115595-27-2|4-(But-3-en-1-yloxy)benzoic acid| Ambeed

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Quality Control of [ 115595-27-2 ] Purity: 98% SDS Specification

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Product Details of [ 115595-27-2 ]

CAS No. :	115595-27-2
Formula :	C₁₁H₁₂O₃
M.W :	192.21
SMILES Code :	O=C(O)C1=CC=C(OCCC=C)C=C1
MDL No. :	MFCD00191325
InChI Key :	QXZIOUAINSTHGI-UHFFFAOYSA-N
Pubchem ID :	544452

Safety of [ 115595-27-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501

Application In Synthesis of [ 115595-27-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 115595-27-2 ]

[ 115595-27-2 ] Synthesis Path-Downstream 1~36

1
[ 115595-27-2 ]
[ 188565-01-7 ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.
[2]Macromolecules,2012,vol. 45,p. 5556 - 5566.

2
[ 95-71-6 ]
[ 115595-27-2 ]
[ 188639-00-1 ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

3
[ 132995-66-5 ]
[ 115595-27-2 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Ethyl 4-(5-hexenyloxy)benzoate (1.2 g, 0.0048 mol) was added to a solution of sodium hydroxide (1.2 g, 0.030 mol) in 90 % methanol (30 mL). The solution was heated to reflux for 3 h. The solution was cooled and poured into 10 mL of 6 N HCl and the solution was then extracted with 30 mL of dichloromethane. The extraction solution was dried over anhydrous magnesium sulfate. Following removal of the solvent by evaporation under reduced pressure, the residue was purified by recrystallization from ethanol to yield 1.00 g (95 %) of white crystal.

References: [1]Angewandte Chemie - International Edition,2022,vol. 61.
Angew. Chem.,2022,vol. 134.
[2]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.
[3]Journal of Materials Chemistry,2007,vol. 17,p. 766 - 782.
[4]Macromolecules,2012,vol. 45,p. 5556 - 5566.
[5]Asian Journal of Chemistry,2016,vol. 28,p. 1270 - 1274.

4
[ 5874-57-7 ]
[ 115595-27-2 ]
[ 1026377-61-6 ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 3112 - 3129.

5
[ 58-55-9 ]
[ 115595-27-2 ]
4-(3-butenyloxy)benzoic acid - theophylline 1:1 complex [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals,2005,vol. 437,p. 63/[1307]-70/[1314].

6
[ 61790-90-7 ]
[ 53057-53-7 ]
[ 115595-27-2 ]
4-Cyano-benzoic acid 4-but-3-enyloxy-phenyl ester [ No CAS ]
polysiloxane, side chain: (-(CH₂)4OPh-p-OCOPhCN-p)x and (-(CH₂)4OPhCOOH-p)y, crosslink: (-(CH₂)22-)z (x=87 mol percent, y=8 mol percent, z=5 mol percent) [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals,2005,vol. 437,p. 63/[1307]-70/[1314].

7
[ 61790-90-7 ]
[ 53057-53-7 ]
[ 115595-27-2 ]
[ 114482-61-0 ]
polysiloxane, side chain: (-(CH₂)4OPh-p-OCOPhOCH₃-p)x and (-(CH₂)4OPhCOOH-p)y, crosslink: (-(CH₂)22-)z (x=87 mol percent, y=8 mol percent, z=5 mol percent) [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals,2005,vol. 437,p. 63/[1307]-70/[1314].

8
[ 61790-90-7 ]
[ 53057-53-7 ]
[ 115595-27-2 ]
[ 114482-61-0 ]
polysiloxane, side chain: (-(CH₂)4OPh-p-OCOPhOCH₃-p)x and (-(CH₂)4OPhCOOH-p)y, crosslink: (-(CH₂)22-)z (x=79 mol percent, y=16 mol percent, z=5 mol percent) [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals,2005,vol. 437,p. 63/[1307]-70/[1314].

9
[ 115595-27-2 ]
[ 111153-19-6 ]
C₃₂H₃₆O₅ [ No CAS ]

References: [1]Journal of Materials Chemistry,2007,vol. 17,p. 766 - 782.

10
[ 120-47-8 ]
[ 115595-27-2 ]

References: [1]Journal of Materials Chemistry,2007,vol. 17,p. 766 - 782.
[2]Macromolecules,2012,vol. 45,p. 5556 - 5566.
[3]Asian Journal of Chemistry,2016,vol. 28,p. 1270 - 1274.
[4]Angewandte Chemie - International Edition,2022,vol. 61.
Angew. Chem.,2022,vol. 134.

11
[ 115595-27-2 ]
C₃₉H₅₈O₇Si₃ [ No CAS ]

References: [1]Journal of Materials Chemistry,2007,vol. 17,p. 766 - 782.

12
[ 115595-27-2 ]
C₃₇H₅₂O₆Si₂ [ No CAS ]

References: [1]Journal of Materials Chemistry,2007,vol. 17,p. 766 - 782.

13
[ 115595-27-2 ]
[ 1026673-83-5 ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 3112 - 3129.

14
[ 115595-27-2 ]
(S)-2-(4-But-3-enyloxy-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 3112 - 3129.

15
[ 115595-27-2 ]
(R)-2-(4-But-3-enyloxy-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid hydroxyamide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 3112 - 3129.

16
[ 115595-27-2 ]
(R)-2-(4-But-3-enyloxy-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 3112 - 3129.

17
[ 120-47-8 ]
(+-)-2,3-epoxy-propionaldehyde diethylacetal [ No CAS ]
[ 115595-27-2 ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

18
[ 115595-27-2 ]
[ 169786-36-1 ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

19
[ 115595-27-2 ]
C₄₁H₂₈F₂₆I₂O₆ [ No CAS ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

20
[ 115595-27-2 ]
C₄₃H₃₀F₃₀O₆ [ No CAS ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

21
[ 115595-27-2 ]
C₄₃H₂₈F₃₀I₂O₆ [ No CAS ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

22
[ 115595-27-2 ]
C₄₅H₂₈F₃₄I₂O₆ [ No CAS ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 3027 - 3037.

23
[ 115595-27-2 ]
O,O'-Di<4-(3-butenyloxy)benzoyl>hydroquinone [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.

24
[ 115595-27-2 ]
4,4'-Di<4-(3-butenyloxy)benzoyloxy>biphenyl [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.

25
[ 115595-27-2 ]
2,7-Di<4-(3-butenyloxy)benzoyloxy>fluorene [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.

26
[ 115595-27-2 ]
2,7-Di<4-(3-butenyloxy)benzoyloxy>fluorenone [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.

27
[ 115595-27-2 ]
1,6-Di<4-<4-(3-butenyloxy)benzoyloxy>phenyl>hexane [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals,1995,vol. 269,p. 39 - 54.

28
[ 1021906-59-1 ]
[ 115595-27-2 ]
[ 1021906-58-0 ]

Yield	Reaction Conditions	Operation in experiment
	With dicyclohexyl-carbodiimide;dmap; In dichloromethane; at 20℃;	Example 10; Ethyl 8-(4-[4-(but-3-en-l-yloxy)bezoyloxy]phenyl)-2-(4-piperidinophenyl)-2-phenyl-2-H- naphtho[l,2-6]pyran-5-carboxylate (IUk) was prepared by the following procedure. Ethyl 8-(4-hydroxyphenyl)-2-(4-piperidinophenyl)-2-phenyl)-2-H-naphtho[l,2-6]pyran-5- carboxylate (obtained from ethyl 8-bromo-2-(4-piperidinophenyl)-2-phenyl)-2-H- naphtho[l,2-6]pyran-5-carboxylate and 4-hydroxyphenylboronic acid in the manner described for Example 1) 0.4g (0.69 mmol) and 4-(but-3-en-l-yloxy)benzoic acid 0.145 g (0.75 mmol) were dissolved in methylene chloride (30 ml). Dicyclohexyldiimide (DCC) 0.156g (0.75 mmol) and catalytic amount of dimethylaminopyridine (DMAP) were added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered, the solvent was removed and the residue was flash chromatographed using petroleum ether - ethyl acetate (95-5) on silica gel. Recrystallization from ethyl acetate and hexane gave the title compound (m.p. 1000C; S=O.703).

References: [1]Patent: WO2008/51420,2008,A2 .Location in patent: Page/Page column 19-20.

30
[ 115595-27-2 ]
[ 1384487-18-6 ]

References: [1]Macromolecules,2012,vol. 45,p. 5556 - 5566.

31
[ 115595-27-2 ]
[ 166047-62-7 ]

References: [1]Macromolecules,2012,vol. 45,p. 5556 - 5566.

32
[ 13269-52-8 ]
[ 115595-27-2 ]
4-hexenyloxybenzoic acid methyl ester [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 465 - 469.
Angew. Chem.,2013,vol. 126`,p. 475 - 479,5.

33
[ 150-76-5 ]
[ 115595-27-2 ]
[ 76487-56-4 ]

Yield	Reaction Conditions	Operation in experiment
69%	With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20℃; for 24h;Inert atmosphere;	General procedure: 4-(5-Hexenyloxy)benzoic acid (8) (1.6 g, 0.0081 mol) and 4-methoxyphenol (1 g, 0.0081 mol) dissolved in dry dichloromethane (100 mL), N,N-dicyclohexylcarbodiimide (DCC, 2.0 g, 0.0097 mol) and 4-(N,N-dimethylamino)pyridine (DMAP, 0.2 g) were added to react under nitrogen. The reaction mixture was stirred for 24 h at room temperature. The solution was filtered. After removal of the solvent by evaporation under reduced pressure, the residue was purified by recrystallization from ethanol to yield 1.74 g (66 %) of white crystal.

References: [1]Angewandte Chemie - International Edition,2022,vol. 61.
Angew. Chem.,2022,vol. 134.
[2]Asian Journal of Chemistry,2016,vol. 28,p. 1270 - 1274.

34
[ 115595-27-2 ]
C₂₃H₃₄O₅Si₂ [ No CAS ]

References: [1]Asian Journal of Chemistry,2016,vol. 28,p. 1270 - 1274.

35
[ 115595-27-2 ]
C₂₅H₄₀O₆Si₃ [ No CAS ]

References: [1]Asian Journal of Chemistry,2016,vol. 28,p. 1270 - 1274.

36
[ 1416993-23-1 ]
[ 115595-27-2 ]
C₂₄H₂₆O₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86 g	With dmap; diisopropyl-carbodiimide; In dichloromethane; at 3 - 20℃; for 12h;Inert atmosphere;	Next, 60 g of the obtained compound (S-1-2), 73 g of the compound of (S-1-3)5.0 g of 4,4-dimethylaminopyridine was dissolved in 1,000 ml of dichloromethane and cooled to 3 C. under a nitrogen atmosphere.40 g of diisopropylcarbodiimide diluted with 200 ml of dichloromethane was added dropwise,After completion of the dropwise addition, the mixture was stirred at room temperature for 12 hours. After completion of stirring, the organic layer was washed with 10% hydrochloric acid,After washing with saturated brine, dichloromethane was distilled off under reduced pressure to obtain 140 g of crude product of (S-1-4).This was purified by column chromatography (silica gel, dichloromethane / ethyl acetate),And purified by recrystallization from methanol to give 86 g of the compound of (S-1-4).

References: [1]Patent: JP2015/203019,2015,A .Location in patent: Paragraph 0073; 0074; 0077.

Historical Records

Technical Information

• Alkyl Halide Occurrence • Arndt-Eistert Homologation • Hunsdiecker-Borodin Reaction • Nomenclature of Ethers • Passerini Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Preparation of Ethers • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reactions of Ethers • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Ugi Reaction

Related Functional Groups of
[ 115595-27-2 ]

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Ethers

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Carboxylic Acids

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Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 115595-27-2

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