ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

テトラクロロフタル酸無水物

Tetrachlorophthalic anhydride

HCID 8326
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
117-08-8
標準SMILES
O=C1OC(=O)c2c(Cl)c(Cl)c(Cl)c(Cl)c21
InChIKey
AUHHYELHRWCWEZ-UHFFFAOYSA-N
分子式
C8Cl4O3
平均分子量
285.9 g/mol
単同位体質量
283.860155

概要

Tetrachlorophthalic anhydride appears as odorless needle-like crystals or white powder. (NTP, 1992)

名称と識別子

優先名称
Tetrachlorophthalic anhydride
IUPAC
4,5,6,7-tetrachloro-2-benzofuran-1,3-dione
現地名
テトラクロロフタル酸無水物
英語名
Tetrachlorophthalic anhydride
分子式
C8Cl4O3
分子量
285.9

名称と別名

TETRACHLOROPHTHALIC ANHYDRIDE117-08-8NiagathalTetrathal1,3-Isobenzofurandione, 4,5,6,7-tetrachloro-4,5,6,7-Tetrachloro-1,3-isobenzofurandione4,5,6,7-Tetrachloro-2-benzofuran-1,3-dionePhthalic anhydride, tetrachloro-1,3-Dioxy-4,5,6,7-tetrachloroisobenzofurantetrachlorophthalic acid anhydrideNCI-C61585CP 626
名称をさらに表示
テトラクロロフタル酸無水物テトラクロロ-1,2-ベンゼンジカルボン酸無水物テトラクロロイソベンゾフラン-1,3-ジオン無水テトラクロロフタル酸ニアガタル3,4,5,6-テトラクロロフタル酸無水物4,5,6,7-テトラクロロイソベンゾフラン-1,3-ジオン4,5,6,7-テトラクロロ-1,3-イソベンゾフランジオン四化水フタル酸3,4,5,6-テトラクロロ無水フタル酸テトラクロロ無水フタル酸塩素系難燃剤TCPA4,5,6,7-Tetrachloroisobenzofuran-1,3-dioneNIATHALtetrachlorophthalic,5,6,7-Tetrachloro-isobenzofuran-1,3-dione1,3-Dioxo-4,5,6,7-tetrachloroisobenzofurancp626orophthaL
DTXSID702610276GLW0LBEKCHEBI:59097NSC-1484DTXCID606102RefChem:188442204-171-43,4,5,6-tetrachlorophthalic anhydride

データベース識別子

CAS
117-08-8
PubChem CID
8326
DTXSID
DTXSID7026102
ChEMBL
CHEMBL1567912
ChEBI
CHEBI:59097
UNII
76GLW0LBEK
EC Number
204-171-4
Nikkaji
J5.284A

物性

構造計算による物性

XLogP
3.8
極性表面積
43.4 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
15
形式電荷
0
複雑度
291

実験および物理化学的性質

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesAngular frequency
LogP3.09
OdorODORLESS
Density1.49 at 527 °F (NTP, 1992) - Denser than water; will sink
Color/Form · 2 件

PRISMS, NEEDLES FROM SUBLIMATION

WHITE, FREE-FLOWING POWDER

Solubility · 4 件

less than 1 mg/mL at 70 °F (NTP, 1992)

SLIGHTLY SOLUBLE IN ETHER

SLIGHTLY SOL IN WATER

Solubility in water, g/100ml at 20 °C: 0.4

Flash Point362 °C c.c.
Boiling Point · 4 件

700 °F at 760 mmHg (sublimes) (NTP, 1992)

371 °C

SUBLIMES @ BOILING POINT; DECOMP IN HOT WATER

371 °C

Melting Point · 3 件

491 to 494 °F (NTP, 1992)

255-256.5 °C

255 °C

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P233, P260, P261, P264+P265, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P321, P333+P317, P342+P316, P362+P364, P391, P403, and P501 (click each P-code to see the statement)

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P233, P260, P261, P264+P265, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P321, P333+P317, P342+P316, P362+P364, P391, P403, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 5 件

Chemical: 1,3-Isobenzofurandione, 4,5,6,7-tetrachloro-

Hazard Traits - Respiratory Toxicity

1,3-Isobenzofurandione, 4,5,6,7-tetrachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, 4,5,6,7-tetrachloro- 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)

REACH registered substance: Tetrachlorophthalic anhydride (EC: 204-171-4)

Tetrachlorophthalic anhydride: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelClass 9
Fire Hazards · 2 件

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this chemical may include irritation of the skin, eyes and respiratory tract; coughing, sneezing, and dermatitis. Symptoms of chronic exposure may include bronchitis, inflammation of the respiratory tract, and bloody nasal discharge.

化学と産業

用途と製造

Uses · 3 件

Used as flame retardant in unsaturated polyester resins, polyurethane foams, and surface coatings; also used as a chemical intermediate for pigments, drugs, and plasticizers; [HSDB] May contain hexachlorobenzene as an impurity; [ExPub: CPS&Q]

Plastic Composites Manufacturing [Category: Industry]

FLAME RETARDANT IN UNSATURATED POLYESTER RESINS, POLYURETHANE FOAMS & SURFACE COATINGS; CHEM INT FOR PIGMENT GREEN 7, DRUGS & PLASTICIZERS

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 3 件

2023: 75,000 - <500,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Industry UsesIntermediate
Methods of ManufacturingCHLORINATION OF PHTHALIC ANHYDRIDE
General Manufacturing Information · 3 件

All Other Basic Organic Chemical Manufacturing

1,3-Isobenzofurandione, 4,5,6,7-tetrachloro-: ACTIVE

TETRACHLOROPHTHALIC ANHYDRIDE (1 KG/HA) TOTALLY SUPPRESSED THE PHYTOTOXICITY OF AFALON TO SUNFLOWER.

応用分野 · 3 件

用途樹脂用難燃剤、ポリエステル?顔料原料

使用Tetrachlorophthalic Anhydride is used in the synthesis of nucleoside analogues with a specific structure as apoptosis inducing active compounds. Also used in the synthesis of carbonic anhydrase inhbitors. Chlorinated Reactive Flame Retardant Intermediate

Odorless needle-like crystals or white powder.

関連反応

95 件
反応記録を作成
HRID 26367 の反応式
HRID 26367反応物としてuspto-grants-1979_04
HRID 27016 の反応式
HRID 27016反応物としてuspto-grants-1980_09
HRID 27026 の反応式
HRID 27026反応物としてuspto-grants-1980_09
HRID 41611 の反応式
HRID 41611反応物としてuspto-grants-2013_09
HRID 41612 の反応式
HRID 41612反応物としてuspto-grants-2013_09
HRID 41613 の反応式
HRID 41613反応物としてuspto-grants-2013_09
HRID 118959 の反応式
HRID 118959反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 125858 の反応式
HRID 125858反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
1 / 12 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Food Contact Substances
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 4 件

Tetrachlorophthalic anhydride appears as odorless needle-like crystals or white powder. (NTP, 1992)

Dry Powder

White odorless solid; [Hawley] Light gray crystalline solid; [Aldrich MSDS]

WHITE POWDER.

物理化学的性質

融点
253 · 253-257 °C(lit.)
沸点
371 °C · 371 °C(lit.)
比重(密度)
1.49 · 1.49
蒸気圧
0.16 mm · 0.16 mm Hg ( 145 °C)
闪点
362 °C · 362°C
貯蔵温度
30 °C · Store below +30°C.
溶解性
クロロホルム(微熱)、DMSO(微熱)、メタノール(微熱)
外見
フレーク
酸解離定数(Pka)
3.01 · 3.01[at 20 ℃]
色
ホワイトからオフホワイト
水溶解度
0.8 mg/L · 0.8mg/L(21℃)
BRN
211560 · 211560
Henry's Law Constant
5.2 · 5.2×100 mol/(m3Pa) at 25℃, Zhang et al. (2010)
安定性
安定。水と反応する。可燃性。強力な酸化剤とは相容れない。空気と湿気に敏感。
InChI
1S/C8Cl4O3/c9-3-1-2(8(14)15-7(1)13)4(10)6(12)5(3)11
InChIKey
AUHHYELHRWCWEZ-UHFFFAOYSA-N
SMILES
Clc1c(Cl)c(Cl)c2C(=O)OC(=O)c2c1Cl
LogP
3.2 at · 3.2 at 25℃
CAS データベース
117 · 117-08-8(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,3-Isobenzofurandione, 4,5,6,7-tetrachloro-(117-08-8)
EPAの化学物質情報
Tetrachlorophthalic anhydride (117-08-8)

化学的性質

化学的特性white needle-like crystals or powder

Hazards Summary · 1 件

Occupational asthma reported in workers manufacturing epoxy resins and plastics; [Malo] Produces the acid on reaction with water; A skin, eye, and respiratory tract irritant; May cause skin sensitization and asthma; [ICSC] Causes kidney and blood changes in gavage studies of rats and lung changes in inhalation studies of rats; [EPA ChAMP] See ACID ANHYDRIDES.

Reactive GroupAnhydrides
EC ClassificationSymbol: Xn, N; R: 41-42/43-50/53; S: (2)-22-24-26-37/39-60-61
Special ReportsDHHS/NTP; NTP Technical Report on Toxicity Studies of Tetrachlorophthalic Anhydride Administered by Gavage to F344/N Rats and B6C3F1 Mice NTP TOX 28 (1993) NIH Pub No. 93-3351
Reactivity Profile · 1 件

TETRACHLOROPHTHALIC ANHYDRIDE reacts exothermically with water. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Reaction with water is accelerated by acids. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Chemical DangersReacts slowly with water. This produces acid.
Air and Water ReactionsSensitive to air and moisture.
Toxic Combustion Products · 1 件

THE GENERATION OF SMOKE & TOXIC GASEOUS COMPD FROM BURNING UNSATURATED POLYESTER RESINS & THE EFFECT OF FLAME RETARDANTS WERE EXAMINED. CL-CONTAINING POLYESTERS GENERATED HIGHER LEVELS OF HCL THAN BR-CONTAINING RESINS GENERATED HBR. CARBON MONOXIDE LEVEL IS SLIGHTLY LESS FOR CHLORINATED RESINS THAN FOR BROMINATED RESINS.

安全と保護具

Fire Fighting · 2 件

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, powder.

First Aid Measures · 4 件

Fresh air, rest. Half-upright position. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting.

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.

Safe StorageDry. Well closed.
Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then dampen the solid spill material with 60-70% methanol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with methanol to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol 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.

Spillage Disposal · 1 件

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Eye PreventionWear safety goggles or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Inhalation RiskEvaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionPREVENT DISPERSION OF DUST!

毒性情報

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Signs and Symptoms · 4 件

Cough. Sore throat. Wheezing. Shortness of breath.

Redness. Burning sensation.

Redness. Pain. Blurred vision.

Burning sensation.

Ongoing Test Status · 1 件

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=117-08-8]

Human Toxicity Excerpts · 2 件

THE PLASTICS INDUSTRY UTILIZES A NUMBER OF ORG CHEM WHICH HAVE THE POTENTIAL OF PRODUCING PULMONARY REACTIONS, PARTICULARLY IN SUSCEPTIBLE INDIVIDUALS. 5 WORKERS IN PRODN OF EPOXY RESINS DEVELOPED RECURRENT RESP SYMPTOMS & PHYSIOLOGIC ABNORMALITIES FOLLOWING EXPOSURE TO TETRACHLOROPHTHALIC ANHYDRIDE (TCPA). INHALATION CHALLENGE WITH TCPA REPRODUCED THEIR SYMPTOMS & DEMONSTRATED IMMEDIATE & LATE (4-6 HR) PHYSIOLOGIC RESPONSE.

ASTHMA WAS INDUCED IN 7 WOMEN OCCUPATIONALLY EXPOSED TO TETRACHLOROPHTHALIC ANHYDRIDE. INHALATION TESTS AT ATMOSPHERIC CONCN OF LESS THAN 1/10 OF MFR RECOMMENDED EXPOSURE LIMIT PROVOKED ASTHMATIC REACTIONS IN 4 WOMEN. SKIN PRICK TEST REACTIONS WERE ELICITED IN 7 SUBJECTS BY CONJUGATE OF TCPA WITH HUMAN SERUM ALBUMIN (TCPA-HSA) BUT NOT IN OTHERS TESTED. SPECIFIC IGE ANTIBODY LEVELS TO TCPA-HSA, MEASURED BY RADIOALLERGOSORBENT TEST SCORES, WERE SIGNIFICANTLY ELEVATED IN 7 WOMEN. RESULTS IMPLY THAT OCCUPATIONAL ASTHMA CAUSED BY TCPA IS AN ALLERGIC REACTION MEDIATED BY SPECIFIC IGE ANTIBODY.

Toxicity DataLC50 (rat) > 3,600 mg/m3/4hr

安全データ

F
10-21
wgk
2
tsca
TSCA listed
rtecs
TI3450000
ridadr
UN 3077 9/PG 3
毒性
LD50 orally in Rabbit: > 15800 mg/kg LD50 dermal Rabbit > 5000 mg/kg
hs_code
29173990
risk_code
45-41-42/43-50/53-48/22
化審法
(3)-62, (3)-1423
hazard_code
T,N,Xn
safety_code
53-22-24-26-37/39-45-60-61-36/37/39
hazard_class
9
packing_group
III
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Carc. 1BEye Dam. 1Resp. Sens. 1Skin Sens. 1STOT RE 2
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
117-08-8(Hazardous Substances Data)
一般的な説明

調製方法

純化方法Crystallise the anhydride from chloroform or *benzene, then sublime it in a vacuum. [Beilstein 17/11 V 260.]

上流・下流製品情報

上流原料

発煙硫酸o-キシレン塩素クロロスルホン酸よう素フタル酸無水物

下流製品

cis-1,2-シクロヘキサンジカルボン酸無水物8,9,10,11-テトラクロロ-12H-フタロペリン-12-オンヘキサヒドロイソベンゾフラン-1,3-ジオン食用 赤色 104号3,4,5,6-テトラフルオロ-N-メチルフタルイミドテトラクロロフタル酸0.5水和物3,4,5,6-テトラクロロフタルイミド2',4',5',7'-テトラブロモ-3,4,5,6-テトラクロロフルオレセイン8,9,10,11-テトラクロロ-12H-フタロペリン-12-オン食用 赤色 104号食用 赤色 105号2-(2,4,5,7-テトラヨード-3,6,9-トリヒドロキシ-9H-キサンテン-9-イル)-3,4,5,6-テトラクロロ安息香酸γ-ラクトンSolvent Yellow 1574,5,6,7-tetrachloro-2-(1,3-thiazol-2-yl)isoindole-1,3-dione4,5,6,7-テトラクロロ-2-ヘキシル-1H-イソインドール-1,3(2H)-ジオン3,4,5,6-テトラクロロ-1,2-ベンゼンジカルボン酸ビス(2-エチルヘキシル)

補足説明

定義ChEBI: A cyclic dicarboxylic anhydride that is phthalic anhydride chlorinated at the 4-, 5-, 6- and 7-positions.