基本情報
- 標準SMILES
O=C(Cl)c1ccc(C(=O)Cl)cc1- InChIKey
LXEJRKJRKIFVNY-UHFFFAOYSA-N- 分子式
- C8H4Cl2O2
- 平均分子量
- 203.02 g/mol
- 単同位体質量
- 201.95883473
概要
cross-links albumin
名称と識別子
- 優先名称
- Terephthaloyl chloride
- IUPAC
- benzene-1,4-dicarbonyl chloride
- 現地名
- テレフタロイルクロリド
- 英語名
- Terephthaloyl chloride
- 分子式
- C8H4Cl2O2
- 分子量
- 203.02
名称と別名
名称をさらに表示
データベース識別子
- CAS
100-20-9- PubChem CID
- 7488
- DTXSID
DTXSID7026653- ChEMBL
CHEMBL1893301- UNII
- G247CO9608
- EC Number
- 202-829-5
- Nikkaji
- J4.979D
物性
構造計算による物性
- XLogP
- 4
- 極性表面積
- 34.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 2
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 173
実験および物理化学的性質
Solubility
SOLUBLE IN ETHER
Solubility in water: reaction
Flash Point
356 °F
180 °C
Boiling Point
259 °C
264 °C
266 °C @760 [mm Hg]
Melting Point
82-84 °C
79.5-84 °C
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications
Physical Description
Large Crystals; Dry Powder
Colorless or white solid with pungent odor; [ICSC] White flakes; [MSDSonline]
WHITE POWDER OR COLOURLESS NEEDLES WITH PUNGENT ODOUR.
物理化学的性質
- 融点
- 79 · 79-81 °C(lit.)
- 沸点
- 266 °C · 266 °C(lit.)
- 比重(密度)
- 1 · 1,34 g/cm3
- 蒸気密度
- 7 · 7 (vs air)
- 蒸気圧
- 0.02 mm · 0.02 mm Hg ( 25 °C)
- 屈折率
- 1.5684 · 1.5684 (estimate)
- 闪点
- 356 °F · 356 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 5 %、透明 · エタノール: 5%、透明
- 外見
- フレーク
- 色
- White to Almost white
- PH
- 0.5 · <0.5 (H2O)
- 爆発限界(explosive limit)
- 1.5 · 1.5-8.9%(V)
- 水溶解度
- 反応する
- BRN
- 607796 · 607796
- InChI
- 1S/C8H4Cl2O2/c9-7(11)5-1-2-6(4-3-5)8(10)12/h1-4H
- InChIKey
- LXEJRKJRKIFVNY-UHFFFAOYSA-N
- SMILES
- ClC(=O)c1ccc(cc1)C(Cl)=O
- CAS データベース
- 100 · 100-20-9(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,4-Benzenedicarbonyl dichloride(100-20-9)
- EPAの化学物質情報
- 1 · 1,4-Benzenedicarbonyl dichloride (100-20-9)
化学的性質
化学的特性monoclinic crystals or white crystalline flakes. Soluble in ethanol and organic solvents.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 88.7% (2008 of 2263) of all reports.
Danger
H314 (11.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2263 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
危険有害性情報
Regulatory Information
Chemical: 1,4-Benzenedicarbonyl dichloride
1,4-Benzenedicarbonyl dichloride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenedicarbonyl dichloride 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: 29-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/13172
Terephthaloyl dichloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A reproductive effector; Causes asphyxiation by upper airway obstruction after lethal-dose inhalation studies of mice; [RTECS] Dust/air mixture may be explosive; Reacts with water producing hydrogen chloride; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause upper airway edema and pulmonary edema; [ICSC] A skin irritant; [HSDB] Reacts with water; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; A lachrymator; Inhalation may cause chemical pneumonitis; Effects in high-dose animal studies include lacrimation, changes in renal tubules and other changes to the brain; [MSDSonline]
Hazard Classes and Categories
Skin Corr. 1A (11.2%)
Skin corrosion/irritation - Category 1
安全と保護具
First Aid Measures
Fresh air, rest. Half-upright position. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer for medical attention .
Spillage Disposal
Personal protection: chemical protection suit and particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered plastic containers. Carefully collect remainder. Then store and dispose of according to local regulations.
毒性情報
Signs and Symptoms
Cough. Sore throat. Burning sensation. Laboured breathing. Shortness of breath. Symptoms may be delayed.
Redness. Pain. Skin burns.
Redness. Pain. Blurred vision. Severe deep burns.
Abdominal pain. Nausea. Vomiting. Diarrhoea. Shock or collapse.
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- WZ1797000
- ridadr
- UN 2923 8/PG 3
- hs_code
- 29173980
- risk_code
- 34-23-35
- 化審法
- (3)-1378
- hazard_code
- C,T
- safety_code
- 26-27-36/37/39-45-38-28B
- hazard_class
- 6.1
- packing_group
- II
- Hazard Classifications
- Acute Tox. 3 InhalationEye Dam. 1Skin Corr. 1ASTOT SE 3
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 有毒物質データの
- 100-20-9(Hazardous Substances Data)
化学と産業
用途と製造
Uses
Used in dyes, synthetic fibers, resins, films, pharmaceuticals, rubber chemicals, and as a cross-linking agent for polyurethanes and polysulfides; [HSDB]
Textiles (Fiber & Fabric Manufacturing) [Category: Industry]
DYE MANUFACTURE; SYNTHETIC FIBERS, RESINS, FILMS; ULTRAVIOLET ABSORPTION; PHARMACEUTICALS; RUBBER CHEMICALS
CROSS-LINKING AGENT FOR POLYURETHANES AND POLYSULFIDES
General Manufacturing Information
Plastics Material and Resin Manufacturing
1,4-Benzenedicarbonyl dichloride: ACTIVE
応用分野
用途芳香族ポリエステル等の耐熱ポリマ-原料アラミド繊維?合成樹脂?染料?顔料原料、紫外線吸収剤
使用Terephthaloyl chloride acts as a monomer with p-phenylenediamine used in the preparation of polymer viz. poly paraphenylene terephthalamide. It is an active component in performance polymers and aramid fibers, which gives flame resistance, chemical resistance, temperature stability, light weight, and very high strength. It is also used as an effective water scavenger, utilized to stabilize isocyanates and urethane prepolymers. Further, it is used in the preparation of liquid crystalline thermosets by thermal cyclotrimerization of dicyanate compounds of ring substituted bis(4-hydroxyphenyl) terepthalates. In addition to this, it is involved in the condensation reaction with difunctional alfa, μ-diaminopolystyrene to get chain-extended polystyrene containing amide bonds along the polymer backbone.
一般的な説明Terephthaloyl chloride undergoes condensation reaction with difunctional α,ω-diaminopolystyrene to yield chain-extended polystyrene containing amide bonds along the polymer backbone. It undergoes interfacial reaction with bovine serum albumin to form thin cross-linked films.
調製方法
製造方法Synthesis of terephthaloyl chloride by thionyl chloride method: terephthalic acid is mixed with thionyl chloride, refluxed at 80℃ for 10-12h, then the thionyl chloride is evaporated, and the resulting crude product is distilled under reduced pressure to obtain the finished product.
純化方法Crystallise the acid chloride from dry hexane. [Beilstein 9 IV 3318.]
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