p-トルイル酸

P-Toluic Acid

HCID 7470CAS 99-94-5

基本情報

標準SMILES
Cc1ccc(C(=O)O)cc1
InChIKey
LPNBBFKOUUSUDB-UHFFFAOYSA-N
分子式
C8H8O2
平均分子量
136.15 g/mol
単同位体質量
136.0524295

概要

P-toluic acid is a white powder. Sublimes. (NTP, 1992)

名称と識別子

優先名称
P-Toluic Acid
IUPAC
4-methylbenzoic acid
現地名
p-トルイル酸
英語名
p-Toluic acid
分子式
C8H8O2
分子量
136.15

名称と別名

4-Methylbenzoic acidP-TOLUIC ACID99-94-54-Toluic acidp-Methylbenzoic acidCrithminic acidBenzoic acid, 4-methyl-p-Toluylic acidp-CarboxytolueneToluenecarboxylic acidDTXSID6021618A26GBX5SSV
名称をさらに表示
p-トルイル酸p-トルエン酸4-メチル安息香酸p-メチル安息香酸4-メチルベンゼンカルボン酸pトルイル酸pメチル安息香酸P‐トルイル酸4-トルイル酸PTLAp-Tolylcarboxylic acidp-toluic
NSC-2215DTXCID801618CHEBI:36635RefChem:858222202-803-3para-Toluic acid4-Methyl-Benzoic AcidMFCD00002565

データベース識別子

CAS
99-94-5
PubChem CID
7470
DTXSID
DTXSID6021618
ChEMBL
CHEMBL21708
ChEBI
CHEBI:36635
UNII
A26GBX5SSV
EC Number
202-803-3
Nikkaji
J5.162D

物性

構造計算による物性

XLogP
2.3
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
10

実験および物理化学的性質

Chemical ClassesOther Classes -> Organic Acids
SpringerMaterials PropertiesBoiling point
LogP · 2 件

2.27

2.43

Solubility · 2 件

less than 1 mg/mL at 66 °F (NTP, 1992)

0.34 mg/mL at 25 °C

Boiling Point525 to 527 °F at 760 mmHg (NTP, 1992)
Melting Point · 2 件

356 to 360 °F (NTP, 1992)

181 °C

物理化学的性質

融点
177 · 177-180 °C (lit.)
沸点
274 · 274-275 °C (lit.)
比重(密度)
1 · 1,06 g/cm3
蒸気圧
0.02 hPa · 0.02 hPa (70 °C)
屈折率
1.512 · 1.5120 (estimate)
闪点
181 °C · 181°C

化学的性質

化学的特性colourless crystals or white crystalline powder. Slightly soluble in water; soluble in alcohol and ether. Combustible.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2.8% (5 of 180) of reports.

Warning

H315 (10.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 180 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Benzoic acid, 4-methyl-

Benzoic acid, 4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 4-methyl- 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: 20-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25126

4-Methylbenzoic acid: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include skin and eye irritation.
Hazards Summary · 1 件

May cause skin and eye irritation; Harmful by ingestion, inhalation, and skin absorption; [NTP] A skin sensitizer in human volunteers; [OECD SIDS] An irritant; Harmful by ingestion; [Alfa Aesar MSDS] See Methyl 4-methylbenzoate and Phenylacetic acid.

Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 件

P-TOLUIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. This chemical is incompatible with strong oxidizers. It is also incompatible with strong bases. (NTP, 1992).

安全と保護具

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 件

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 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol 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.

Personal Protective Equipment (PPE) · 1 件

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)

毒性情報

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
RAIS Toxicity Values · 4 件

0.005

PPRTV Current

0.05

PPRTV Current

EPA Provisional Peer-Reviewed Toxicity Values · 6 件

p-Toluic Acid

5 x 10^-3 mg/kg-day

5 x 10^-2 mg/kg-day

PDF Document

Inadequate information to assess carcinogenic potential

2017

Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 · 6 件

3.20e+02

4.10e+03

9.00e+01

1.00e+03

2.30e-02

5.00e-03

Hazard Quotient Level 3 or Cancer Risk Level 1E-04 · 6 件

9.50e+02

1.20e+04

2.70e+02

1.00e+03

5.00e-03

Volatile

安全データ

wgk
1
tsca
TSCA listed
rtecs
XU1575000
毒性
LD50 orally in Rabbit: 400 mg/kg
hs_code
29163900
risk_code
22

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

Uses · 2 件

Used in agricultural chemicals and as an animal feed supplement; [NTP] Used as an intermediate for photosensitive pigments, fluorescent dyes, and colorants; [OECD SIDS]

Farming (Feed Additives) [Category: Industry]

U.S. Production2023: 1,000,000 - <8,500,000 lb
Consumer UsesCorrosion inhibitor
Industry UsesAnti-adhesive/cohesive
General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Benzoic acid, 4-methyl-: ACTIVE

応用分野

使用p-Toluic Acid is used as a reagent in the synthesis of several organic compounds including that of 2-aryl-1,3,4-oxadiazole derivatives which are potential antibacterial agents. Also used in the synthesis of 4-(bromomethyl) benzoic acid.

調製方法 · 1 件

純化方法Crystallise the acid from water, water/EtOH (1:1), MeOH/water or *benzene. [Beilstein 9 IV 1724.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008]. The S-benzylisothiuronium salt has m 164o (from aqueous EtOH).

補足説明

定義ChEBI: A methylbenzoic acid in which the methyl substituent is located at position 4.

関連反応

539 件

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