ChemicalBook > CAS DataBase List > 1H-Benzotriazole

1H-Benzotriazole

Product Name
1H-Benzotriazole
CAS No.
95-14-7
Chemical Name
1H-Benzotriazole
Synonyms
BENZOTRIAZOLE;BTA;BTA;1H-Benzo[d][1,2,3]triazole;1,2,3-BENZOTRIAZOLE;Benzotriazol;1,2,3-Benztriazole;1H-Benzotriazol;1,2,3-Benzotrialole;1H-1,2,3-BENZOTRIAZOLE
CBNumber
CB4467102
Molecular Formula
C6H5N3
Formula Weight
119.12
MOL File
95-14-7.mol
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1H-Benzotriazole Property

Melting point:
97-99 °C(lit.)
Boiling point:
204 °C (15 mmHg)
Density 
1,36 g/cm3
vapor density 
4.1 (vs air)
vapor pressure 
0.04 mm Hg ( 20 °C)
refractive index 
1.5589 (estimate)
Flash point:
170 °C
storage temp. 
Store below +30°C.
solubility 
19g/l
form 
Powder, Granules, Crystals, Needles or Flakes
pka
1.6(at 20℃)
color 
White to yellow-beige
Odor
Slight characteristic odor
PH
6.0-7.0 (100g/l, H2O, 20℃)suspension
explosive limit
2%
Water Solubility 
25 g/l in water (20 ºC)
Merck 
14,1108
BRN 
112133
Stability:
Stable, but may be light sensitive. Incompatible with strong oxidizing agents, heavy metals.
InChIKey
QRUDEWIWKLJBPS-UHFFFAOYSA-N
LogP
1.34 at 22.7℃
CAS DataBase Reference
95-14-7(CAS DataBase Reference)
NIST Chemistry Reference
1H-Benzotriazole(95-14-7)
EPA Substance Registry System
1,2,3-Benzotriazole (95-14-7)
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Safety

Hazard Codes 
Xn,Xi,F
Risk Statements 
20/22-36-52/53-5-36/37/38-20/21/22-11
Safety Statements 
26-36/37-61-45-36/37/39-28A
RIDADR 
2811
WGK Germany 
1
RTECS 
DM1225000
Autoignition Temperature
400 °C
Hazard Note 
Harmful/Irritant
TSCA 
Yes
HS Code 
29339990
Hazardous Substances Data
95-14-7(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 560 mg/kg LD50 dermal Rabbit > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B11400
Product name
Benzotriazole
Purity
ReagentPlus , 99%
Packaging
100g
Price
$51.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22315
Product name
1H-Benzotriazole
Purity
for synthesis
Packaging
100g
Price
$58.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22315
Product name
1H-Benzotriazole
Purity
for synthesis
Packaging
500g
Price
$219
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22315
Product name
1H-Benzotriazole
Purity
for synthesis
Packaging
1kg
Price
$271
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22315
Product name
1H-Benzotriazole
Purity
for synthesis
Packaging
25kg
Price
$2210
Updated
2024/03/01
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1H-Benzotriazole Chemical Properties,Usage,Production

Chemical Properties

yellow to beige solid or Colorless needle-like crystals. Slightly soluble in cold water, ethanol and ether.

Uses

1H-Benzotriazole is an anticorrosive agent, which is useful in aircraft deicing and antifreeze fluids. It is also employed in dishwasher detergents. Further, it is used as a restrainer in photographic emulsions and also useful as a reagent for the determination of silver in analytical chemistry. It also serves as a corrosion inhibitor in the atmosphere and underwater. Further, it is utilized in the synthesis of amines from glyoxal.

Application

1H-Benzotriazole (BT) is a chemical used in a wide variety of industrial, commercial, and consumer products. It main used as an anticorrosive in metalworking, in art restoration, and as a tarnish remover and protective coating in the construction industry.
In the aircraft industry, 1H-benzotriazole and tolyl benzotriazole are found to be the primary agents in most types of aircraft deicing/antiicing fluid (ADAFs).
Benzotriazole is also used as a component of aircraft deicing fluid, pickling inhibitor in boiler scale removal, restrainer, developer and antifogging agent in photographic emulsions, corrosion inhibitor for copper, chemical intermediate for dyes, in pharmaceuticals, and as fungicide. (HSDB 1998).
Benzotriazole(BTA), ethylenediamine tetraaceticacid(EDTA), and potassium iodide(KI) were used for preparing the polishing slurries.

Preparation

1H-Benzotriazole is prepared by the reaction of o-phenylenediamine with nitrous acid in dilute sulfuric acid. Damschrodner and Peterson were able to synthesize the 1H-benzotriazole in a high yield (80%) by nitrosation of o-phenylenediamine with sodium nitrite in glacial acetic acid and water.

Synthesis of 1H-benzotriazole via diazotization of o-phenylenediamine
Reaction: Add o-phenylenediamine to 50°C water to dissolve, then add glacial acetic acid, cool down to 5°C, add sodium nitrite to stir the reaction. The reactant gradually turned dark green, the temperature rose to 70-80 ℃, the solution turned orange-red, placed at room temperature for 2 hours, cooled, filtered out the crystals, washed with ice water, dried to obtain the crude product, the crude product was distilled under reduced pressure, and collected 201 -204°C (2.0kPa) fraction, and then recrystallized with benzene to obtain 1H-Benzotriazole products with a melting point of 96-97°C, with a yield of about 80%.

Definition

ChEBI: 1H-Benzotriazole is the simplest member of the class of benzotriazoles that consists of a benzene nucleus fused to a 1H-1,2,3-triazole ring. It has a role as an environmental contaminant and a xenobiotic.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 185, 1962 DOI: 10.1021/jo01048a046

General Description

White to light tan crystals or white powder. No odor.

Air & Water Reactions

Dust may form an explosive mixture in air. Slightly soluble in water.

Reactivity Profile

The triazoles are a group of highly explosive materials that are sensitive to heat, friction, and impact. Sensitivity varies with the type substitution to the triazole ring. Metal chelated and halogen substitution of the triazol ring make for a particularly heat sensitive material. Azido and nitro derivatives have been employed as high explosives. No matter the derivative these materials should be treated as explosives.

Hazard

Highly toxic by ingestion. May explode under vacuum distillation.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 1H-Benzotriazole emits toxic fumes. 1H-Benzotriazole can react violently during vacuum distillation.

Fire Hazard

Flash point data are not available for 1H-Benzotriazole. 1H-Benzotriazole is probably combustible.

Flammability and Explosibility

Non flammable

Safety Profile

Poison by intravenous route.Moderately toxic by ingestion and intraperitoneal routes.Questionable carcinogen with experimental tumorigenicdata. Mutation data reported. May detonate at 220°C or during vacuum distillation. When heated to decompositionit

Potential Exposure

Because benzotriazoles are used in large quantities as a corrosion inhibitor, it is mainly through this type of use that benzotriazoles become an environmental contaminant. As a corrosion inhibitor and fire retardant, they are used in antifreeze in concentrations of 0.01-2.0% and in airplane deicing/antiicing fluids in unknown concentrations, up to 10% (Cancilla et al.,1997). Used antifreeze may leak or be poured down drains and thence enters the environment. Also, an estimated 80% of aircraft deicing/anti-icing fluids are deposited on the ground due to spray drift, jet blast, and wind shear during taxiing and takeoff, according to a recent study (Hartwell et al., 1995).

Carcinogenicity

Chronic (2-year) feeding studies were conducted. Rats were given 0, 6700, or 12,000 ppm in feed for 78 weeks and held for an additional 26 weeks. Mice were given 0, 11,700, or 23,500 ppm in feed in 104 weeks. The authors concluded that under the conditions shown in this study, there were no convincing evidence that 1-H-benzotriazole was carcinogenic in rats or mice.

Purification Methods

1,2,3-Benzotriazole crystallises from toluene, CHCl3, Me2NCHO or a saturated aqueous solution, and is dried at room temperature or in a vacuum oven at 65o. Losses are less if the material is distilled in a vacuum. CAUTION: may EXPLODE during distillation; necessary precautions must be taken. [Damschroder & Peterson Org Synth Coll Vol III 106 1955, Beilstein 26 III/IV 93.]

Toxicity evaluation

According to a 1977 EPA report, benzotriazole is considered to be of very low toxicity and a low health hazard to humans. In the same EPA report, two benzotriazole derivatives were reported to be mutagenic in bacterial systems. A year later, NIH published a report that there was no convincing evidence that the compound is carcinogenic (NIH, 1978). It is, however, more recently well established that 1-amino benzotriazole, with an amino group attached to one of the ring nitrogens, is a potent mechanism-based inhibitor of cytochrome P-450s via a benzyne intermediate (Ortiz de Montellano and Mathews, 1981), indicating that benzotriazoles as a class may interact with the P-450s. The P450s are important both for detoxifying a broad range of xenobiotics and for activating many compounds to carcinogens in mammalian systems.

1H-Benzotriazole Preparation Products And Raw materials

Raw materials

Orange red benzenetriamine Phthalic Carbendazim Sodium nitrite Benzene Acetic acid o-Phenylenediamine

Preparation Products

5-Methyl-1H-benzotriazole Inhibitor Antirust grease new scale corrosion inhibitor W-331 N-METHYL-O-TOLUIDINE Alizapride Antiscale and inhibitor 1-Chlorobenzotrizole corrosion inhibitor PBTCA-type Tetrahydrofurfuryl chloride efficient complex formulationof corrosion and scale control corrosion inhibitor WT-305-2 Scale inhibitor
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1H-Benzotriazole Suppliers

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View Lastest Price from 1H-Benzotriazole manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1H-Benzotriazole 95-14-7
Price
US $100.00-45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-07
Jinan Finer Chemical Co., Ltd
Product
1H-Benzotriazole 95-14-7
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
8000mt/year
Release date
2021-07-13
Shandong Deshang Chemical Co., Ltd.
Product
1H-Benzotriazole 95-14-7
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 tons
Release date
2024-09-25

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