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toluidine

CAS 26915-12-8C7H9NMW 107.15

toluidine (CAS 26915-12-8) — formula C7H9N, molecular weight 107.15; category organic chemicals.

Product Overview

CAS Number26915-12-8
Molecular FormulaC7H9N
Molecular Weight107.15
Melting Point112.1 °F (USCG, 1999)
Boiling Point393 °F at 760 mmHg (USCG, 1999)
LogP1.4
ApplicationsUses: Intermediate used in the organic synthesis of dyes, reagents, and other chemicals, [ACGIH], Smoking cigarettes [Category: Food & Drugs], p-Toluidine is used exclusively as an intermediate in chemical processes. The largest subsequent product of p-toluidine is 4B acid (4-toluidine-3-sulfonic acid, an intermediate for pigment production) which amounts to about 2, 3 of world p-toluidine demand. p-Toluidine is also used in minor amounts for the manufacturing of : m-nitro-p-toluidine, acetoacetate-p-toluidine, di-p-toluidinoterephthalic acid, which all are intermediates in the production of pigments, dehydro-p-toluidine, an intermediate in the production of dyestuff, pesticides and pharmaceutical intermediates, and other intermediates., Manufacture of various dyes and other organic chemicals. Reagent for lignin, nitrite, chloroglucinol, Dyes: Basic Red 9, Acid Green 25, Preparation of ion exchange resins, Substance listed with specific concentration in tattoo ink and, or permanent make up according to EU Commission Regulation 2020, 2081. The concentration limit (by weight) is 0.0005%., Industry Uses: Pigment, Processing aids not otherwise specified, Consumer Uses: Pigment, Methods of Manufacturing: The manufacture of toluidines begins with a mixed-acid (nitric, sulfuric acid) mononitration of toluene, which produces all three isomers (ortho, meta, and para), usually in the ratio 15:1: 9, respectively. Since the isomeric toluidines themselves cannot be effectively separated by distillation, distillative separation of the isomers is achieved at the nitrotoluene stage. ... High-volume manufacture of toluidines utilizes the same type of continuous vapor-phase hydrogenation process used for aniline manufacture. The catalyst include various supported metals, Raney nickel, copper, molybdenum, tungsten, vanadium, and noble metals. The catalyst is suspended in a column or bed, and a gaseous mixture of the nitrotoluene and excess hydrogen is passed over it at about 250 °C. The gaseous products are condensed, the aqueous and organic layers are separated, excess hydrogen is recycled, and the final crude product is dried and distilled., By the reduction of p-nitrotoluene with iron and hydrochloric acid., Impurities: m-Toluidine < 0.5% w, w, o-Toluidine < 0.5% w, water 0.1 - 0.2% w, Formulations, Preparations: Grades: Technical, flake, or cast., Consumption Patterns: In Western Europe the total demand of p-toluidine (5700 tons, yr) is exclusively used as an intermediate in chemical synthesis. Its use pattern is well-known: for the production of different azo-pigments, quinacridone-pigments and paper dyes. 4100 tons, yr of p-toluidine are processed by multi-step synthesis followed by purification procedures. Therefore it can be assumed that the concentration of p-toluidine is negligible in these pigments. With respect to the chemical structure of those products, e.g. pigment red 57, pigment yellow 1, pigment red 3, pigment orange 34 and others, no p-toluidine can be released by metabolization. About 1000 tons, yr of p-toluidine is used as an intermediate for pesticides, e.g. for the insecticide Fipronil and the fungicide Tolylfluanid. These pesticides are covered by special legal regulations. Another group of valuable chemical intermediates with an amount of about 600 tons, yr is synthesized by substitution of the amino group of p-toluidine. The most important substances of this group are p-fluorotoluene, p-fluorobenz-aldehyde, p-fluorobenzylchloride and p-bromotoluene. Based on the substitution of the amino group no p-toluidine can be released by metabolism. For the end products, in all cases, the residues of p-toluidine are assumed to be negligible. No consumer use is known for p-toluidine., U.S. Production: 2023: 1, 000, 000 - <8, 500, 000 lb, 2022: 1, 2021: 1, 2020: 1, (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (2000) 3, 000 tons (est.), Benzenamine, 4-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., For more U.S. Production (Complete) data for 4-Aminotoluene (6 total), please visit the HSDB record page., U.S. Imports: (1972) 1.2X10+7 GRAMS, (1975) 4.5X10+6 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: Synthetic Dye and Pigment Manufacturing, 4-methyl-: ACTIVE, TOLUIDINE EXISTS IN 3 ISOMERIC FORMS BUT ONLY THE O- AND P-ISOMERS ARE OF INDUSTRIAL IMPORTANCE.
CategoryOrganic Chemicals

Applications

Documented applications: Uses: Intermediate used in the organic synthesis of dyes, reagents, and other chemicals, [ACGIH], Smoking cigarettes [Category: Food & Drugs], p-Toluidine is used exclusively as an intermediate in chemical processes. The largest subsequent product of p-toluidine is 4B acid (4-toluidine-3-sulfonic acid, an intermediate for pigment production) which amounts to about 2, 3 of world p-toluidine demand. p-Toluidine is also used in minor amounts for the manufacturing of : m-nitro-p-toluidine, acetoacetate-p-toluidine, di-p-toluidinoterephthalic acid, which all are intermediates in the production of pigments, dehydro-p-toluidine, an intermediate in the production of dyestuff, pesticides and pharmaceutical intermediates, and other intermediates., Manufacture of various dyes and other organic chemicals. Reagent for lignin, nitrite, chloroglucinol, Dyes: Basic Red 9, Acid Green 25, Preparation of ion exchange resins, Substance listed with specific concentration in tattoo ink and, or permanent make up according to EU Commission Regulation 2020, 2081. The concentration limit (by weight) is 0.0005%., Industry Uses: Pigment, Processing aids not otherwise specified, Consumer Uses: Pigment, Methods of Manufacturing: The manufacture of toluidines begins with a mixed-acid (nitric, sulfuric acid) mononitration of toluene, which produces all three isomers (ortho, meta, and para), usually in the ratio 15:1: 9, respectively. Since the isomeric toluidines themselves cannot be effectively separated by distillation, distillative separation of the isomers is achieved at the nitrotoluene stage. ... High-volume manufacture of toluidines utilizes the same type of continuous vapor-phase hydrogenation process used for aniline manufacture. The catalyst include various supported metals, Raney nickel, copper, molybdenum, tungsten, vanadium, and noble metals. The catalyst is suspended in a column or bed, and a gaseous mixture of the nitrotoluene and excess hydrogen is passed over it at about 250 °C. The gaseous products are condensed, the aqueous and organic layers are separated, excess hydrogen is recycled, and the final crude product is dried and distilled., By the reduction of p-nitrotoluene with iron and hydrochloric acid., Impurities: m-Toluidine < 0.5% w, w, o-Toluidine < 0.5% w, water 0.1 - 0.2% w, Formulations, Preparations: Grades: Technical, flake, or cast., Consumption Patterns: In Western Europe the total demand of p-toluidine (5700 tons, yr) is exclusively used as an intermediate in chemical synthesis. Its use pattern is well-known: for the production of different azo-pigments, quinacridone-pigments and paper dyes. 4100 tons, yr of p-toluidine are processed by multi-step synthesis followed by purification procedures. Therefore it can be assumed that the concentration of p-toluidine is negligible in these pigments. With respect to the chemical structure of those products, e.g. pigment red 57, pigment yellow 1, pigment red 3, pigment orange 34 and others, no p-toluidine can be released by metabolization. About 1000 tons, yr of p-toluidine is used as an intermediate for pesticides, e.g. for the insecticide Fipronil and the fungicide Tolylfluanid. These pesticides are covered by special legal regulations. Another group of valuable chemical intermediates with an amount of about 600 tons, yr is synthesized by substitution of the amino group of p-toluidine. The most important substances of this group are p-fluorotoluene, p-fluorobenz-aldehyde, p-fluorobenzylchloride and p-bromotoluene. Based on the substitution of the amino group no p-toluidine can be released by metabolism. For the end products, in all cases, the residues of p-toluidine are assumed to be negligible. No consumer use is known for p-toluidine., U.S. Production: 2023: 1, 000, 000 - <8, 500, 000 lb, 2022: 1, 2021: 1, 2020: 1, (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (2000) 3, 000 tons (est.), Benzenamine, 4-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., For more U.S. Production (Complete) data for 4-Aminotoluene (6 total), please visit the HSDB record page., U.S. Imports: (1972) 1.2X10+7 GRAMS, (1975) 4.5X10+6 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: Synthetic Dye and Pigment Manufacturing, 4-methyl-: ACTIVE, TOLUIDINE EXISTS IN 3 ISOMERIC FORMS BUT ONLY THE O- AND P-ISOMERS ARE OF INDUSTRIAL IMPORTANCE..

Technical Profile

What this product is

toluidine is a carbon-based organic compound with CAS registry number 26915-12-8 and molecular formula C7H9N (molecular weight 107.15), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 26915-12-8

Its molecular formula C7H9N comprises 7 C, 9 H, 1 N atoms.

Also known as: toluidine · 甲苯胺

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of toluidine?

The CAS registry number of toluidine is 26915-12-8.

What is the molecular formula and molecular weight of toluidine?

Molecular formula C7H9N, molecular weight 107.15.

What other names is toluidine known by?

It is also registered under: toluidine, 甲苯胺.

What are the documented applications of toluidine?

Recorded applications: Uses: Intermediate used in the organic synthesis of dyes, reagents, and other chemicals, [ACGIH], Smoking cigarettes [Category: Food & Drugs], p-Toluidine is used exclusively as an intermediate in chemical processes. The largest subsequent product of p-toluidine is 4B acid (4-toluidine-3-sulfonic acid, an intermediate for pigment production) which amounts to about 2, 3 of world p-toluidine demand. p-Toluidine is also used in minor amounts for the manufacturing of : m-nitro-p-toluidine, acetoacetate-p-toluidine, di-p-toluidinoterephthalic acid, which all are intermediates in the production of pigments, dehydro-p-toluidine, an intermediate in the production of dyestuff, pesticides and pharmaceutical intermediates, and other intermediates., Manufacture of various dyes and other organic chemicals. Reagent for lignin, nitrite, chloroglucinol, Dyes: Basic Red 9, Acid Green 25, Preparation of ion exchange resins, Substance listed with specific concentration in tattoo ink and, or permanent make up according to EU Commission Regulation 2020, 2081. The concentration limit (by weight) is 0.0005%., Industry Uses: Pigment, Processing aids not otherwise specified, Consumer Uses: Pigment, Methods of Manufacturing: The manufacture of toluidines begins with a mixed-acid (nitric, sulfuric acid) mononitration of toluene, which produces all three isomers (ortho, meta, and para), usually in the ratio 15:1: 9, respectively. Since the isomeric toluidines themselves cannot be effectively separated by distillation, distillative separation of the isomers is achieved at the nitrotoluene stage. ... High-volume manufacture of toluidines utilizes the same type of continuous vapor-phase hydrogenation process used for aniline manufacture. The catalyst include various supported metals, Raney nickel, copper, molybdenum, tungsten, vanadium, and noble metals. The catalyst is suspended in a column or bed, and a gaseous mixture of the nitrotoluene and excess hydrogen is passed over it at about 250 °C. The gaseous products are condensed, the aqueous and organic layers are separated, excess hydrogen is recycled, and the final crude product is dried and distilled., By the reduction of p-nitrotoluene with iron and hydrochloric acid., Impurities: m-Toluidine < 0.5% w, w, o-Toluidine < 0.5% w, water 0.1 - 0.2% w, Formulations, Preparations: Grades: Technical, flake, or cast., Consumption Patterns: In Western Europe the total demand of p-toluidine (5700 tons, yr) is exclusively used as an intermediate in chemical synthesis. Its use pattern is well-known: for the production of different azo-pigments, quinacridone-pigments and paper dyes. 4100 tons, yr of p-toluidine are processed by multi-step synthesis followed by purification procedures. Therefore it can be assumed that the concentration of p-toluidine is negligible in these pigments. With respect to the chemical structure of those products, e.g. pigment red 57, pigment yellow 1, pigment red 3, pigment orange 34 and others, no p-toluidine can be released by metabolization. About 1000 tons, yr of p-toluidine is used as an intermediate for pesticides, e.g. for the insecticide Fipronil and the fungicide Tolylfluanid. These pesticides are covered by special legal regulations. Another group of valuable chemical intermediates with an amount of about 600 tons, yr is synthesized by substitution of the amino group of p-toluidine. The most important substances of this group are p-fluorotoluene, p-fluorobenz-aldehyde, p-fluorobenzylchloride and p-bromotoluene. Based on the substitution of the amino group no p-toluidine can be released by metabolism. For the end products, in all cases, the residues of p-toluidine are assumed to be negligible. No consumer use is known for p-toluidine., U.S. Production: 2023: 1, 000, 000 - <8, 500, 000 lb, 2022: 1, 2021: 1, 2020: 1, (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS, (2000) 3, 000 tons (est.), Benzenamine, 4-methyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and, or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B, 51FR21438)., For more U.S. Production (Complete) data for 4-Aminotoluene (6 total), please visit the HSDB record page., U.S. Imports: (1972) 1.2X10+7 GRAMS, (1975) 4.5X10+6 GRAMS (PRINCPL CUSTMS DISTS), General Manufacturing Information: Synthetic Dye and Pigment Manufacturing, 4-methyl-: ACTIVE, TOLUIDINE EXISTS IN 3 ISOMERIC FORMS BUT ONLY THE O- AND P-ISOMERS ARE OF INDUSTRIAL IMPORTANCE..

Which category does toluidine belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for toluidine (CAS 26915-12-8), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number26915-12-8
PubChem CID7813
Molecular formulaC7H9N
IUPAC name4-methylaniline
UNII (FDA)I1D0KL7I4U

Computed descriptors

Molecular Weight107.15
XLogP31.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass107.073499291
Monoisotopic Mass107.073499291
Topological Polar Surface Area26
Heavy Atom Count8

Physicochemical values on record

Boiling Point393 °F at 760 mmHg (USCG, 1999)
Boiling Point200.4 °C
Boiling Point200 °C
Boiling Point393 °F
Boiling Point200.4 °C @760 [mm Hg]
Melting Point112.1 °F (USCG, 1999)
Melting Point43.6 °C
Melting Point44-45 °C
Melting Point112 °F
Melting Point42 °C

Documented uses on record

    Intermediate used in the organic synthesis of dyes, reagents, and other chemicals; [ACGIH]Smoking cigarettes [Category: Food & Drugs]

    Synonyms and trade names

    p-Toluidine; 4-Methylaniline; 106-49-0; 4-Toluidine; 4-Methylbenzenamine; p-Tolylamine; 4-AMINOTOLUENE; p-Methylaniline; Benzenamine, 4-methyl-; p-Toluidin; p-Aminotoluene; p-Methylbenzenamine; 1-Amino-4-methylbenzene; Naphtol AS-KG; Naphtol AS-KGLL; Aniline, p-methyl-

    Regulatory listings held on file

    Regulatory & Food ContactFDA Cumulative Estimated Daily Intake (CEDI): FCS

    GHS hazard classification

    Reported hazard statementsH301, H311, H317, H319, H331, H351, H400, H411 (25.3%)

    H301: Toxic if swallowed [Danger Acute toxicity, oral]

    H311: Toxic in contact with skin [Danger Acute toxicity, dermal]

    What the public record says

    toluidine · CAS 26915-12-8 · C7H9N. UNII I1D0KL7I4U. Boiling Point: 393 °F at 760 mmHg (USCG, 1999); Boiling Point: 200.4 °C; Boiling Point: 200 °C.

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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