2-Mercaptobenzimidazole

HCID 707035CAS 583-39-1

Basic information

Standard SMILES
S=c1[nH]c2ccccc2[nH]1
InChIKey
YHMYGUUIMTVXNW-UHFFFAOYSA-N
Molecular formula
C7H6N2S
Average molar mass
150.2 g/mol
Monoisotopic mass
150.02516919

Overview

2-mercaptobenzimidazole appears as white to yellow crystals or cream colored powder. Slight odor. (NTP, 1992)

Names & identifiers

Preferred name
2-Mercaptobenzimidazole
IUPAC
1,3-dihydrobenzimidazole-2-thione
English name
2-Mercaptobenzimidazole
Molecular formula
C7H6N2S
Molecular weight
150.2

Names & synonyms

2-Mercaptobenzimidazole583-39-12-Benzimidazolethiol1H-Benzimidazole-2-thiolAntioxidant MBo-PhenylenethioureaAntigene MBAntigen MBPermanax 21AOMBAntiegene MB2-MERCAPTOBENZOIMIDAZOLE
Show more names
1H-BENZO[D]IMIDAZOLE-2-THIOLMercaptobenzimidazoleVulkanoxSuMilizer MBBenzimidazole-2-thiol2-Mercaptobenzimidazole Joyce1,3-Dihydro-2H-benzo[d]imidazole-2-thioneBenzimidazol-2-thiol
2H-Benzimidazole-2-thione, 1,3-dihydro-ASM MB2-ThiobenzimidazoleMercaptobenzoimidazole1,3-Dihydro-2H-benzimidazole-2-thioneBenzimidazolethiol2-BenzimidazolinethioneUSAF XF-21

Database identifiers

CAS
583-39-1
PubChem CID
707035
DTXSID
DTXSID9025536
ChEMBL
CHEMBL70141
ChEBI
CHEBI:228724
UNII
619CVM6HOK
EC Number
209-502-6
Nikkaji
J1.632B、J3.800.039J

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
56.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
10

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Imidazoles
LogP1.66
Density1.42 (NTP, 1992) - Denser than water; will sink
Solubility · 2 items

less than 1 mg/mL at 74.3 °F (NTP, 1992)

>22.5 [ug/mL] (The mean of the results at pH 7.4)

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point577 to 579 °F (NTP, 1992)

Physicochemical properties

Melting point
300 · 300-304 °C (lit.)
Boiling point
270.6 · 270.6±23.0 °C(Predicted)
Density
1.42 · 1.42
vapor pressure
0 · 0-0.001Pa at 25℃
refractive index
1.55 · 1.5500 (estimate)
Flash point
250 °C · >250°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (80.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 279 reports by companies from 30 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 2H-Benzimidazole-2-thione, 1,3-dihydro-

2H-Benzimidazole-2-thione, 1,3-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2H-Benzimidazole-2-thione, 1,3-dihydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 01-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/10415

2-Mercaptobenzimidazole: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Mercaptobenzimidazoles and their zinc salts
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Inhalation of the dust of this compound may cause respiratory tract irritation, resulting in runny nose, sneezing, coughing and chest discomfort.
Hazards Summary · 1 item

A mild skin and eye irritant; Causes somnolence, ataxia, coma, changes in liver weight, and evidence of thyroid hypofunction in acute oral studies of rats; Causes changes in thymus and thyroid weights and changes in erythrocyte count in 13-week intermittent inhalation studies of rats; [RTECS] A skin and strong eye irritant; Toxic by ingestion; Harmful by inhalation and skin absorption; [Sigma-Aldrich MSDS] See Benzimidazole.

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
2
tsca
TSCA listed
rtecs
DE1050000
ridadr
UN 2811 6.1/PG 3
hs_code
29339910

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Purine synthesis antimetabolite. [ChemIDplus] Used as an intermediate, in rubber product manufacturing, and electroplating, [ExPub: ECHA REACH Registrations]

Electroplating [Category: Plate]

U.S. Production2023: <50,000 lb
Industry UsesHeat stabilizer
General Manufacturing Information · 2 items

Plastics Product Manufacturing

2H-Benzimidazole-2-thione, 1,3-dihydro-: ACTIVE

Applications · 4 items

Description2-Mercaptobenzimidazole is a very useful corrosion inhibitor and cleaner. It can be used to remove the mercury (II) from aqueous solutions and chlor-alkali industry wastewater1. It can be added to the surface film to inhibit the corrosion of metals like copper2-3 and mild steel4. It can also be used as the carrier for the coated-wire mercury (II)-selective electrodes5. 2-Mercaptobenzimidazole is also used as an anti-degradant. It is utilized for protecting rubber from oxidation. It is also employed as an intermediate in the preparation of rabeprazole. Further, it finds application in anti-leprosy drugs in medicine6.

UsesAn antidegradant, protecting rubber from oxidation. An intermediate in the synthesis of Rabeprazole (R070500)

Uses2-Mercaptobenzimidazole is used as an antidegradant. It is utilized for protecting rubber from oxidation. It is also employed as an intermediate in the preparation of rabeprazole. Further, it finds application in anti-leprosy drugs in medicine. In addition to this, it is used as a copper plating brightener.

General DescriptionWhite to yellow crystals or cream colored powder. Slight odor.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
武汉博莱特化工有限公司+86-027-85583407 +86-13554014698 · [email protected]

Related reactions

5 records

Linked notes

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