75-34-3

Basic information

• Product Name: 1,1-Dichloroethane
• Synonyms: 1,1-Dichloroethane;1,1-Ethylene dichloride; Dichloromethylmethane; Ethylidene chloride; Ethylidenedichloride; F 150a; HCC 150a
• CAS NO: 75-34-3
• Molecular Formula: C₂H₄Cl₂
• Molecular Weight: 98.96
• EINECS: 200-863-5
• Mol File: 75-34-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: -96.9 °C
• Boiling Point: 57.3 °C at 760 mmHg
• Flash Point: -10ºC
• Appearance: colorless with ether flavored oily liquid
• Density: 1.168 g/cm³
• CAS DataBase Reference: 1,1-Dichloroethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dichloroethane(75-34-3)
• EPA Substance Registry System: 1,1-Dichloroethane(75-34-3)

Safety Data

• RIDADR: 2362
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 75-34-3(Hazardous Substances Data)

Usage

InChI:InChI=1S/C2H4Cl2/c1-2(3)4/h2H,1H3

Synthetic route

β-chlorovinyl(methyl)dichlorosilane (13852-29-4) → Methyltrichlorosilane (75-79-6) + 1,1-dichloroethane (75-34-3) + chloroethylene (75-01-4) + dichloro-(2,2-dichloro-ethyl)-methyl-silane

Conditions	Yield
With hydrogenchloride; iron(III) chloride at 25 - 31℃; for 4h; Product distribution; Further Variations:; Temperatures; reaction time, reagent concentration; Addition; elimination;	A n/a B n/a C n/a D 89%

chloroethylene (75-01-4) → 1,1-dichloroethane (75-34-3) + 1,2-dichloro-ethane (107-06-2)

Conditions	Yield
With chlorotrifluoromethane; hydrogen iodide Product distribution; Mechanism; Irradiation; var. pressure; labeling (38)Cl;	A 0.76% B 78%

1,1,1-trichloroethane (71-55-6) → (Z)-2-Butene (590-18-1) + 1,1-dichloroethane (75-34-3) + ethane (74-84-0) + ethene (74-85-1)

Conditions	Yield
With Tris buffer; iron; sodium chloride pH=7.5; Kinetics; Product distribution; Further Variations:; Reagents; Dehalogenation; dimerization;	A n/a B 67% C n/a D n/a

1,1,1-trichloroethane (71-55-6) → 1,1-dichloroethane (75-34-3) + ethane (74-84-0)

Conditions	Yield
With Tris buffer; sodium chloride; zinc pH=7.5; Kinetics; Dehalogenation;	A 25.8% B n/a

ethylenebis(chloroformate) (124-05-0) → 1,1-dichloroethane (75-34-3) + Vinyl chloroformate (5130-24-5) + carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) + 2-Chloroethyl chloroformate (627-11-2)

Conditions	Yield
at 460℃; Produkt 5: 1.2-Dichlor-aethan.Pyrolysis;

ethane (74-84-0) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
bei der thermischen und photochemischen Chlorierung;
With chlorine at 400℃;

ethane (74-84-0) → 1,1-dichloroethane (75-34-3) + chloroethane (75-00-3)

Conditions	Yield
With chlorine; pyrographite at 100 - 300℃;
With chlorine; pyrographite at 100 - 300℃;
With chlorine; pyrographite at 100 - 300℃;

chloroethane (75-00-3) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With chlorine
Chlorierung im Lichte;
With chlorine; pyrographite at 250 - 400℃;
With chlorine
With water Chlorierung;

chloroethane (75-00-3) → 1,1-dichloroethane (75-34-3) + 2-Chloroethanesulfonyl chloride (1622-32-8)

Conditions	Yield
With sulfur dioxide; chlorine unter Belichtung; Nebenprod.2:1,2-Dichlor-aethan;

chloroethane (75-00-3) → 1,1-dichloroethane (75-34-3) + 1,2-dichloro-ethane (107-06-2)

Conditions	Yield
at 0℃; Einfluss des Loesungsmittels auf die Photochlorierung;
With chlorine In chlorobenzene Mechanism; Kinetics; other solvent; object of study: solvents effects vs. the reaction selectivity;
With chlorine In gas at 8 - 94℃; Kinetics; Thermodynamic data; Mechanism; ΔE(excit);

chloroethylene (75-01-4) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With hydrogenchloride; aluminium trichloride at 125℃;
With hydrogenchloride; aluminium trichloride; 1,2-dichloro-ethane
With hydrogenchloride; aluminium trichloride at 10 - 50℃; unter Druck;

carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With aluminium trichloride

phosgene (75-44-5) + acetaldehyde (75-07-0) → 1,1-dichloroethane (75-34-3)

acetaldehyde (75-07-0) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With phosphorus pentachloride
With tungsten(VI) chloride In dichloromethane at 20℃; for 168h; Sealed tube;

1,2-dichloro-ethane (107-06-2) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With aluminium trichloride at 350 - 500℃; im Eisenrohr; und Leiten des entstandenen Gemisches von Vinylchlorid und HCl ueber AlCl3 bei ca. 125grad;
With aluminium trichloride at 375℃; und Leiten des entstandenen Gemisches von Vinylchllorid und HCl ueber AlCl3 bei ca. 125grad;

phosgene (75-44-5) + paracetaldehyde (123-63-7) → 1,1-dichloroethane (75-34-3)

acetylene (74-86-2) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With hydrogenchloride; silica gel; mercury dichloride at 75 - 175℃;
With hydrogenchloride; silica gel; zinc(II) chloride at 75 - 175℃;

1-Heptene (592-76-7) + 1,1,1-trichloroethane (71-55-6) → 1,1-dichloroethane (75-34-3) + 2,2-dichlorononane (66250-04-2) + 2,2,4-trichlorononane

Conditions	Yield
With triethylsilane; bithionol at 130 - 140℃; for 5h;	A 12.4 % Chromat. B 32.2 % Chromat. C 8.7 % Chromat.
With triethylsilane; bithionol at 130 - 140℃;	A 12.4 % Chromat. B 32.2 % Chromat. C 8.7 % Chromat.

ethene (74-85-1) → 1,1-dichloroethane (75-34-3) + chloroethylene (75-01-4) + 1,2-dichloro-ethane (107-06-2) + benzene (71-43-2)

Conditions	Yield
aluminum oxide; hydrogen tetrachloropalladate; copper dichloride at 24.9 - 499.9℃; under 757.6 Torr; for 0.5h; Product distribution; other salts and supports as catalysts;

chloroethane (75-00-3) → 1,1-dichloroethane (75-34-3) + s-butyl chloride (78-86-4, 53178-20-4)

Conditions	Yield
With chlorine Mechanism; Irradiation; var. temperature, concns. of Cl2, O2, laser fluence;

1-bromo-1-chloroethane (593-96-4) → 1,1-dichloroethane (75-34-3) + 1,1-Dibromoethane (557-91-5)

Conditions	Yield
copper and nickel chlorides at 170℃; Equilibrium constant; Thermodynamic data; 200 - 250 deg C, ΔH(excit.), ΔS(excit).;

(1,1-dichloroethyl)trimethylsilane (15990-16-6) → 1,1-dichloroethane (75-34-3) + 1,1-dichloro-1-deuterio-ethane (65284-20-0)

Conditions	Yield
With methanol; deuteromethanol; sodium methylate at 21℃; Product distribution; value of product isotope effect;

α-chloroethyl radical (16520-13-1) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With chlorine at 24.9℃; under 700 Torr; Rate constant; Irradiation; var. bath gas (He) density;

α,α-dichloroethyl radical (19468-97-4) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With hydrogen bromide at 183.9℃; Kinetics; Rate constant; ΔH-, ΔS-changes;

1,1,1-trichloroethane (71-55-6) → 1,1-dichloroethane (75-34-3)

Conditions	Yield
With iron sulfide In water at 25℃; pH=8.3; Kinetics; Dehalogenation;

metaldehyde (108-62-3) + phosphorus pentachloride (10026-13-8, 874483-75-7) → 1,1-dichloroethane (75-34-3)

phosphorus pentachloride (10026-13-8, 874483-75-7) + paracetaldehyde (123-63-7) → 1,1-dichloroethane (75-34-3)

oxirane (75-21-8) + disulfur dichloride → 1,1-dichloroethane (75-34-3)

phosphorus pentachloride (10026-13-8, 874483-75-7) + acetaldehyde (75-07-0) → 1,1-dichloroethane (75-34-3)

4-Ethyl-5,8-dimethylthiochroman-6-carboxylic acid-1,1,dioxide (182426-32-0) + 1,1-dichloroethane (75-34-3) + 4-penten-3-one (1629-58-9) + 2,5-dimethylthiophenol (4001-61-0) → (2,5-dimethylphenyl)-3-oxopentylsulfide (182426-11-5)

Conditions	Yield
With triethylamine	100%

1-methyl-pyrrolidin-2-one (872-50-4) + 2-chloro-6-nitrobenzonitrile (6575-07-1) + 1,1-dichloroethane (75-34-3) → 2,6-dichloro-benzonitrile (1194-65-6)

Conditions	Yield
With lithium carbonate; aluminium trichloride	98%

1,1-dichloroethane (75-34-3) + 1-Methylene-2-<(tetrahydropyran-2-yloxy)methyl>dispiro<2.0.2.1>heptane (137943-57-8) → 1-Chloro-1-methyl-9-<(tetrahydropyran-2-yloxy)methyl>trispiro<2.0.0.2.1.1>nonane (137943-46-5)

Conditions	Yield
With n-butyllithium In diethyl ether; pentane at -40 - -35℃;	97%

1,1-dichloroethane (75-34-3) → 1,1-difluoroethane (75-37-6)

Conditions	Yield
With hydrogen fluoride; chromium(III) oxide at 200℃; under 1500.15 Torr; for 10 - 200h; Product distribution / selectivity; Molecular sieve MS-13X;	96.2%
With hydrogen fluoride; chromium(III) oxide at 200℃; under 1500.15 Torr; for 3 - 100h; Product distribution / selectivity;	62%
With hydrogen fluoride; antimonypentachloride at 50℃; im Autoklaven;

methyl 4-amino-5-bromo-2-methoxybenzenecarboxylate + thiophosgene (463-71-8) + 1,1-dichloroethane (75-34-3) → methyl 2-methoxy 4-isothiocyanato 5-bromo benzoate (111049-67-3)

Conditions	Yield
With calcium carbonate In water; Petroleum ether	96%

thiophosgene (463-71-8) + 1,1-dichloroethane (75-34-3) + methyl 4-amino-5-chloro-2-methoxybenzoate (20896-27-9) → methyl 2-methoxy 4-isothiocyanato 5-chloro benzoate (111049-64-0)

Conditions	Yield
With calcium carbonate In water; Petroleum ether	95.8%

1,1-dichloroethane (75-34-3) + <2-(Methoxymethyl)ethylidene>spiropentane (137943-52-3, 138008-29-4) → 1-Chloro-1-methyl-2-(methoxymethyl)dispiro<2.0.2.1>heptane (137943-43-2, 138051-19-1, 138051-20-4, 138051-21-5)

Conditions	Yield
With n-butyllithium In diethyl ether; pentane at -40 - -35℃;	95.5%

3-carboxy-1,1-dimethylindane (129948-78-3) + 1,1-dichloroethane (75-34-3) → 1,1-dimethyl-3-hydroxymethylindane

Conditions	Yield
sulfuric acid In methanol	95%

1,1-dichloroethane (75-34-3) + 4-chloro-3-ethylphenol (14143-32-9) → 2,4-dichloro-3-ethyl-6-nitrophenol (99817-36-4)

Conditions	Yield
With hydrogenchloride; chlorosulfonic acid; aqueous nitric acid; dihydrogen peroxide	95%
With hydrogenchloride; chlorosulfonic acid; aqueous nitric acid; dihydrogen peroxide	94%
With hydrogenchloride; chlorosulfonic acid; dihydrogen peroxide In aqueous nitric acid	92%

1,1-dichloroethane (75-34-3) + 2-(phenoxymethyl)benzoic acid (724-98-1) + O-ethylhydroxylamine hydrochloride (3332-29-4) → α-ethoxyimino-2-phenoxymethylbenzyl chloride

Conditions	Yield
With pyridine; thionyl chloride; triphenylphosphine In tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile	93.2%

2-(3-butenyloxy)tetrahydropyran (59574-65-1) + 1,1-dichloroethane (75-34-3) → 2-[2-(1-chloro-1-methylcycloprop-2-yl)ethoxy]tetrahydro-2H-pyran (107616-97-7)

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at 25℃; for 12h;	93%
With n-butyllithium In diethyl ether at -35℃;	76%
With n-butyllithium In diethyl ether; hexane at 20℃; for 12h;	61%

1,1-dichloroethane (75-34-3) → 1,1,1-trichloroethane (71-55-6) + 1,1,2-trichloroethane (79-00-5)

Conditions	Yield
With chlorine at 25℃; for 0.05h; Irradiation;	A 92.6% B 4.8%
Chlorierung im Licht;
With chlorine In chlorobenzene at 20℃; Product distribution; Irradiation; var. conc., presence of chloroethane;

methyl 2-(t-butyldiphenylsiloxy)propanoate + 1,1-dichloroethane (75-34-3) → 4-(tert-butyl-diphenyl-silanyloxy)-2,2-dichloro-pentan-3-one

Conditions	Yield
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: methyl 2-(t-butyldiphenylsiloxy)propanoate In diethyl ether at -78℃; for 0.75h; Alkylation;	92%

1-(2,2-dimethoxyethoxy)-2,3-dimethylbenzene + 1,1-dichloroethane (75-34-3) → 1-bromo-4-(2,2-dimethoxyethoxy)-2,3-dimethylbenzene

Conditions	Yield
With sodium hydroxide; bromine In methanol; water	92%

titanium(IV) isopropylate (546-68-9) + 1,1-dichloroethane (75-34-3) + Diethyl tartrate (408332-88-7) + phytol (150-86-7) → (2S,3S)-epoxy-(3S,7R,11R)-3,7,11,15-tetramethylhexadecane-1-ol

Conditions	Yield
With tert.-butylhydroperoxide; sodium hydroxide In CHCl3 -benzene; diethyl ether; dichloromethane	91.3%

1,1-dichloroethane (75-34-3) + Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate (163275-36-3) → (4R,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsiloxy)-2-chloro-7-(4-methoxybenzyloxy)-6,6-dimethylnonan-3-one (253662-98-5)

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100 - -78℃; for 1h;	91%
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: Methyl (2R,3R,5R,6S)-2,6-dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanoate In diethyl ether at -78℃; for 0.75h; Alkylation;	91%

benzoic acid methyl ester (93-58-3) + 1,1-dichloroethane (75-34-3) → 2,2-dichloro-1-phenylpropan-1-one (57169-51-4)

Conditions	Yield
Stage #1: 1,1-dichloroethane With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -100℃; for 0.5h; Metallation; Stage #2: benzoic acid methyl ester In diethyl ether at -78℃; for 0.75h; Alkylation;	91%

1-methyl-piperazine (109-01-3) + 9,10-dihydrodibenzazepine (494-19-9) + 1,1-dichloroethane (75-34-3) → N-methylpiperazinomethyl-2 dihydro-10,11 5H dibenzoazepine (64097-57-0)

Conditions	Yield
With sodium chloride; acetic acid; paraformaldehyde	91%

1,1-dichloroethane (75-34-3) + 1-methoxy-2,3-dihydro-1H-inden-2-ol (71720-52-0) + methanesulfonyl chloride (124-63-0) → trans-2-methane sulfonyloxy-1-methoxy indane

Conditions	Yield
With sodium carbonate; triethylamine In chloroform; water	90.5%

2-(prop-2-en-1-yloxy)oxane (69161-61-1, 4203-49-0) + 1,1-dichloroethane (75-34-3) → 1-Chloro-1-methyl-2-(tetrahydropyranyloxymethyl)cyclopropane (136908-89-9)

Conditions	Yield
With n-butyllithium In diethyl ether; pentane -35 - -40 deg C -> rt;	90%

1,4-dioxaspiro[4.4]non-6-ene (695-56-7) + 1,1-dichloroethane (75-34-3) → 6-methyl-6-chlorobicyclo<3.1.0>hex-2-one ethylene ketal (71946-87-7, 82536-58-1, 82536-61-6)

Conditions	Yield
With n-butyllithium In hexane; pentane at -40 - -30℃; for 0.666667h;	90%
With n-butyllithium In hexane; pentane at -40 - -30℃;	45%

1,1-dichloroethane (75-34-3) + 7-<2-(Tetrahydropyran-2-yloxy)ethylidene>dispiro<2.0.2.1>heptane (137943-59-0) → 1-Chloro-1-methyl-2-<(tetrahydropyran-2-yloxy)methyl>trispiro<2.0.2.0.2.0>nonane (137943-50-1)

Conditions	Yield
With n-butyllithium In diethyl ether; pentane at -40 - -35℃;	90%
With n-butyllithium

2,4-dimethyl-1H-pyrrole (625-82-1) + 1,1-dichloroethane (75-34-3) → 3,5-dimethylpyrrole-2-carbaldehyde (2199-58-8)

Conditions	Yield
In N-methyl-acetamide; water	90%

1,1-dichloroethane (75-34-3) + tetrabutylammomium bromide (1643-19-2) + propargyl bromide (106-96-7) → N,N,N'-tris-propargyl-p,p'-diamino diphenyl methane

Conditions	Yield
With sodium hydroxide In water	89%

nitrogen dioxide NO2 + 1,1-dichloroethane (75-34-3) + adamantane (281-23-2) + nitrogen(II) oxide (10102-43-9) → 1-nitroadamantane (7575-82-8)

Conditions	Yield
In acetonitrile	88%

1,1-dichloroethane (75-34-3) + ammonium chloride + p-aminoiodobenzene (540-37-4) → N-(4'-iodophenyl)-2-amino octane

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid	88%
With acetic acid	88%

hexadecylamine (143-27-1) + 1,1-dichloroethane (75-34-3) → N-hexadecyl-4-chloro-3-nitrobenzenesulfonamide (118938-20-8)

Conditions	Yield
With triethylamine In methanol	88%

1,1-dichloroethane (75-34-3) + O,S-diethyl-dithiophosphoric acid (60899-79-8) + 8-Cyano-4-methyl-5,6,7,8-tetrahydroquinoline (83246-80-4) → 4-Methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide (56717-18-1)

Conditions	Yield
With hydrogenchloride	88%

dilithium dicarbonyl(η5-cyclopentadienyl)(diphenylphosphido)molybdate(1-) (114133-29-8) + 1,1-dichloroethane (75-34-3) → 2,2-dicarbonyl-2-(η5-cyclopentadienyl)-3-methyl-1,1-diphenyl-1-phospha-2-molybdacyclopropane (89738-64-7)

Conditions	Yield
In tetrahydrofuran byproducts: LiCl; (Ar or N2); to soln. of Mo complex was added dropwise CH3CHCl2 at 0°C within 2 h, mixt. was slowly warmed up to room temp. and solvent was removed in vac.; residue was extd. three times with diethylether/hexane (1:5), exts. were chromd. (Al2O3, diethylether/hexane 1:5); elem. anal.;	88%

Upstream product

• 75-00-3 chloroethane 
• 75-01-4 chloroethylene 
• 107-06-2 1,2-dichloro-ethane 
• 75-44-5 phosgene 
• 123-63-7 paracetaldehyde 
• 74-86-2 acetylene 
• 19468-97-4 α,α-dichloroethyl radical 
• 7732-18-5 water 
• 124-38-9 carbon dioxide 
• 7782-50-5 chlorine 
• 78-00-2 tetraethyllead(IV) 
• 74-84-0 ethane 
• 75-21-8 oxirane 
• 79-36-7 dichloroacethyl chloride 

Downstream Products

• 104-90-5 5-ethyl-2-methyl-pyridine 
• 75-00-3 chloroethane 
• 75-01-4 chloroethylene 
• 13279-87-3 1,1,3-trichloro-butane 
• 766-94-9 vinyl phenyl ether 
• 13307-56-7 1,1-bis(phenylthio)ethane 
• 110-15-6 succinic acid 
• 127-18-4 1,1,2,2-tetrachloroethylene 
• 75-37-6 1,1-difluoroethane 
• 1615-75-4 1-chloro-1-fluoroethane 
• 557-91-5 1,1-Dibromoethane 
• 75-81-0 1,2-dibromo-2,2-dichloroethane 
• 13401-80-4 vinil sulfate 
• 74-84-0 ethane 

Relevant articles and documents

PROCESS FOR THE PRODUCTION OF VINYL CHLORIDE, HEAVIES, AND HYDROGEN CHLORIDE FROM ETHANE

A process is provided for the chlorination of ethane using chlorine as the chlorinating agent to produce hydrogen chloride (HCl) and vinyl chloride (VCM) and heavies.

A crystallographic and spectroscopic study on the reactions of WCl 6 with carbonyl compounds

WCl6, 1, reacted with two equivalents of HC(O)NR2 (R = Me, Et) in CH2Cl2 to afford the W(vi) oxo-derivatives WOCl4(OCHNR2) (R = Me, 2a; R = Et, 2b) as main products. The hexachlorotungstate(v) salts [{OC-N(Me)CH2CH2CH 2}2(μ-H)][WCl6], 3, and [PhNHC(Me)N(Ph)C(O) Me][WCl6], 4, were isolated in moderate yields from the 1:2 molar reactions of 1 with N-methyl-2-pyrrolidone (in CH2Cl2) and acetanilide (in CDCl3), respectively. The additions of two equivalents of ketones/aldehydes to 1/CH2Cl2 yielded the complexes WOCl4[OC(R)(R′)] (R = Me, R′ = Ph, 5a; R = R′ = Ph, 5b; R = R′ = Me, 5c; R = R′ = Et, 5d; R = H, R′ = 2-Me-C6H4, 5e) and equimolar amounts of C(R)(R′)Cl2. Analogously, WOCl3[κ2- {1,2-C6H4(O)(CHO)}], 5f, and 1,2-C6H 4(OH)(CHCl2) were obtained from 1 and salicylaldehyde. The 1:1 reaction of 1 with acetone in CH2Cl2 resulted in the clean formation of WOCl4 and 2,2-dichloropropane. Compounds 5a,b,f were isolated as crystalline solids, whereas 5c,d,e could be detected by solution NMR only. The interaction of 1/CH2Cl2 with isatin, in a 1:1 molar ratio, revealed to be a new, convenient route for the synthesis of 3,3-dichloro-2,3-dihydro-1H-indol-2-one, 6. The 1:1 reactions of 1 with R′OCH(R)CO2Me (R = H, R′ = Me; R = Me, R′ = H) in a chlorinated solvent afforded the tungsten(v) adducts WCl 4[κ2-OCH(R)CO2Me] (R = H, 7a; R = Me, 7b). 1/CH2Cl2 reacted sluggishly with equimolar quantities of trans-(CO2Et)CHCH(CO2Et) and CH2(CO 2Me)2 to give, respectively, the W(iv) derivatives WCl4[κ2-CH2(CO2Me) 2], 8a, and [WCl4-κ2-{trans-(CO 2Et)CHCH (CO2Et)}]n, 8b, in about 70% yields. The molecular structures of 2a, 3, 4, 5a, 5f, 7a and 7b were ascertained by X-ray diffraction studies.

RESIST COMPOSITION, METHOD OF FORMING RESIST PATTERN, NOVEL COMPOUND AND METHOD OF PRODUCING THE SAME, AND ACID GENERATOR

A compound represented by formula (I); and a compound represented by formula (b1-1): wherein X represents —O—, —S—, —O—R3— or —S—R4—, wherein each of R3 and R4 independently represents an alkylene group of 1 to 5 carbon atoms; R2 represents an alkyl group of 1 to 6 carbon atoms, an alkoxy group of 1 to 6 carbon atoms, a halogenated alkyl group of 1 to 6 carbon atoms, a halogen atom, a hydroxyalkyl group of 1 to 6 carbon atoms, a hydroxyl group or a cyano group; a represents an integer of 0 to 2; Q1 represents an alkylene group of 1 to 12 carbon atoms or a single bond; Y1 represents an alkylene group of 1 to 4 carbon atoms or a fluorinated alkylene group; M+ represents an alkali metal ion; and A+ represents an organic cation.