4-氯-3-甲氧基苯甲酸 - CAS号 85740-98-3

物化性质

熔点：

217.0 to 221.0 °C
沸点：

325.4±22.0 °C(Predicted)
密度：

1.352±0.06 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

2.4
重原子数：

12
可旋转键数：

2
环数：

1.0
sp3杂化的碳原子比例：

0.125
拓扑面积：

46.5
氢给体数：

1
氢受体数：

3

安全信息

危险等级：

9
危险类别码：

R36/37/38
海关编码：

2918990090
安全说明：

S26,S36/37/39
危险性防范说明：

P280,P305+P351+P338
危险性描述：

H317,H319
储存条件：

室温且干燥

SDS

SDS：edc5559a1d363221cc6b4cc970ce718f

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Material Safety Data Sheet

Section 1. Identiﬁcation of the substance
Product Name: 4-Chloro-3-methoxybenzoic acid
Synonyms:

Section 2. Hazards identiﬁcation
Harmful by inhalation, in contact with skin, and if swallowed.
H411: Toxic to aquatic life with long lasting effects
P273: Avoid release to the environment
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician

Section 3. Composition/information on ingredients.
Ingredient name: 4-Chloro-3-methoxybenzoic acid
CAS number: 85740-98-3

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
ﬂushing of the eyes by separating the eyelids with ﬁngers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section 5. Fire ﬁghting measures
In the event of a ﬁre involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualiﬁed
in the handling and use of potentially hazardous chemicals, who should take into account the ﬁre,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section 9. Physical and chemical properties
Appearance: Not speciﬁed
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H7ClO3
Molecular weight: 186.6

Section 10. Stability and reactivity
Conditions to avoid: Heat, ﬂames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride.

Section 11. Toxicological information
No data.

Section 12. Ecological information
No data.

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section 14. Transportation information
Non-harzardous for air and ground transportation.

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
(4-氯-3-甲氧基苯基)甲醇	(4-chloro-3-methoxyphenyl)methan-1-ol	13726-17-5	C₈H₉ClO₂	172.611
3-甲氧基苯甲酸	3-Methoxybenzoic acid	586-38-9	C₈H₈O₃	152.15
4-氯-3-甲氧基甲苯	2-chloro-5-methylanisole	73909-16-7	C₈H₉ClO	156.612
4-氨基-3-甲氧基苯甲酸	3-methoxy-4-aminobenzoic acid	2486-69-3	C₈H₉NO₃	167.164
间羟基苯甲酸	3-Carboxyphenol	99-06-9	C₇H₆O₃	138.123
1-(4-氯-3-羟基苯基)-乙酮	4'-chloro-3'-hydroxyacetophenone	61124-56-9	C₈H₇ClO₂	170.595

下游产品

中文名称	英文名称	CAS号	化学式	分子量
4-氯-3-甲氧基苯甲酸甲酯	methyl 4-chloro-3-methoxybenzoate	116022-18-5	C₉H₉ClO₃	200.622
(4-氯-3-甲氧基苯基)甲醇	(4-chloro-3-methoxyphenyl)methan-1-ol	13726-17-5	C₈H₉ClO₂	172.611
3-氯-4-甲氧基苯甲醛	4-chloro-3-methoxybenzaldehyde	13726-16-4	C₈H₇ClO₂	170.595
4-氯-3-甲氧基苯甲酰胺	4-chloro-3-methoxybenzamide	630121-76-5	C₈H₈ClNO₂	185.61
4-氯-3-甲氧基苯甲酰氯	4-chloro-3-methoxybenzoic acid chloride	39887-45-1	C₈H₆Cl₂O₂	205.04
——	methyl 2-bromo-4-chloro-5-methoxybenzoate	1138220-77-5	C₉H₈BrClO₃	279.518
——	1-(4-chloro-3-methoxyphenyl)-2-aminoethanol	710654-11-8	C₉H₁₂ClNO₂	201.653
——	4-chloro-3-methoxy-benzohydrazide	321196-01-4	C₈H₉ClN₂O₂	200.625
——	1-(4-Chloro-3-methoxy-phenyl)-propan-1-one	89106-18-3	C₁₀H₁₁ClO₂	198.649
1-氯-4-(氯甲基)-2-甲氧基苯	1-chloro-4-(chloromethyl)-2-methoxybenzene	13726-18-6	C₈H₈Cl₂O	191.057
4-溴甲基-1-氯-2-甲氧基苯	4-(bromomethyl)-1-chloro-2-methoxybenzene	103347-14-4	C₈H₈BrClO	235.508
4-氯-3-羟基邻氨基苯甲酸	4-chloro-3-hydroxyanthranilic acid	23219-33-2	C₇H₆ClNO₃	187.583
——	2-(4-chloro-3-methoxybenzamido)acetic acid	1623766-79-9	C₁₀H₁₀ClNO₄	243.647
——	2-(4-chloro-3-methoxyphenyl)ethylamine	96495-22-6	C₉H₁₂ClNO	185.653
2-(4-氯-3-甲氧基苯基)乙腈	2-(4-chloro-3-methoxyphenyl)acetonitrile	13726-21-1	C₉H₈ClNO	181.622
——	4-chloro-N,3-dimethoxy-N-methylbenzamide	342435-00-1	C₁₀H₁₂ClNO₃	229.663
2-(4-氯-3-甲氧基苯基)乙酸	2-(4-chloro-3-methoxyphenyl)acetic acid	13726-19-7	C₉H₉ClO₃	200.622

1
2

反应信息

作为反应物：

描述：

4-氯-3-甲氧基苯甲酸在 sodium tetrahydroborate 、正丁基锂、氯化亚砜、对甲苯磺酰叠氮、氢溴酸、十六烷基三丁基溴化磷作用下，以水、甲苯、苯为溶剂，反应 48.75h，生成 4-氯-3-羟基邻氨基苯甲酸

参考文献：

名称：

Synthèse régiosélective de l'acide 4-chloro-3-hydroxyanthranilique, un inhibiteur puissant in vitro de l'enzyme 3-hydroxyanthranilique oxygénase du cerveau de rat

摘要：

DOI：

10.1016/0223-5234(90)90210-t
作为产物：

描述：

3-甲氧基苯甲酸在正丁基锂、六氯乙烷、 potassium tert-butylate 作用下，以四氢呋喃为溶剂，反应 0.5h，以39%的产率得到4-氯-3-甲氧基苯甲酸

参考文献：

名称：

通过邻位金属化对取代的甲氧基苯甲酸进行首次常规，直接和区域选择性合成

摘要：

在基于邻-金属化位点在芳族化学的新值一般方法邻- ，间- ，和对-茴香酸（1 - 3）（方案1）进行说明。通过改变碱，金属化温度和曝光时间，可以将金属化选择性地定向到任何一个邻位。的金属化邻-茴香酸（1）与小号正丁基锂/ TMEDA在THF中在-78℃下在位置adjacente将羧酸只发生。另一方面，通过n -BuLi / t -BuOK观察到区域选择性的逆转。在LTMP为0°C的情况下，间苯二酸的两个指向矢（2）协同作用以直接将金属引入它们之间，而n - BuLi / t- BuOK优先除去位于甲氧基和羧酸酯（H-4）对位的质子。s- BuLi / TMEDA仅在羧酸酯附近与对茴香酸（3）反应。根据这些方法，已开发出通过多种途径难以达到的，具有多种功能的非常简单的甲氧基苯甲酸的途径（表1）。

DOI：

10.1021/jo070082a
作为试剂：

描述：

4-戊烯-1-醇、乙酸烯丙酯在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 4-氯-3-甲氧基苯甲酸、 caesium carbonate 、 (S)-(-)-5,5-二氯-6,6-二甲氧基-2,2-双(二苯基磷酸)-1,1-联苯基作用下，以四氢呋喃为溶剂，以81 %的产率得到(S)-octa-1,7-dien-4-ol

参考文献：

名称：

标称和实际 Prorocentin 的全合成

摘要：

甲藻衍生的聚醚 prorocentin 是原型丝氨酸/苏氨酸磷酸酶抑制剂冈田酸的共代谢产物。尽管不能错过结构关系并提出了生物合成联系，但目前尚不清楚这些天然产物的生物活性特征是否存在任何相似之处。然而，过去暗示可能需要修改分配给 prorocentin 的结构。事实上，对已发表的光谱的重新检查让人怀疑核心中稠合/螺三环 BCD 环系统的构成。为了澄清这个问题，设计了一个灵活的合成蓝图，使我们能够获得最初提出的结构以及最合理的修正结构。成功的关键是后期金催化的螺环化反应，该反应为异构中心链段提供了出色的选择性。用于制造所需环化前体的催化转化词典包括钛介导的酯亚甲基化/复分解级联，金催化的烯丙基取代的罕见例子，以及通过有机催化不对称醛炔丙基化进行的链延伸。通过 Krische 烯丙基化获得连接到异构核上的翼扇区，然后对所得二不饱和醇进行高选择性钴催化氧化环化，形成 2,5- 用于制造所需环化前

DOI：

10.1021/jacs.2c12529

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文献信息

Design, Synthesis, and Antiproliferative Activity of 3,4-Diarylpyrazole-1-carboxamide Derivatives Against Melanoma Cell Line

作者：Mohammed I. El-Gamal、Hong Seok Choi、Hae-Guk Cho、Jun Hee Hong、Kyung Ho Yoo、Chang-Hyun Oh

DOI：10.1002/ardp.201000375

日期：2011.11

Synthesis of a new series of 3,4‐diarylpyrazole‐1‐carboxamide derivatives is described. Their antiproliferative activity against A375P human melanoma cell line was tested and the effect of substituents on the diarylpyrazole scaffold was investigated. The biological results indicated that five synthesized compounds (Ig, Ii, IIc, IIg, and IIh) exhibited similar activity to Sorafenib. In addition, three

描述了一系列新的 3,4-二芳基吡唑-1-甲酰胺衍生物的合成。测试了它们对 A375P 人黑色素瘤细胞系的抗增殖活性，并研究了取代基对二芳基吡唑支架的影响。生物学结果表明，五种合成化合物（Ig、Ii、IIc、IIg 和 IIh）表现出与索拉非尼相似的活性。此外，三种化合物（IIa、IIb 和 IIi）比索拉非尼更有效。在所有这些衍生物中，具有二甲氨基和酚部分的化合物 IIa 对 A375P 人黑色素瘤细胞系显示出最有效的抗增殖活性。通过将最有效的化合物 IIa 对接到 V600E-b-Raf 域中进行虚拟筛选，并研究了结合模式。
Preparation of (2E,4E)-2-(2-benzyloxyethyl)-5-(3-methoxy-4-chlorophenyl)penta-2,4-dienal as a key intermediate in the synthesis of strobilurin B

作者：V. A. Popovsky、A. V. Stepanov、N. Ya. Grigorieva

DOI：10.1007/s11172-012-0215-2

日期：2012.8

(2E,4E)-2-(2-Benzyloxyethyl)-5-(4-chloro-3-methoxyphenyl)penta-2,4-dienal was obtained by the condensation of 4-benzyloxybutanal N-tert-butylimine with 4-chloro-3-methoxycinnamic aldehyde with ≥98% configurational purity and 40% yield. When 4-benzyloxy-2-triethylsilylbutanal imine was used, a 7: 3 mixture of the target (2E,4E)-dienal with its (2Z,4E)-isomer was obtained in 60% yield; the latter quantitatively isomerized to the thermodynamically preferable target (2E,4E)-dienal.

通过4-苄氧基丁醛N-叔丁基亚胺与4-氯-3-甲氧基肉桂醛的缩合反应，获得了构型纯度≥98%、收率40%的(2E,4E)-2-(2-苄氧基乙基)-5-(4-氯-3-甲氧基苯基)戊-2,4-二烯醛。当使用4-苄氧基-2-三乙基硅基丁醛亚胺时，得到了目标(2E,4E)-二烯醛与其(2Z,4E)异构体的7:3混合物，收率为60%；后者定量异构化为热力学上更有利的目标(2E,4E)-二烯醛。
Design, synthesis, and <i>in vitro</i> antiproliferative and kinase inhibitory effects of pyrimidinylpyrazole derivatives terminating with arylsulfonamido or cyclic sulfamide substituents

作者：Mahmoud M. Gamal El-Din、Mohammed I. El-Gamal、Mohammed S. Abdel-Maksoud、Kyung Ho Yoo、Daejin Baek、Jungseung Choi、Huiseong Lee、Chang-Hyun Oh

DOI：10.1080/14756366.2016.1190715

日期：2016.11.2

4-氯-3-甲氧基苯甲酸 | 85740-98-3

物质功能分类

分子结构分类