基本情報
- 標準SMILES
O=Cc1ccc(Cl)cc1- InChIKey
AVPYQKSLYISFPO-UHFFFAOYSA-N- 分子式
- C7H5ClO
- 平均分子量
- 140.56 g/mol
- 単同位体質量
- 140.0028925
名称と識別子
- 優先名称
- 4-Chlorobenzaldehyde
- IUPAC
- 4-chlorobenzaldehyde
- 現地名
- 4-クロロベンズアルデヒド
- 英語名
- 4-Chlorobenzaldehyde
- 分子式
- C7H5ClO
- 分子量
- 140.57
名称と別名
名称をさらに表示
データベース識別子
- CAS
104-88-1- PubChem CID
- 7726
- DTXSID
DTXSID2021860- ChEMBL
CHEMBL1474- UNII
- E67727UP9Z
- EC Number
- 203-247-4
- Nikkaji
- J96.206F
物性
構造計算による物性
- XLogP
- 2.1
- 極性表面積
- 17.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 1
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 95
実験および物理化学的性質
Physical Description
4-chlorobenzaldehyde appears as colorless to yellow powder or white crystalline solid. Pungent odor. (NTP, 1992)
Colorless to yellow solid with a pungent odor; [CAMEO] Beige crystalline solid; [Sigma-Aldrich MSDS]
物理化学的性質
- 融点
- 46 °C · 46 °C
- 沸点
- 213 · 213-214℃
- 比重(密度)
- 1.196 · 1.196
- 蒸気密度
- 0.6 · 0.6 (vs air)
- 蒸気圧
- 8.75 atm · 8.75 atm ( 21 °C)
- 屈折率
- 1.555 · 1.5550 (estimate)
- 闪点
- 52 °F · 52 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 935 mg/l · 935mg/l
- 外見
- 液体
- 色
- 白色~淡黄色
- 水溶解度
- 935 mg/L · 935mg/L(20℃)
- BRN
- 385858 · 385858
- Dielectric constant
- 72 · 72(0.0℃)
- 安定性
- 安定していますが、空気と光に敏感です。強塩基、強還元剤、強酸化剤とは相容れない。
- InChI
- 1S/C7H5ClO/c8-7-3-1-6(5-9)2-4-7/h1-5H
- InChIKey
- AVPYQKSLYISFPO-UHFFFAOYSA-N
- SMILES
- [H]C(=O)c1ccc(Cl)cc1
- LogP
- 2.34 at · 2.34 at 25℃ and pH7
- CAS データベース
- 104 · 104-88-1(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · Benzaldehyde, 4-chloro-(104-88-1)
- EPAの化学物質情報
- p-Chlorobenzaldehyde (104-88-1)
化学的性質
化学的特性4-chlorobenzaldehyde appears as colourless to light yellow crystalline powder. Insoluble in water, easily soluble in ethanol, ether, benzene, soluble in water, acetone. Can be volatilized with water vapor. It can produced by the oxidation of 4-chlorobenzyl alcohol. 4-chlorobenzaldehyde is the intermediate of fungicide tebuconazole and plant growth regulator uniconazole.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (99.6%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (76.7%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (99.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (17.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H411 (81.5%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 227 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: Benzaldehyde, 4-chloro-
Status: Active Update: 13-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2167;Status: Active Update: 30-11-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/8298
4-Chlorobenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Health Hazards
SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes and mucous membranes.;ACUTE/CHRONIC HAZARDS: This chemical may be harmful by inhalation, ingestion or skin absorption. It is an irritant of the skin, eyes and mucous membranes. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and hydrogen chloride gas. (NTP, 1992)
Hazards Summary
No mortalities observed in rats exposed by inhalation to 321 mg/m3 for 4 hours or 250 mg/m3 for 7 hours; Causes mild to severe skin and mild eye irritation in rabbits; [IUCLID] Causes altered sleep time (including change in righting reflex), somnolence, and excitement in oral lethal-dose studies of mice and rats; [RTECS] A skin, eye, and mucous membrane irritant; [NTP] A skin and strong eye irritant; Harmful by ingestion; [Sigma-Aldrich MSDS]
Hazard Classes and Categories
Acute Tox. 4 (100%);Skin Irrit. 2 (99.6%);Skin Sens. 1 (76.7%);Eye Irrit. 2A (99.6%);STOT SE 3 (17.2%);Aquatic Chronic 2 (81.5%)
Acute toxicity (Oral) - Category 4;Skin corrosion/irritation - Category 2;Serious eye damage/eye irritation - Category 2B;Specific target organ toxicity - Single exposure - Category 2 (central nervous system);Hazardous to the aquatic environment (Acute) - Category 2;Hazardous to the aquatic environment (Long-term) - Category 2
CSL Reaction Information
CSL00161
Chlorosulfonic acid + 4-Chlorobenzaldehyde
Reaction resulted in an explosion.
Explosive
Not Available
User Reported
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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
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.;STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)
Isolation and Evacuation
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
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
法規制情報
Regulatory Information
Chemical: Benzaldehyde, 4-chloro-
Status: Active Update: 13-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2167;Status: Active Update: 30-11-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/8298
4-Chlorobenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- F
- 8-9
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- CU5076000
- ridadr
- UN 1219 3/PG 2
- 毒性
- LD50 orally in Rabbit: 840 mg/kg LD50 dermal Rat 5000 mg/kg
- hs_code
- 29130000
- risk_code
- 22-36/37/38-51/53-36/38
- 化審法
- (3)-1162
- hazard_code
- F,C,N,Xn,Xi
- safety_code
- 26-61-37/39-36
- hazard_class
- 9
- packing_group
- III
- 自然発火温度
- 302 °C
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
応用分野
用途有機合成原料。
用途染料中間体
使用4-Chlorobenzaldehyde is used as an intermediate for the manufacture of dyestuffs, optical brighteners, pharmaceuticals, agricultural chemicals and metal finishing products.
一般的な説明Colorless to yellow powder or white crystalline solid. Pungent odor.
調製方法
製造方法4-Chlorobenzaldehyde can be obtained by chlorinated hydrolysis of p-chlorotoluene: add p-chlorotoluene and phosphorus trichloride to the reaction pot, raise the temperature to 155°C under light and pass chlorine. Control the temperature at 160-170℃ and pass chlorine to the calculated amount to obtain the chlorination solution. Add it to concentrated sulfuric acid with stirring, and stir for 5h at room temperature. let it stand and stratify, take the lower layer into ice water to crystallize, and filter it when it is cold to below 5℃. The filter cake was washed with ice water to obtain the crude product, distilled under reduced pressure and collected 108-111℃ (3.33kPa) fraction to obtain p-chlorobenzaldehyde.
純化方法Crystallise it from EtOH/water (3:1), then sublime it twice at ~50o/2mm. [Beilstein 7 H 235, 7 IV 568.]
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