotriazole, 5-methyl- (6CI,7CI);5-Methyl-1,2,3-benzotriazole;5-Methyl-1H-benzo[d][1,2,3]triazole;5-Methylbenzotriazole;5-Tolyltriazole;6-Methyl-1,2,3-benzotriazole;6-Tolyltriazole;Tolutriazole;
PSA 41.57000
LogP 1.26630

Synthetic route

: 496-72-0
4-methyl-1,2-diaminobenzene

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With K10 Montmorillonite Clay; sodium nitrite In neat (no solvent, solid phase) at 110℃; for 1h; Microwave irradiation; Green chemistry;	98%
With tert.-butylnitrite In acetonitrile at 27 - 29℃; for 0.25h;	93%
With acetic acid In water at 70 - 80℃; for 0.533333h;	80%

: 1-azido-2-bromo-4- methylbenzene

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -85 - 20℃;	87%

: 122099-10-9
1-azido-2-iodo-4-methyl-benzene

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -85 - 20℃;	82%

: 26198-27-6
5-methyl-1H-benzo[d][1,2,3]triazol-1-ol

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylacetamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 120℃; for 0.25h; Temperature; Microwave irradiation; Sealed tube; Green chemistry;	81%

: 262373-15-9
4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With sodium azide; 18-crown-6 ether; cesium fluoride In acetonitrile at 70℃; for 12h; Inert atmosphere;	51%

: 129354-65-0
6-Methyl-1-acetylbenzotriazole

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Verseifen;

: 72976-72-8
5-methyl-benzotriazole-1-carboxylic acid anilide

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Erhitzen;

: 636-24-8
4-Methyl-benzene-1,2-diamine; hydrochloride

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Diazotization;

: 116577-45-8
Acetic acid 5-methyl-benzotriazol-1-ylmethyl ester

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With sodium metabisulfite; sodium sulfite In water; acetonitrile at 25℃; Rate constant; absence of sulfites;

: 96026-15-2
4-Oxo-pentanoic acid 5-methyl-benzotriazol-1-ylmethyl ester

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With sodium metabisulfite; sodium sulfite In water; acetonitrile at 25℃; Rate constant; absence of sulfites;

: 86255-39-2
1-benzohydroximoyl-5-methylbenzotriazole

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating; Yield given;

1-acetyl-5-methyl-benztriazole: 1-acetyl-5-methyl-benztriazole

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride

1-acetyl-6-methyl-benztriazole: 1-acetyl-6-methyl-benztriazole

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Verseifen;

1-oxy-6-methyl-benztriazole: 1-oxy-6-methyl-benztriazole

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide at 140 - 150℃;

: 7647-01-0
hydrogenchloride

: 129354-64-9
5-Methyl-1-acetylbenzotriazole

: 7732-18-5
water

: 136-85-6
5(6)-methylbenzotriazole

...Expand

: 129354-64-9
5-Methyl-1-acetylbenzotriazole

: 7664-93-9
sulfuric acid

: 7732-18-5
water

: 136-85-6
5(6)-methylbenzotriazole

...Expand

5(?)-methyl-benztriazole-carboxylic acid-(1)-anilide: 5(?)-methyl-benztriazole-carboxylic acid-(1)-anilide

: 136-85-6
5(6)-methylbenzotriazole

: 72976-72-8
5-methyl-benzotriazole-1-carboxylic acid anilide

alkaline solution: alkaline solution

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Erhitzen;

: 6-methyl-3H-benzotriazole-1-oxide

: 10034-85-2
hydrogen iodide

red phosphorus: red phosphorus

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
at 140 - 150℃;

...Expand

: 7647-01-0
hydrogenchloride

: 496-72-0
4-methyl-1,2-diaminobenzene

sodium nitrite: sodium nitrite

: 136-85-6
5(6)-methylbenzotriazole

...Expand

: 7664-93-9
sulfuric acid

: 496-72-0
4-methyl-1,2-diaminobenzene

sodium nitrite: sodium nitrite

: 136-85-6
5(6)-methylbenzotriazole

...Expand

: 86255-34-7
N-(2-amino-4-methylphenyl)benzamide oxime

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: conc. HCl, NaNO2 / H2O / 1 h / Ambient temperature 2: conc. HCl / 2 h / Heating View Scheme

: 38939-88-7
2-chloro-4-methyl-1-nitrobenzene

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrazine hydrate / ethanol / 36 h / Reflux 2: 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylacetamide)dichloridodioxidomolybdenum(VI) / N,N-dimethyl acetamide / 0.25 h / 120 °C / Microwave irradiation; Sealed tube; Green chemistry View Scheme

: 29289-13-2
2-iodo-4-methylaniline

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / water / Heating 1.2: 1 h / 0 - 5 °C 1.3: 4 h / 10 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / -85 - 20 °C View Scheme

: 583-68-6
2-bromo-p-toluidine

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / water / Heating 1.2: 1 h / 0 - 5 °C 1.3: 4 h / 10 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / -85 - 20 °C View Scheme

: 106-49-0
p-toluidine

: 136-85-6
5(6)-methylbenzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide / dichloromethane / 0 - 5 °C / Schlenk technique; Inert atmosphere 2.1: sulfuric acid / water / Heating 2.2: 1 h / 0 - 5 °C 2.3: 4 h / 10 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / -85 - 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydrogencarbonate; iodine / dichloromethane; water / 72 h / Schlenk technique; Inert atmosphere 2.1: sulfuric acid / water / Heating 2.2: 1 h / 0 - 5 °C 2.3: 4 h / 10 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / -85 - 20 °C View Scheme

: 136-85-6
5(6)-methylbenzotriazole

: 31995-60-5
5-methyl-4-nitrobenzotriazole

Conditions

Conditions	Yield
With nitric acid In conc. sulphuric acid	94%
With sulfuric acid; nitric acid	90%

: 136-85-6
5(6)-methylbenzotriazole

: 22979-35-7
Methyl phenyldiazoacetate

: methyl 2-(5-methyl-2H-benzo[d][1,2,3]triazol-2-yl)-2-phenylacetate

Conditions

Conditions	Yield
With Rh2(PTA)4 In dichloromethane at 20℃; for 4h; Schlenk technique; Inert atmosphere; regioselective reaction;	92%

: 136-85-6
5(6)-methylbenzotriazole

: 1746-23-2
4-tert-Butylstyrene

: 2-(1-(4-tert-butylphenyl)vinyl)-5-methyl-2H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
Stage #1: 5(6)-methylbenzotriazole; 4-tert-Butylstyrene With N-iodo-succinimide In chloroform at 30℃; for 0.0833333h; Stage #2: With potassium carbonate In methanol for 12h; Reflux; regioselective reaction;	88%

: 136-85-6
5(6)-methylbenzotriazole

: 67082-95-5
3-(3-phenylpropyl-2-yn-1-ylidene)-2,4-pentanedione

: 1-(2-methyl-5-((5-methyl-2H-benzo[d][1,2,3]triazol-2-yl)(phenyl)methyl)furan-3-yl)ethan-1-one

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In 1,2-dichloro-ethane at 20℃; for 2h; Inert atmosphere; Schlenk technique; regioselective reaction;	87%

: 136-85-6
5(6)-methylbenzotriazole

: 762-42-5
dimethyl acetylenedicarboxylate

: 603-35-0
triphenylphosphine

: dimethyl 2-(5-methylbenzotriazol-1-yl)-3-(triphenylphosphanylidene)butanedioate

Conditions

Conditions	Yield
With polyacrylamide In water at 20℃;	86%

...Expand

: 136-85-6
5(6)-methylbenzotriazole

: 112-89-0
1-Bromooctadecane

: 1-octadecyl-5-methyl-1H-benzo[1,2,3]triazol-1-ium bromide

Conditions

Conditions	Yield
In acetone for 36h; Reflux;	85%

: 136-85-6
5(6)-methylbenzotriazole

: 112-89-0
1-Bromooctadecane

: 1-octadecyl-5-methyl-1H-benzo[d][1,2,3]triazole-1- ium bromide

Conditions

Conditions	Yield
In acetone at 70 - 80℃; for 36h;	85%

: 136-85-6
5(6)-methylbenzotriazole

: 108-94-1
cyclohexanone

: C19H25N3O

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In toluene at 20℃; for 24h;	84%

: 136-85-6
5(6)-methylbenzotriazole

: 24689-27-8
4-methyl-7-(oxiran-2-ylmethoxy)-2H-1-benzopyran-2-one

: 7-(2-hydroxy-3-(5-methyl-1H-benzo[d][1,2,3]triazol-1-yl)propoxy)-4-methyl-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: 5(6)-methylbenzotriazole With potassium carbonate In ethanol at 60℃; for 1h; Stage #2: 4-methyl-7-(oxiran-2-ylmethoxy)-2H-1-benzopyran-2-one In ethanol at 20 - 70℃;	83.6%

: 136-85-6
5(6)-methylbenzotriazole

: 5-methyl-1-nitrobenzotriazole

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; tetrabutylammonium tetrafluoroborate In acetonitrile at 70℃; Inert atmosphere; Electrolysis; Green chemistry;	83%

: 136-85-6
5(6)-methylbenzotriazole

: 143-15-7
1-dodecylbromide

: 1-dodecyl-5-methyl-1H-benzo[d][1,2,3]triazole-1- ium bromide

Conditions

Conditions	Yield
In acetone for 36h; Reflux;	82%
In acetone at 70 - 80℃; for 36h;	82%

: 136-85-6
5(6)-methylbenzotriazole

: 33758-39-3
N-ethyl-N-phenyl carbamoyl chloride

: 1-(N-Ethyl-N-phenylcarbamoyl)-5-methylbenzotriazole

Conditions

Conditions	Yield
In water; triethylamine	78%

: 136-85-6
5(6)-methylbenzotriazole

: 22979-35-7
Methyl phenyldiazoacetate

: methyl 2-(5-methyl-1H-benzo[d][1,2,3]triazol-1-yl)-2-phenylacetate

Conditions

Conditions	Yield
With tert.-butylnitrite; p-benzoquinone In dichloromethane at 20℃; for 48h; Irradiation;	78%

: 136-85-6
5(6)-methylbenzotriazole

: 53-84-9
NAD

A: 47774-99-2, 47775-00-8, 88495-30-1
adenosine 5′-diphosphate ribose

B: 5-methyl-1H-benzotriazole adenine dinucleotide ammonium salt

Conditions

Conditions	Yield
With sodium hydroxide; NAD nucleosidase; tris hydrochloride In water at 37℃; for 20h; pH: 7.2;	A n/a B 76%

...Expand

: 136-85-6
5(6)-methylbenzotriazole

: 53-84-9
NAD

: 112926-09-7
C22H28N8O13P2

Conditions

Conditions	Yield
porcine brain NADase	76%

: 136-85-6
5(6)-methylbenzotriazole

: 1240784-76-2
5-methyl-4,6,7-tribromo-1H-benzotriazole

Conditions

Conditions	Yield
With bromine; nitric acid In water at 130℃; for 24h;	76%

: 136-85-6
5(6)-methylbenzotriazole

: 5664-17-5
cyclohexylallene

: 1643833-48-0
2-(1-cyclohexylallyl)-5-methyl-2H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; bis[2-(diphenylphosphino)phenyl] ether In 1,2-dichloro-ethane at 80℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;	72%

: 136-85-6
5(6)-methylbenzotriazole

: 109-70-6
1,3-chlorobromopropane

: 1-(3-chloropropyl)-5-methyl-1H-benzo[d]-[1,2,3]triazole

Conditions

Conditions	Yield
With potassium carbonate In MeCN at 20℃; for 96h;	72%

: 136-85-6
5(6)-methylbenzotriazole

: 603-35-0
triphenylphosphine

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: diethyl 2-(5-methylbenzotriazol-1-yl)-3-(triphenylphosphanylidene)butanedioate

Conditions

Conditions	Yield
With polyacrylamide In water at 20℃;	71%

...Expand

: 136-85-6
5(6)-methylbenzotriazole

: 111-25-1
1-bromo-hexane

: 1-hexyl-5-methyl-1H-benzo[d][1,2,3]triazole-1- ium bromide

Conditions

Conditions	Yield
In acetone for 36h; Reflux;	71%
In acetone at 70 - 80℃; for 36h;	71%

: 292638-84-7
styrene

: 136-85-6
5(6)-methylbenzotriazole

: 5-methyl-2-(1-phenylvinyl)-2H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; trimethylsilan; diphenyl diselenide In 1,4-dioxane at 120℃;	70%

: 136-85-6
5(6)-methylbenzotriazole

: 261-31-4
thioxanthene

: 5-Methyl-1-(9H-thioxanthen-9-yl)-1H-benzotriazole

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 4h; Heating;	66%

: 136-85-6
5(6)-methylbenzotriazole

: 1-(5-methylbenzatriazolyl) phosphoric acid

Conditions

Conditions	Yield
With phosphorus pentoxide In chloroform for 3h; Heating;	64%
With pyrophosphoric acid In tetrachloromethane

: 136-85-6
5(6)-methylbenzotriazole

: 6-indolyl-(4-methoxyphenyl)methanol

: (R)-2-((1H-indol-6-yl)(4-methoxyphenyl)methyl)-5-methyl-2H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With chiral phosphoric acid (CPA) In 1,2-dichloro-ethane at 25℃; for 144h;	64%

: 136-85-6
5(6)-methylbenzotriazole

: 64-17-5
ethanol

: 1-(1-ethoxyethyl)-5-methyl-1H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In decane at 120℃; for 12h; Schlenk technique; Sealed tube;	62%

: 136-85-6
5(6)-methylbenzotriazole

: 92-83-1
xanthene

: 5-methyl-1-(9H-xanthen-9-yl)-1H-benzo[d][1,2,3]triazole

Conditions

Conditions	Yield
With methanesulfonic acid; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 2h; Electrochemical reaction;	60%

5-Methyl-1H-benzotriazole Chemical Properties

Molecular Formula: C₇H₇N₃Molecular Weight: 133.15g/mol.
Melting Point: 80-82 °C(lit.)
Flash Point: 137.4 °C
Boiling Point: 289.3 °C at 760 mmHg
Water Solubility: 6.0 g/L (25 °C)
Index of Refraction: 1.68
Molar Refractivity: 39.53 cm³
Molar Volume: 104.5 cm³
Surface Tension: 64.7 dyne/cm
Density: 1.273 g/cm³
Enthalpy of Vaporization: 52.86 kJ/mol
Vapour Pressure: 0.00222 mmHg at 25 °C
Structure of 5-Methyl-1H-benzotriazole (CAS NO.136-85-6):

IUPAC Name: 5-Methyl-2H-benzotriazole
Canonical SMILES: CC1=CC2=NNN=C2C=C1
InChI: InChI=1S/C7H7N3/c1-5-2-3-6-7(4-5)9-10-8-6/h2-4H,1H3,(H,8,9,10)
InChIKey: LRUDIIUSNGCQKF-UHFFFAOYSA-N
Product Category of 5-Methyl-1H-benzotriazole (CAS NO.136-85-6): Industrial/Fine Chemicals;Benzotriazoles;Heterocyclic Building Blocks

5-Methyl-1H-benzotriazole Uses

5-Methyl-1H-benzotriazole (CAS NO.136-85-6) is mainly used as antitrust and corrosion inhibitor for metals and for antitrust oil products.

5-Methyl-1H-benzotriazole Production

It is derived with Toluene diamine by diazotization and cyclization.

5-Methyl-1H-benzotriazole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	> 1gm/kg (1000mg/kg)		Kodak Company Reports. Vol. 21MAY1971,
rat	LD50	oral	1600mg/kg (1600mg/kg)		Kodak Company Reports. Vol. 21MAY1971,

5-Methyl-1H-benzotriazole Consensus Reports

Reported in EPA TSCA Inventory.

5-Methyl-1H-benzotriazole Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Xn, Irritant Xi
Risk Statements: 20/21/22-36/37/38-37-22
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
37: Irritating to the respiratory system
22: Harmful if swallowed
Safety Statements: 26-36-38
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
38: In case of insufficient ventilation, wear suitable respiratory equipment
WGK Germany: 3
RTECS: DM1400000 .

5-Methyl-1H-benzotriazole Specification

5-Methyl-1H-benzotriazole (CAS NO.136-85-6) is also named Tolytriazole ; 1H-Benzotriazole,5-methyl- ; 5-Methyl-1H-1,2,3-benzotriazole ; 5-Methyl-1H-benzo-1,2,3-triazole ; m-Tolylazoimide ; Retrocure G ; and Vulkalent TM . It should be stored in aeration, dryness place, and it can't be mixed with food and seed.

Product Name

5-Methyl-1H-benzotriazole

Synthetic route

5-Methyl-1H-benzotriazole Chemical Properties

5-Methyl-1H-benzotriazole Uses

5-Methyl-1H-benzotriazole Production

5-Methyl-1H-benzotriazole Toxicity Data With Reference

5-Methyl-1H-benzotriazole Consensus Reports

5-Methyl-1H-benzotriazole Safety Profile

5-Methyl-1H-benzotriazole Specification

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