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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 123
実験および物理化学的性質
LogP
2.27
2.43
Solubility
less than 1 mg/mL at 66 °F (NTP, 1992)
0.34 mg/mL at 25 °C
Melting Point
356 to 360 °F (NTP, 1992)
181 °C
Physical Description
P-toluic acid is a white powder. Sublimes. (NTP, 1992)
Dry Powder
White solid; [CAMEO] White to yellow-brown solid; [OECD SIDS] White powder; [Alfa Aesar MSDS]
Solid
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
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 0.3 g/l · 0.3g/l
- 外見
- 粉
- 酸解離定数(Pka)
- 4.36 · 4.36(at 25℃)
- 色
- 白色~やや黄色がかったクリーム色
- PH
- 3.73 · 3.73(1 mM solution);3.2(10 mM solution);2.69(100 mM solution)
- 水溶解度
- 0.1 g/100 · <0.1 g/100 mL で 19 ºC
- 比熱容量
- 1.24 J/ · Cp(crystal): 1.24 J/(g·K), at 25℃
- Merck
- 14 · 14,9535
- BRN
- 507600 · 507600
- Henry's Law Constant
- 2.7 · 2.7×102 mol/(m3Pa) at 25℃, Wang et al. (2017)
- 安定性
- 安定。強酸化剤、強塩基とは相容れない。
- InChI
- 1S/C8H8O2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3,(H,9,10)
- InChIKey
- LPNBBFKOUUSUDB-UHFFFAOYSA-N
- SMILES
- Cc1ccc(cc1)C(O)=O
- LogP
- 2.44 · 2.44
- CAS データベース
- 99 · 99-94-5(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · Benzoic acid, 4-methyl-(99-94-5)
- EPAの化学物質情報
- 4 · Benzoic acid, 4-methyl- (99-94-5)
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
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
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
Hazards Summary
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.
Reactivity Profile
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
First Aid
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
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)
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
RAIS Toxicity Values
0.005
PPRTV Current
0.05
PPRTV Current
EPA Provisional Peer-Reviewed Toxicity Values
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
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
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
- 化審法
- (3)-1285
- hazard_code
- Xn
- safety_code
- 22-24/25
- 自然発火温度
- 570 °C
- Hazard Classifications
- Skin Sens. 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
用途と製造
Uses
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]
General Manufacturing Information
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
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).
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: A methylbenzoic acid in which the methyl substituent is located at position 4.
関連反応
関連ノート
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