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76-03-9

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76-03-9 Usage

General Description

Trichloroethanoic acid, also known as trichloroacetic acid, is a strong organic acid with the chemical formula C2HCl3O2. It is a clear, colorless liquid with a pungent odor and is highly corrosive to skin and mucous membranes. Trichloroethanoic acid is commonly used in the chemical industry as a reagent for the synthesis of various compounds and as a peeling agent in dermatology for the treatment of skin conditions. It is also used in the analysis of proteins and nucleic acids, as well as in the synthesis of pharmaceuticals and pesticides. Due to its corrosive and toxic nature, trichloroethanoic acid should be handled with extreme caution and proper safety measures.

Check Digit Verification of cas no

The CAS Registry Mumber 76-03-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 6 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 76-03:
(4*7)+(3*6)+(2*0)+(1*3)=49
49 % 10 = 9
So 76-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)/p-1

76-03-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A11156)  Trichloroacetic acid, 99%   

  • 76-03-9

  • 250g

  • 333.0CNY

  • Detail
  • Alfa Aesar

  • (A11156)  Trichloroacetic acid, 99%   

  • 76-03-9

  • 500g

  • 601.0CNY

  • Detail
  • Alfa Aesar

  • (A11156)  Trichloroacetic acid, 99%   

  • 76-03-9

  • 1000g

  • 1082.0CNY

  • Detail
  • Alfa Aesar

  • (A11156)  Trichloroacetic acid, 99%   

  • 76-03-9

  • 5000g

  • 4587.0CNY

  • Detail
  • Alfa Aesar

  • (22156)  Trichloroacetic acid, ACS, 99%   

  • 76-03-9

  • 50g

  • 219.0CNY

  • Detail
  • Alfa Aesar

  • (22156)  Trichloroacetic acid, ACS, 99%   

  • 76-03-9

  • 250g

  • 826.0CNY

  • Detail
  • Alfa Aesar

  • (22156)  Trichloroacetic acid, ACS, 99%   

  • 76-03-9

  • 1kg

  • 2436.0CNY

  • Detail
  • Sigma-Aldrich

  • (31267)  Trichloroaceticacid  PESTANAL®, analytical standard

  • 76-03-9

  • 31267-250MG

  • 317.07CNY

  • Detail
  • Sigma-Aldrich

  • (91230)  Trichloroaceticacid  ACS reagent, for the determination of Fe in blood according to Heilmeyer, ≥99.5%

  • 76-03-9

  • 91230-100G

  • 358.02CNY

  • Detail
  • Sigma-Aldrich

  • (91230)  Trichloroaceticacid  ACS reagent, for the determination of Fe in blood according to Heilmeyer, ≥99.5%

  • 76-03-9

  • 91230-500G

  • 1,811.16CNY

  • Detail
  • Sigma-Aldrich

  • (91230)  Trichloroaceticacid  ACS reagent, for the determination of Fe in blood according to Heilmeyer, ≥99.5%

  • 76-03-9

  • 91230-1KG

  • 2,585.70CNY

  • Detail
  • Supelco

  • (47658-U)  Trichloroaceticacidsolution  certified reference material, 1000 μg/mL in methyl tert-butyl ether

  • 76-03-9

  • 47658-U

  • 359.19CNY

  • Detail

76-03-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name trichloroacetic acid

1.2 Other means of identification

Product number -
Other names Trichloroacetic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76-03-9 SDS

76-03-9Synthetic route

4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate
1194657-31-2

4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate

A

Tetrahydro-4H-pyran-4-one
29943-42-8

Tetrahydro-4H-pyran-4-one

B

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

C

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;A n/a
B 95%
C n/a
trichloro-acetic acid (4,5-dimethoxy-2,6-dinitro-phenyl)-phenyl-methyl ester
479637-68-8

trichloro-acetic acid (4,5-dimethoxy-2,6-dinitro-phenyl)-phenyl-methyl ester

A

4,5-dimethoxy-2-nitroso-6-nitrobenzophenone

4,5-dimethoxy-2-nitroso-6-nitrobenzophenone

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
In dichloromethane for 0.0666667h; Quantum yield; Further Variations:; Solvents; irradiation wavelength; UV-irradiation;A 69%
B n/a
trichloroacetonitrile
545-06-2

trichloroacetonitrile

A

trichloroacetamide
594-65-0

trichloroacetamide

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water at 140℃; for 6h; Sealed tube;A 52%
B 52%
With hydrogenchloride at 20℃; for 96h; Kinetics; Further Variations:; pH-values; Reagents; Hydrolysis;
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

2

2

A

dichloro-acetic acid
79-43-6

dichloro-acetic acid

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 25℃; pH=2.8; Product distribution; Further Variations:; Reagents; Oxidation; UV-irradiation;A 0.18%
B 0.11%
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With chlorine unter Wasser im Sonnenlicht;
Ethyl trichloroacetate
515-84-4

Ethyl trichloroacetate

A

ethanol
64-17-5

ethanol

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
hydrogenchloride In water at 25℃; Mechanism; Kinetics; Thermodynamic data; concentration; temperature; ΔH(excit.), ΔS(excit.); constant ionic strength;
trichloroacetic acid isopropyl ester
3974-99-0

trichloroacetic acid isopropyl ester

A

isopropyl alcohol
67-63-0

isopropyl alcohol

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
hydrogenchloride In water at 45℃; Mechanism; Rate constant; concentration; constant ionic strength;
2,2,2-trichloroacetyl pyrrole
84174-89-0

2,2,2-trichloroacetyl pyrrole

A

pyrrole
109-97-7

pyrrole

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water at 25℃; Rate constant; var. acidity;
<2,2,2-trichloro-1-<(pentachloroethyl)imino>ethyl>phosphorimidic trichloride
74067-78-0

<2,2,2-trichloro-1-<(pentachloroethyl)imino>ethyl>phosphorimidic trichloride

A

trichloroacetamide
594-65-0

trichloroacetamide

B

trichloroacetonitrile
545-06-2

trichloroacetonitrile

C

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water for 0.25h; Heating;
N-(3,5,5-trimethyl-2-pyrazolin-2-ylcarbonyl)-2,2,2-trichloroacetamide
107996-90-7

N-(3,5,5-trimethyl-2-pyrazolin-2-ylcarbonyl)-2,2,2-trichloroacetamide

A

3,5,5-trimethyl-4,5-dihydro-1H-pyrazole-1-carboxamide
3786-02-5

3,5,5-trimethyl-4,5-dihydro-1H-pyrazole-1-carboxamide

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water Heating;
Trichloro-acetic acid 1-phenoxy-ethyl ester

Trichloro-acetic acid 1-phenoxy-ethyl ester

A

acetaldehyde
75-07-0

acetaldehyde

B

phenol
108-95-2

phenol

C

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water In acetonitrile Rate constant; var. pH;
Methyl trichloroacetate
598-99-2

Methyl trichloroacetate

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With lithium hydroxide In water; isopropyl alcohol at -7℃; for 0.25h;
Trichloressigsaeure-β-nitroaethylester
13005-97-5

Trichloressigsaeure-β-nitroaethylester

A

1-nitroethylene
3638-64-0

1-nitroethylene

B

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
at 225℃; Rate constant; various initial vapour pressures and surface-to-volume ratios; activation energy E, logA, ΔS(excit.); other temp.;
sulfuric acid
7664-93-9

sulfuric acid

2,4,6-tris-trichloromethyl-1,2,3,4-tetrahydro-[1,3,5]triazine

2,4,6-tris-trichloromethyl-1,2,3,4-tetrahydro-[1,3,5]triazine

A

ammonia
7664-41-7

ammonia

B

chloral
75-87-6

chloral

C

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
higher-melting form of 2,4,6-tris-trichloromethyl-1,2,3,4-tetrahydro-<1,3,5>triazine;
2-chloro-2,5-bis-trichloromethyl-[1,3]dioxolan-4-one

2-chloro-2,5-bis-trichloromethyl-[1,3]dioxolan-4-one

water
7732-18-5

water

A

trichloroacetic acid
76-03-9

trichloroacetic acid

B

trichlorolactic acid

trichlorolactic acid

water
7732-18-5

water

bromine
7726-95-6

bromine

chloral
75-87-6

chloral

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
at 30℃; Kinetics;
at 40℃; Kinetics;
nitric acid
7697-37-2

nitric acid

chloral
75-87-6

chloral

trichloroacetic acid
76-03-9

trichloroacetic acid

water
7732-18-5

water

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

trichloroacetic acid
76-03-9

trichloroacetic acid

chloral
75-87-6

chloral

magnesium aluminium ethylate

magnesium aluminium ethylate

A

1,1,1-trichloroethanol
115-20-8

1,1,1-trichloroethanol

B

trichloroacetic acid
76-03-9

trichloroacetic acid

chloral
75-87-6

chloral

oxygen

oxygen

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

phosgene
75-44-5

phosgene

C

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

D

trichloroacetic acid
76-03-9

trichloroacetic acid

Conditions
ConditionsYield
im Dunkeln und im Sonnenlicht oder im kuenstlichen Licht;
trianilinophosphazobenzene
112981-12-1

trianilinophosphazobenzene

trichloroacetic acid
76-03-9

trichloroacetic acid

tetraanilinophosphonium trichloroacetate

tetraanilinophosphonium trichloroacetate

Conditions
ConditionsYield
100%
dibenzyl-(7-oxa-bicyclo[4.1.0]hept-2-yl)-amine

dibenzyl-(7-oxa-bicyclo[4.1.0]hept-2-yl)-amine

trichloroacetic acid
76-03-9

trichloroacetic acid

trichloro-acetic acid 3-dibenzylamino-2-hydroxy-cyclohexyl ester

trichloro-acetic acid 3-dibenzylamino-2-hydroxy-cyclohexyl ester

Conditions
ConditionsYield
Heating;100%
(1RS,2SR,3SR)-1,2-epoxy-3-(N,N-dibenzylamino)cyclohexane

(1RS,2SR,3SR)-1,2-epoxy-3-(N,N-dibenzylamino)cyclohexane

trichloroacetic acid
76-03-9

trichloroacetic acid

(1RS,2RS,3RS)-1-trichloroacetoxy-2-hydroxy-3-(N,N-dibenzylamino)cyclohexane

(1RS,2RS,3RS)-1-trichloroacetoxy-2-hydroxy-3-(N,N-dibenzylamino)cyclohexane

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;100%
In dichloromethane at 20℃; for 16h; optical yield given as %de; diastereoselective reaction;100%
(RS)-3-(N,N-dibenzylamino)cyclohex-1-ene
212203-90-2

(RS)-3-(N,N-dibenzylamino)cyclohex-1-ene

trichloroacetic acid
76-03-9

trichloroacetic acid

(1RS,2RS,3RS)-1-trichloroacetoxy-2-hydroxy-3-(N,N-dibenzylamino)cyclohexane

(1RS,2RS,3RS)-1-trichloroacetoxy-2-hydroxy-3-(N,N-dibenzylamino)cyclohexane

Conditions
ConditionsYield
Stage #1: (RS)-3-(N,N-dibenzylamino)cyclohex-1-ene; trichloroacetic acid In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 20℃; for 21h; optical yield given as %de; diastereoselective reaction;
100%
Stage #1: (RS)-3-(N,N-dibenzylamino)cyclohex-1-ene; trichloroacetic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃;
40%
Stage #1: (RS)-3-(N,N-dibenzylamino)cyclohex-1-ene; trichloroacetic acid In dichloromethane at 20℃; for 0.0833333h;
Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 21h; Kinetics; Mechanism;
(S)-3,3-dimethyl-1,1-diphenyl-1-(trimethylsilyloxy)butan-2-amine
1449380-30-6

(S)-3,3-dimethyl-1,1-diphenyl-1-(trimethylsilyloxy)butan-2-amine

trichloroacetic acid
76-03-9

trichloroacetic acid

(S)-3,3-dimethyl-1,1-diphenyl-1-(trimethylsilyloxy)butan-2-amine trifluoroacetic acid salt
1449380-37-3

(S)-3,3-dimethyl-1,1-diphenyl-1-(trimethylsilyloxy)butan-2-amine trifluoroacetic acid salt

Conditions
ConditionsYield
In dichloromethane at 0℃;100%
(2S)-2-amino-3,3-dimethyl-1,1-diphenyl-1-butanol
144054-70-6

(2S)-2-amino-3,3-dimethyl-1,1-diphenyl-1-butanol

trichloroacetic acid
76-03-9

trichloroacetic acid

(S)-1-hydroxy-3,3-dimethyl-1,1-diphenylbutan-2-amininium trichloroacetate

(S)-1-hydroxy-3,3-dimethyl-1,1-diphenylbutan-2-amininium trichloroacetate

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;100%
C27H26BrNO2*C24H32O8

C27H26BrNO2*C24H32O8

trichloroacetic acid
76-03-9

trichloroacetic acid

C27H26BrNO2*C24H32O8*C2HCl3O2

C27H26BrNO2*C24H32O8*C2HCl3O2

Conditions
ConditionsYield
In chloroform at 20℃; for 0.166667h; Inert atmosphere;100%
C27H32N2O2*C24H32O8

C27H32N2O2*C24H32O8

trichloroacetic acid
76-03-9

trichloroacetic acid

C27H32N2O2*C24H32O8*C2HCl3O2

C27H32N2O2*C24H32O8*C2HCl3O2

Conditions
ConditionsYield
In chloroform at 20℃; for 0.0833333h; Time; Solvent;100%
C30H34N2O4*C24H32O8

C30H34N2O4*C24H32O8

trichloroacetic acid
76-03-9

trichloroacetic acid

C30H34N2O4*C24H32O8*C2HCl3O2

C30H34N2O4*C24H32O8*C2HCl3O2

Conditions
ConditionsYield
In chloroform at 20℃; for 0.0833333h; Time; Solvent;100%
C27H32N2O2

C27H32N2O2

trichloroacetic acid
76-03-9

trichloroacetic acid

C27H32N2O2*C2HCl3O2

C27H32N2O2*C2HCl3O2

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere;100%
C30H34N2O4

C30H34N2O4

trichloroacetic acid
76-03-9

trichloroacetic acid

C30H34N2O4*C2HCl3O2

C30H34N2O4*C2HCl3O2

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere;100%
(S)-N-((S)-2,3-dihydroxypropyl)pyrrolidine-2-carboxamide

(S)-N-((S)-2,3-dihydroxypropyl)pyrrolidine-2-carboxamide

trichloroacetic acid
76-03-9

trichloroacetic acid

C8H16N2O3*C2HCl3O2

C8H16N2O3*C2HCl3O2

Conditions
ConditionsYield
In methanol at 20℃; for 0.25h;100%
titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

trichloroacetic acid
76-03-9

trichloroacetic acid

A

Ti(OiPr)3(OOCCCl3)
282535-93-7

Ti(OiPr)3(OOCCCl3)

B

Ti(OiPr)2(OOCCCl3)2

Ti(OiPr)2(OOCCCl3)2

Conditions
ConditionsYield
In toluene byproducts: 2-propanol; a soln. of the acid in toluene added dropwise with stirring to a soln. of Ti(OiPr)4 in toluene (1:1 stoichiometric ratio) over 1/2 h at room temp., react. mixt. stirred for 6 h to give a light red soln.; volatiles removed in vacuo, solid residue given, elem. anal.;A 99.5%
B 99.9%
mercury(II) oxide

mercury(II) oxide

trichloroacetic acid
76-03-9

trichloroacetic acid

mercury(II) trichloroacetate
15873-63-9, 20464-21-5

mercury(II) trichloroacetate

Conditions
ConditionsYield
With calcium carbonate In methanol byproducts: H2O; addn. of oxide so soln. of acid, stirring, addn. of reagent; evapn. (vac.);99%
Zr(isopropoxide)4(HOiPr)
14717-56-7

Zr(isopropoxide)4(HOiPr)

trichloroacetic acid
76-03-9

trichloroacetic acid

Zr2(μ-O(i)Pr)2(μ-OOCCCl3)(O(i)Pr)4(OOCCCl3)(HO(i)Pr)
914462-27-4

Zr2(μ-O(i)Pr)2(μ-OOCCCl3)(O(i)Pr)4(OOCCCl3)(HO(i)Pr)

Conditions
ConditionsYield
In toluene soln. Cl3CCOOH in toluene was added dropwise to soln. Zr complex in toluene over 33 min at room temp. and stirred for 6 h; solvent was removed in vacuo, residue was dissolved in toluene and crystd. at -20°C; elem. anal.;99%
In toluene soln. Cl3CCOOH in toluene was added dropwise to soln. Zr complex in toluene over 33 min at room temp. and stirred for 6 h; solvent was removed in vacuo, residue was dissolved in toluene and crystd. at -20°C; elem. anal.;74.06%
2,5-dimethyl-4-(N,N-dibenzylamino)hex-3-ene
1254833-35-6

2,5-dimethyl-4-(N,N-dibenzylamino)hex-3-ene

trichloroacetic acid
76-03-9

trichloroacetic acid

(RS,SR)-1-N,N-dibenzylamino-2,3-epoxy-1-isopropyl-3-methylbutane

(RS,SR)-1-N,N-dibenzylamino-2,3-epoxy-1-isopropyl-3-methylbutane

Conditions
ConditionsYield
Stage #1: 2,5-dimethyl-4-(N,N-dibenzylamino)hex-3-ene; trichloroacetic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With water; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 21h;
Stage #3: With sodium hydrogencarbonate In dichloromethane; water optical yield given as %de; diastereoselective reaction;
99%
trichloroacetic acid
76-03-9

trichloroacetic acid

barium(II) trichloroacetate

barium(II) trichloroacetate

Conditions
ConditionsYield
With barium carbonate In water at 20℃;99%
3-methyl-1-sulphonic acid imidazolium chloride
905707-78-0

3-methyl-1-sulphonic acid imidazolium chloride

trichloroacetic acid
76-03-9

trichloroacetic acid

3-methyl-1-sulfoimidazolium trichloroacetate

3-methyl-1-sulfoimidazolium trichloroacetate

Conditions
ConditionsYield
In neat (no solvent) at 20℃;99%
methanol
67-56-1

methanol

trichloroacetic acid
76-03-9

trichloroacetic acid

Methyl trichloroacetate
598-99-2

Methyl trichloroacetate

Conditions
ConditionsYield
With iron(III) sulfate; sulfuric acid for 3h; Heating;98%
With sulfuric acid
allyl alcohol
107-18-6

allyl alcohol

trichloroacetic acid
76-03-9

trichloroacetic acid

trichloro-acetic acid allyl ester
6304-34-3

trichloro-acetic acid allyl ester

Conditions
ConditionsYield
With sulfuric acid In benzene at 115℃; for 4h;98%
With sulfuric acid75%
With sulfuric acid In benzene Reflux;75%
at 19.9℃; Thermodynamic data; Kinetics; Rate constant; in the presence of p-toluenesulfonic acid, further temperatures;
triphenylbismuthane
603-33-8

triphenylbismuthane

trichloroacetic acid
76-03-9

trichloroacetic acid

triphenylbismuth bis(trichloroacetate)
28719-49-5

triphenylbismuth bis(trichloroacetate)

Conditions
ConditionsYield
With H2O2 In diethyl ether byproducts: H2O; soln. of CCl3COOH and 27.5% H2O2 in ether mixed with Ph3Bi in ether; reacted for 24 h; identified by elem. anal., characterized by IR spectrum;98%
With tert.-butylhydroperoxide In diethyl ether byproducts: t-BuOH, H2O; t-BuOOH (5 mmol) was added dropwise to a stirred cold (5-10°C) soln. of Ph3Bi (5 mmol) and carboxylic acid (10 mmol) in Et2O; the mixt. was kept in the dark for 24 h at room temp.; the solvent was distd. off under reduced pressure; purifn. by recrystn. (CHCl3/hexane);30%
With H2O2 In diethyl ether
basic copper carbonate monohydrate

basic copper carbonate monohydrate

trichloroacetic acid
76-03-9

trichloroacetic acid

copper(II) trichloroacetate trihydrate

copper(II) trichloroacetate trihydrate

Conditions
ConditionsYield
With Raney nickel In water copper carbonate was added to an aq. soln. of CCl3COOH in a stoich. ratio at 40°C to yield a blue ppt.; recrystn. from water;;98%
zinc(II) oxide

zinc(II) oxide

trichloroacetic acid
76-03-9

trichloroacetic acid

zinc (II) trichloroacetate

zinc (II) trichloroacetate

Conditions
ConditionsYield
In H2O Cl3CCOOH was added to suspn. ZnO in H2O, mixt. was stirred until ZnO dissolved completely; mixt. was filtered, mother liquor was evapd. in vac., dried for 8 h at 2Torr and, 50°C; elem. anal.;98%
1-(N,N-dibenzylamino)-1-phenyl-3-methylbut-2-ene
1254833-32-3

1-(N,N-dibenzylamino)-1-phenyl-3-methylbut-2-ene

trichloroacetic acid
76-03-9

trichloroacetic acid

(RS,SR)-1-N,N-dibenzylamino-2,3-epoxy-3-methyl-1-phenylbutane

(RS,SR)-1-N,N-dibenzylamino-2,3-epoxy-3-methyl-1-phenylbutane

Conditions
ConditionsYield
Stage #1: 1-(N,N-dibenzylamino)-1-phenyl-3-methylbut-2-ene; trichloroacetic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With water; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 1h;
Stage #3: With sodium hydrogencarbonate In dichloromethane; water optical yield given as %de; diastereoselective reaction;
98%
titanium tetra(sec-butoxide)
873376-17-1

titanium tetra(sec-butoxide)

trichloroacetic acid
76-03-9

trichloroacetic acid

C12H18Cl6O6Ti

C12H18Cl6O6Ti

Conditions
ConditionsYield
In toluene at 25℃; for 10h; Schlenk technique;98%
tetrabutoxytitanium

tetrabutoxytitanium

trichloroacetic acid
76-03-9

trichloroacetic acid

C14H27Cl3O5Ti

C14H27Cl3O5Ti

Conditions
ConditionsYield
In toluene at 25℃; for 10h; Schlenk technique;98%
2-ethylhexanoic acid chloride
760-67-8

2-ethylhexanoic acid chloride

trichloroacetic acid
76-03-9

trichloroacetic acid

(trichloroacetyl 2-ethylhexanoyl)anhydride

(trichloroacetyl 2-ethylhexanoyl)anhydride

Conditions
ConditionsYield
pentabutyl propyl guanidinium chloride; silica gel In neat (no solvent) at 80℃; for 8h;97%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

trichloroacetic acid
76-03-9

trichloroacetic acid

α-(trichloromethyl)benzenepropanol
82772-38-1

α-(trichloromethyl)benzenepropanol

Conditions
ConditionsYield
With sodium trichloroacetate In N,N-dimethyl-formamide at 23℃; for 0.5h;97%
With sodium trichloroacetate In N,N-dimethyl-formamide at 25 - 35℃; Decarboxylation; addition;90%
With sodium trichloroacetate In N,N-dimethyl-formamide at 0 - 20℃;53%
4a,10a-ethylenedioxy-1,3,10-trimethyl-4a,5,10,10a-tetrahydroalloxazine
64267-60-3

4a,10a-ethylenedioxy-1,3,10-trimethyl-4a,5,10,10a-tetrahydroalloxazine

trichloroacetic acid
76-03-9

trichloroacetic acid

1,3,10-trimethylalloxazinium trichloroacetate
89027-67-8

1,3,10-trimethylalloxazinium trichloroacetate

Conditions
ConditionsYield
In diethyl ether; acetonitrile Ambient temperature;97%
dimethyl 3,6-dihydro-2H-thiopyran-2,2-dicarboxylate

dimethyl 3,6-dihydro-2H-thiopyran-2,2-dicarboxylate

trichloroacetic acid
76-03-9

trichloroacetic acid

dimethyl cis-5-[2,2,2-(trichloroacetyloxy)methyl]-4-iodotetrahydrothiophene-2,2-dicarboxylate

dimethyl cis-5-[2,2,2-(trichloroacetyloxy)methyl]-4-iodotetrahydrothiophene-2,2-dicarboxylate

Conditions
ConditionsYield
With N-iodo-succinimide In chloroform at 20℃; for 2h;97%

76-03-9Relevant articles and documents

Influence of TiO2 Surface on 1,2-Chlorine Shift in β-Chlorine Substituted Radicals As Studied by Radiation Chemistry and Photocatalysis

Mao, Yun,Schoeneich, Christian,Asmus, Klaus-Dieter

, p. 8522 - 8529 (1992)

The influence of surface-specific parameters on the photocatalytically induced oxidative degradation of halogenated hydrocarbons in aqueous TiO2 suspensions has been evaluated by comparing the results obtained in this heterogeneous system with those from γ-irradiated homogeneous aqueous solutions.A 1,2-chlorine shift known to occur in β-chlorinated alkyl radicals and the products obtained upon degradation of these radicals (particularly various chloroacetic acids) have been used as markers in these investigations.The results indicated that this chlorine shift, e.g., the rearrangement of CCl3-CH2(.) -> (.)CCl2-CH2Cl, occurs much slower (k in the order of 106 s-1) at the TiO2 surface than the homogeneous solution, where the present data confirm earlier rate constants of >/=108 s-1.This slowdown of the rearrangement process is attributed to steric hindrance in the surface-adsorbed state of the radicals.In the heterogeneous systems the rearrangement can, in fact, be interfered with by peroxidation of the unrearranged radical in the presence of molecular oxygen while such a competition cannot be achieved in the homogeneous solution even at high O2 concentrations.Experimentally, this has been demonstrated, for example, by the fate of the (.)CHCl-CCl3 radical generated upon oxidative C-H cleavage from 1,1,1,2-tetrachloroethane.Direct oxygen addition to this species yields the (.)OOCHCl-CCl3 peroxyl radical which eventually degrades into CCl3COOH.After rearrangement ((.)CHCl-CCl3 -> CHCl2-CCl2(.)) and subsequent peroxidation the then formed CHCl2-CCl2OO(.) peroxyl radical ends up in a completely different acid, namely, CHCl2COOH.It could further be deduced that the 1,2-chlorine shift occurs via a bridged mechanism without transient liberation of the chlorine atom, thereby rendering an alternatively possible chlorine elimination/readdition mechanism an unlikely event.Finally, a marked pH dependence of the product distribution in both the γ-radiolytic and photocatalytic systems is suggested to reflect acid/base catalyzed hydrolysis processes en route of the radical degradation to their final products.

New acyloxy nitroso compounds with improved water solubility and nitroxyl (HNO) release kinetics and inhibitors of platelet aggregation

Mohamed, Heba A.H.,Abdel-Aziz, Mohamed,Abuo-Rahma, Gamal El-Din A.A.,King, S. Bruce

, p. 6069 - 6077 (2015/11/10)

New acyloxy nitroso compounds, 4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate and 4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate were prepared. These compounds release HNO under neutral conditions with half-lives between 50 and 120 min, identifying these HNO donors as kinetically intermediate to the much slower acetate derivative and the faster trifluoroacetic acid derivative. These compounds or HNO-derived from these compounds react with thiols, including glutathione, thiol-containing enzymes and heme-containing proteins in a similar fashion to other acyloxy nitroso compounds. HNO released from these acyloxy nitroso compounds inhibits activated platelet aggregation. These acyloxy nitroso compounds augment the range of release for this group of HNO donors and should be valuable tools in the further study of HNO biology.

Nucleofugality of aliphatic carboxylates in mixtures of aprotic solvents and water

Mati, Mirela,Denegri, Bernard,Kronja, Olga

, p. 375 - 384 (2015/10/12)

The leaving group ability (nucleofugality) of fluoroacetate, chloroacetate, bromoacetate, dichloroacetate, trifluoroacetate, trichloroacetate, heptafluorobutyrate, formate, isobutyrate, and pivalate have been derived from the solvolysis rate constants of the corresponding X,Y-substituted benzhydryl carboxylates in 60 % and 80 % aqueous acetonitrile and 60 % aqueous acetone, applying the LFER equation: log k = sf(Ef + Nf). The experimental barriers (ΔG?,exp) for solvolyses of 11 reference dianisylmethyl carboxylates in these solvents correlate very well (r = 0.994 in all solvents) with ΔG?,model of the model σ-assisted heterolytic displacement reaction of cis-2,3-dihydroxycyclopropyl trans-carboxylates calculated earlier. Linear correlation observed between the log k for the reference dianisylmethyl carboxylates and the sf values enables estimation of the reaction constant (sfestim). Using the ΔG?,exp vs. ΔG?,model correlation, and taking the estimated sfestim, the nucleofugality parameters for other 34 aliphatic carboxylates have been determined in 60 % and 80 % aqueous acetonitrile and 60 % aqueous acetone. The most important variable that determines the reactivity of aliphatic carboxylates in aprotic solvent/water mixtures is the inductive effect of the group(s) attached onto the carboxylate moiety.

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