3,5-ジクロロ安息香酸
3,5-Dichlorobenzoic acid
基本情報
- CAS
51-36-5- 標準SMILES
O=C(O)c1cc(Cl)cc(Cl)c1- InChIKey
CXKCZFDUOYMOOP-UHFFFAOYSA-N- 分子式
- C7H4Cl2O2
- 平均分子量
- 191.01 g/mol
- 単同位体質量
- 189.9588348
概要
3,5-dichlorobenzoic acid is a chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 3 and 5 are substituted by chloro groups. It has a role as a herbicide and a metabolite. It is a chlorobenzoic acid and a dichlorobenzene. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,5-dichlorobenzoate.
名称と識別子
- 優先名称
- 3,5-Dichlorobenzoic acid
- IUPAC
- 3,5-dichlorobenzoic acid
- 現地名
- 3,5-ジクロロ安息香酸
- 英語名
- 3,5-Dichlorobenzoic acid
- 分子式
- C7H4Cl2O2
- 分子量
- 191.01
名称と別名
3,5-DICHLOROBENZOIC ACID51-36-5Benzoic acid, 3,5-dichloro-DTXSID40249817BAA7R70GNDTXCID004981CHEBI:166846RefChem:486756200-092-43,5-Dichloro-benzoic acidMFCD000024943,5-DichlorobenzoicAcid
名称をさらに表示
3,5-ジクロロ安息香酸3,5-ジクロロベンゼンカルボン酸3,5-dichlorobenzoicBIS(TRICHORO METHYL)CARBONATE3.5-DichlorobeBUTTPARK 45\07-34RARECHEM AL BO 00403,5-DICHLOROBENZIC ACID3,5-dichloro-benzoicaci3,5-Dichlorbenzoesaeure
UNII-7BAA7R70GNEINECS 200-092-4BRN 2044776CCRIS 8611AI3-275553 5-dichlorobenzoic acidCHEMBL118280ZINC152667
データベース識別子
- CAS
51-36-5- PubChem CID
- 5811
- DTXSID
DTXSID4024981- ChEMBL
CHEMBL118280- ChEBI
CHEBI:166846- UNII
- 7BAA7R70GN
- EC Number
- 200-092-4
- Nikkaji
- J55.463D
物性
構造計算による物性
- XLogP
- 2.8
- 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
- 11
- 形式電荷
- 0
- 複雑度
- 151
実験および物理化学的性質
SpringerMaterials PropertiesFusion temperature
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP3.29
物理化学的性質
- 融点
- 184 · 184-187 °C (lit.)
- 沸点
- 273.68 °C · 273.68°C (rough estimate)
- 比重(密度)
- 1.441 · 1.4410 (rough estimate)
- 屈折率
- 1.459 · 1.4590 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 酸解離定数(Pka)
- 3.46 · 3.46±0.10(Predicted)
- 外見
- powder to crystal
- 色
- White to Almost white
- 水溶解度
- 147.1 mg/L · 147.1mg/L(温度記載なし)
- BRN
- 2044776 · 2044776
- InChI
- InChI=1S/C7H4Cl2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,(H,10,11)
- InChIKey
- CXKCZFDUOYMOOP-UHFFFAOYSA-N
- SMILES
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
This chemical does not meet GHS hazard criteria for 5.2% (3 of 58) of reports.
Warning
H315 (94.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 58 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
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
REACH registered substance: 3,5-dichlorobenzoic acid (EC: 200-092-4)
Hazard Classes and CategoriesSkin Irrit. 2 (94.8%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DG7350000
- 毒性
- mouse,LD50,intraperitoneal,237mg/kg (237mg/kg),BEHAVIORAL: REGIDITYBEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY),Journal of Medicinal Chemistry. Vol. 11, Pg. 1020, 1968.
- hs_code
- 29163990
- risk_code
- 36/37/38
- 化審法
- (3)-1410, (3)-1424
- hazard_code
- Xi
- safety_code
- 26-37/39
- hazard_class
- IRRITANT
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
化学と産業
用途と製造
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationBenzoic acid, 3,5-dichloro-: ACTIVE
応用分野
用途有機合成原料。
使用3,5-Dichlorobenzoic acid is used in organic synthesis and pesticide and pharmaceutical intermediates. It can be used to synthesize 3,5-Dichloro-N-(4-hydroxyphenethyl)benzamide and (3,5-Dichlorophenyl)-(4-fluorophenyl)methanone.
調製方法
製造方法Synthesis of 3,5-dichlorobenzoic acid: 200 parts of ethanol is slowly added to a solution, heated to 70°C, of the diazonium salt prepared as described in Example 1 from 412 parts of 3,5-dichloroanthranilic acid; elimination of nitrogen immediately takes place with evolution of heat. The mixture is stirred for another 15 minutes and 350 parts (92% of theory) of 3,5-dichlorobenzoic acid having a melting point of 176° to 178°C is isolated as described in Example 1.
純化方法Crystallise the acid from EtOH and sublime it in a vacuum. [Beilstein 9 IV 1008.] 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.]
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