GB805367A - Process of preparing acetoxy derivatives of unsaturated esters - Google Patents

Process of preparing acetoxy derivatives of unsaturated esters

Info

Publication number: GB805367A
Authority: GB; United Kingdom
Prior art keywords: acid; esters; acetoxy; acetic; hydroxy
Prior art date: 1954-08-30
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

GB24635/55A

Other languages

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Rohm and Haas Co

Original Assignee

Rohm and Haas Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1954-08-30

Filing date

1955-08-26

Publication date

1958-12-03

1955-08-26 Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co

1958-12-03 Publication of GB805367A publication Critical patent/GB805367A/en

Status Expired legal-status Critical Current

Links

150000002148 esters Chemical class 0.000 title abstract 11
125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 title abstract 5
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 9
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 8
239000002253 acid Substances 0.000 abstract 6
239000003795 chemical substances by application Substances 0.000 abstract 5
-1 hydroxy, acetoxy Chemical group 0.000 abstract 5
150000001875 compounds Chemical class 0.000 abstract 4
125000003700 epoxy group Chemical group 0.000 abstract 4
239000000203 mixture Substances 0.000 abstract 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
230000002378 acidificating effect Effects 0.000 abstract 3
229920000915 polyvinyl chloride Polymers 0.000 abstract 3
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 2
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 abstract 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
150000008064 anhydrides Chemical class 0.000 abstract 2
238000009835 boiling Methods 0.000 abstract 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
235000012343 cottonseed oil Nutrition 0.000 abstract 2
239000002385 cottonseed oil Substances 0.000 abstract 2
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
125000004356 hydroxy functional group Chemical group O* 0.000 abstract 2
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
239000012074 organic phase Substances 0.000 abstract 2
239000004014 plasticizer Substances 0.000 abstract 2
239000002904 solvent Substances 0.000 abstract 2
239000003549 soybean oil Substances 0.000 abstract 2
235000012424 soybean oil Nutrition 0.000 abstract 2
239000007858 starting material Substances 0.000 abstract 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 1
125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 abstract 1
235000017060 Arachis glabrata Nutrition 0.000 abstract 1
244000105624 Arachis hypogaea Species 0.000 abstract 1
235000010777 Arachis hypogaea Nutrition 0.000 abstract 1
235000018262 Arachis monticola Nutrition 0.000 abstract 1
FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 1
244000020518 Carthamus tinctorius Species 0.000 abstract 1
235000003255 Carthamus tinctorius Nutrition 0.000 abstract 1
244000020551 Helianthus annuus Species 0.000 abstract 1
235000003222 Helianthus annuus Nutrition 0.000 abstract 1
240000007049 Juglans regia Species 0.000 abstract 1
235000009496 Juglans regia Nutrition 0.000 abstract 1
240000006240 Linum usitatissimum Species 0.000 abstract 1
235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
235000008753 Papaver somniferum Nutrition 0.000 abstract 1
235000004347 Perilla Nutrition 0.000 abstract 1
244000124853 Perilla frutescens Species 0.000 abstract 1
239000004159 Potassium persulphate Substances 0.000 abstract 1
244000000231 Sesamum indicum Species 0.000 abstract 1
235000003434 Sesamum indicum Nutrition 0.000 abstract 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
240000008042 Zea mays Species 0.000 abstract 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract 1
235000002017 Zea mays subsp mays Nutrition 0.000 abstract 1
150000007513 acids Chemical class 0.000 abstract 1
125000003158 alcohol group Chemical group 0.000 abstract 1
150000001298 alcohols Chemical class 0.000 abstract 1
150000001447 alkali salts Chemical class 0.000 abstract 1
229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
239000008346 aqueous phase Substances 0.000 abstract 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical class S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 abstract 1
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 1
239000004327 boric acid Substances 0.000 abstract 1
239000003054 catalyst Substances 0.000 abstract 1
229920001577 copolymer Polymers 0.000 abstract 1
235000005822 corn Nutrition 0.000 abstract 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
238000010586 diagram Methods 0.000 abstract 1
235000014113 dietary fatty acids Nutrition 0.000 abstract 1
CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
229930195729 fatty acid Natural products 0.000 abstract 1
239000000194 fatty acid Substances 0.000 abstract 1
235000004426 flaxseed Nutrition 0.000 abstract 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
238000011065 in-situ storage Methods 0.000 abstract 1
229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
125000005645 linoleyl group Chemical group 0.000 abstract 1
239000000463 material Substances 0.000 abstract 1
239000011707 mineral Substances 0.000 abstract 1
235000010755 mineral Nutrition 0.000 abstract 1
WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 abstract 1
230000007935 neutral effect Effects 0.000 abstract 1
239000003921 oil Substances 0.000 abstract 1
235000019198 oils Nutrition 0.000 abstract 1
229940049964 oleate Drugs 0.000 abstract 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
235000020232 peanut Nutrition 0.000 abstract 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 abstract 1
229920000151 polyglycol Polymers 0.000 abstract 1
239000010695 polyglycol Substances 0.000 abstract 1
239000004800 polyvinyl chloride Substances 0.000 abstract 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract 1
235000019394 potassium persulphate Nutrition 0.000 abstract 1
239000011347 resin Substances 0.000 abstract 1
229920005989 resin Polymers 0.000 abstract 1
238000000926 separation method Methods 0.000 abstract 1
239000001632 sodium acetate Substances 0.000 abstract 1
235000017281 sodium acetate Nutrition 0.000 abstract 1
239000001117 sulphuric acid Substances 0.000 abstract 1
235000011149 sulphuric acid Nutrition 0.000 abstract 1
150000004670 unsaturated fatty acids Chemical class 0.000 abstract 1
235000021122 unsaturated fatty acids Nutrition 0.000 abstract 1
235000020234 walnut Nutrition 0.000 abstract 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
239000011592 zinc chloride Substances 0.000 abstract 1
235000005074 zinc chloride Nutrition 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Compositions Of Macromolecular Compounds (AREA)

GB24635/55A 1954-08-30 1955-08-26 Process of preparing acetoxy derivatives of unsaturated esters Expired GB805367A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US354067XA	1954-08-30	1954-08-30

Publications (1)

Publication Number	Publication Date
GB805367A true GB805367A (en)	1958-12-03

Family

ID=21882485

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
GB24635/55A Expired GB805367A (en)	1954-08-30	1955-08-26	Process of preparing acetoxy derivatives of unsaturated esters

Country Status (4)

Country	Link
CH (1)	CH354067A (fr)
DE (1)	DE1035641B (fr)
FR (1)	FR1138772A (fr)
GB (1)	GB805367A (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3031480A (en) *	1958-06-07	1962-04-24	Wacker Chemie Gmbh	Process for simultaneous oxidation and esterification of unsaturated fatty acids
US3125592A (en) *		1964-03-17		Preparation of polymerizable vinylated

1955
- 1955-08-22 FR FR1138772D patent/FR1138772A/fr not_active Expired
- 1955-08-26 GB GB24635/55A patent/GB805367A/en not_active Expired
- 1955-08-29 CH CH354067D patent/CH354067A/fr unknown
- 1955-08-29 DE DER17334A patent/DE1035641B/de active Pending

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3125592A (en) *		1964-03-17		Preparation of polymerizable vinylated
US3031480A (en) *	1958-06-07	1962-04-24	Wacker Chemie Gmbh	Process for simultaneous oxidation and esterification of unsaturated fatty acids

Also Published As

Publication number	Publication date
CH354067A (fr)	1961-05-15
DE1035641B (de)	1958-08-07
FR1138772A (fr)	1957-06-19

Publication	Publication Date	Title
US2567930A (en)	1951-09-18	Preparation of epoxy compounds by oxidation of cis-monoolefine compounds
ES2064385T3 (es)	1995-02-01	Reaccion de transvinilacion.
DE857364C (de)	1952-11-27	Verfahren zur Herstellung von Epoxyestern der OEl- und bzw. oder Linolsaeure
US2383602A (en)	1945-08-28	Process for treatment of fatty glycerides
GB805367A (en)	1958-12-03	Process of preparing acetoxy derivatives of unsaturated esters
DE1030347B (de)	1958-05-22	Verfahren zum Epoxydieren von ungesaettigten aliphatischen Saeuren, Estern und Alkoholen
GB1123879A (en)	1968-08-14	Terpolymer pour point depressant and method of manufacture
Deshayes et al.	1975	Photolysis of carboxylic esters: conversion of alcohols into alkanes
US2997484A (en)	1961-08-22	Method of epoxidation of unsaturated
US2594481A (en)	1952-04-29	Separation of alcohols
GB811852A (en)	1959-04-15	Method of epoxidation of esters
JPS5657732A (en)	1981-05-20	Method of recovering carboxylic acid from mixture containing glycol ester derived from carboxylic acid
US2897231A (en)	1959-07-28	Method for the recovery of azelaic acid from a mixture of oxidized acids
DE19519887C1 (de)	1996-06-13	Verfahren zur Epoxidierung olefinisch ungesättigter Verbindungen
US3002004A (en)	1961-09-26	Selective monoepoxidation
GB1137762A (en)	1968-12-27	Process for preparing epoxidized organic compounds and apparatus therefor
US3080404A (en)	1963-03-05	Esters of aliphatic halogenated carboxylic acids and process for preparing them
DE1643549C (de)	1973-03-22	Verfahren zur Herstellung von Estern des 2-Methylol-2,6-epoxymethanonorbornans
GB815301A (en)	1959-06-24	Process of improving the plasticizing properties of epoxidized esters and new epoxidized ester products
US3480669A (en)	1969-11-25	Oxidative carbonylation of aromatics
GB770585A (en)	1957-03-20	Substituted aliphatic acids and esters thereof
GB790063A (en)	1958-02-05	Method of epoxidizing esters of unsaturated fatty acids
GB927048A (en)	1963-05-22	Process for the epoxidation of compounds with olefinic double bonds
GB755778A (en)	1956-08-29	Method of epoxidation
US2987440A (en)	1961-06-06	Injectable hormone preparations

GB805367A - Process of preparing acetoxy derivatives of unsaturated esters - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (1)

Publications (1)

Family

ID=21882485

Family Applications (1)

Country Status (4)

Cited By (2)

Cited By (2)

Also Published As

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