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5949-29-1

Basic Information
CAS No.: 5949-29-1
Name: Citric acid monohydrate
Molecular Structure:
Molecular Structure of 5949-29-1 (Citric acid monohydrate)
Formula: C6H10O8
Molecular Weight: 210.1388
Synonyms: Citric acid hydrate;UNII-2968PHW8QP;Citric Acid Mono;
EINECS: 200-662-2
Density: 0.791 g/mL at 25 °C(lit.)
Melting Point: -94 °C(lit.)
Boiling Point: 309.6 °C at 760 mmHg
Flash Point: 155.2 °C
Solubility: 1630 g/L (20 °C) in water
Appearance: white crystals or powder
Hazard Symbols: FlammableF, IrritantXi
Risk Codes: 11-36-66-67-41-36/37/38-37/38
Safety: 9-16-26-37/39-36/37/39-36
Transport Information: UN 1090 3/PG 2
PSA: 141.36000
LogP: -1.31280
Synthetic route
7758-19-2

sodium chlorite

5949-29-1

citric acid monohydrate

Conditions
ConditionsYield
With sodium hydroxide

2-(4-(3-(5-ethyl-4-oxo-7-propyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)-4-propoxyphenylsulfonyl)piperazin-1-yl)ethyl 6-(nitrooxy)hexanoate

5949-29-1

citric acid monohydrate

C6H8O7*C32H46N6O9S

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;98.8%

(S)-2-(4-(3-(5-ethyl-4-oxo-7-propyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)-4-propoxyphenylsulfonyl)piperazin-1-yl)ethyl 5,6-bis(nitrooxy)hexanoate

5949-29-1

citric acid monohydrate

C6H8O7*C32H45N7O12S

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;97.8%
56-87-1

L-lysine

5949-29-1

citric acid monohydrate

L-lysine calcium citrate

Conditions
ConditionsYield
Stage #1: citric acid monohydrate With calcium oxide In water at 20℃;
Stage #2: L-lysine In water at 70 - 80℃; for 4h;
97.1%
74-79-3

L-arginine

5949-29-1

citric acid monohydrate

L-arginine calcium citrate

Conditions
ConditionsYield
Stage #1: citric acid monohydrate With calcium hydroxide In water at 20℃;
Stage #2: L-arginine In water at 70 - 80℃; for 4h;
96%
3040-38-8

Acetyl-L-carnitine

5949-29-1

citric acid monohydrate

acetyl L-carnitine calcium citrate

Conditions
ConditionsYield
Stage #1: citric acid monohydrate With calcium carbonate In water at 20℃;
Stage #2: Acetyl-L-carnitine In water at 70 - 80℃; for 4h;
95.8%
5949-29-1

citric acid monohydrate

20064-19-1

propionyl-L-carnitine

propionyl L-carnitine calcium citrate

Conditions
ConditionsYield
Stage #1: citric acid monohydrate With calcium hydroxide In water at 20℃;
Stage #2: propionyl-L-carnitine In water at 70 - 80℃; for 4h;
95.3%
7664-41-7

ammonia

7722-84-1

dihydrogen peroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

743369-26-8

zinc(II) carbonate

Zn(2+)*4NH4(1+)*[Ti2(O2)2(H(O2CC(CH2CO2)2O)2)]2(6-)*12H2O=Zn(NH4)4([Ti2(O2)2(H(O2CC(CH2CO2)2O)2)]2)*12H2O

Conditions
ConditionsYield
In water TiCl4 added dropwise to a water on ice bath, H2O2 and acid added, allowed to warm to room temp., carbonate added, pH adjusted to 2 (aq. ammonia); crystd. (THF/water) for several d at 4°C; elem. anal.;94.6%
7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

1310-65-2

lithium hydroxide

2Li(1+)*Ti(4+)*3O2CC(CH2CO2)2O(4-)*6H(1+)*4H2O=Li2[Ti(HO2CC(CH2CO2)2OH)3]*4H2O

Conditions
ConditionsYield
In water TiCl4 added dropwise to a water on ice bath, acid added at room temp., pH adjusted to 2 (LiOH); stored for several d at room temp.; elem. anal.;93.7%

[(1R)-1-{2-[(2-fluoro-5-methylphenyl)formamido]acetamido}-3-methylbutyl]boronic acid

5949-29-1

citric acid monohydrate

2-[4-(carboxymethyl)-2-[(1R)-1-{2-[(2-fluoro-5-methylphenyl)formamido]acetamido}-3-methylbutyl]-5-oxo-1,3,2-dioxaborolan-4-yl]acetic acid

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 2h;89.5%

chloroauric acid

7664-41-7

ammonia

7722-84-1

dihydrogen peroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

(ammonium)7[Ti4(η2-peroxo)4(citrate(4-))2(citrate(3-))2][AuCl4]*12water

Conditions
ConditionsYield
In water addn. of titanium chloride to water at 0°C, addn. of hydrogen peroxide and citric acid, warming to room temp., addn. of gold compd., adjusting pH to 2 by aq. ammonia; crystn. at 4°C from aq. THF, elem. anal.;89%

aluminum(III) nitrate nonahydrate

7664-41-7

ammonia

5949-29-1

citric acid monohydrate

4NH4(1+)*[Al(C6H4O7)(C6H5O7)](4-)*2H2O=(NH4)4[Al(C6H4O7)(C6H5O7)]*2H2O

Conditions
ConditionsYield
In water byproducts: H2O; dissolving of Al(NO3)3*9H2O and citric acid monohydrate with 1:2 molar ratio in nano-pure water; stirring at 50°C overnight, rotary evapn. to dryness, redissolving in min. amt. of H2O, adjusting of pH to 4.5 with aq. ammonia; crystn. at 4°C in abs. ethanol, filtration; elem. anal.;88.4%
7664-41-7

ammonia

7722-84-1

dihydrogen peroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

534-17-8

caesium carbonate

Cs2(NH4)6[Ti4(O2)4(citric acid(-3H))2(citric acid(-4H))2]Cl2*8H2O

Conditions
ConditionsYield
In water TiCl4 added dropwise to H2O, cooled in an ice bath, H2O2 soln. and citric acid monohydrate added, warmed to room temp., treated with Cs2CO3, pH adjusted to 2 using NH3 soln.; crystd. from H2O/THF at 4°C for days; elem. anal.;87.4%
7664-41-7

ammonia

7722-84-1

dihydrogen peroxide

7550-45-0

titanium tetrachloride

554-13-2

lithium carbonate

5949-29-1

citric acid monohydrate

2Li(1+)*4NH4(1+)*[Ti2(O2)2(H(O2CC(CH2CO2)2O)2)]2(6-)*5H2O=Li2(NH4)4([Ti2(O2)2(H(O2CC(CH2CO2)2O)2)]2)*5H2O

Conditions
ConditionsYield
In water TiCl4 added dropwise to a water on ice bath, H2O2 and acid added, allowed to warm to room temp., carbonate added, pH adjusted to 2 (aq. ammonia); crystd. (THF/water) for several d at 4°C; elem. anal.;86.4%

lanthanum(III) oxide

5949-29-1

citric acid monohydrate

790221-94-2, 15416-19-0

[La(citric acis(-3H))(H2O)]

Conditions
ConditionsYield
In water High Pressure; under hydrothermal conditions; equimolar mixt. of La2O3 and citric acid in water (pH 2.2-2.5) heated at 120°C for 5 d; ppt. sepd. from hot mixt.; washed with cold water; dried under vac.; elem. anal.;85%
5949-29-1

citric acid monohydrate

105344-45-4

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-4-methyl-7-oxo-6-<(1R)-1-trimethylsilyloxoethyl>-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate

96036-02-1

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-6-<(1R)-1-hydroxyethyl>-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate

Conditions
ConditionsYield
In methanol84%
In methanol84%

manganese(II)carbonate

5949-29-1

citric acid monohydrate

Conditions
ConditionsYield
In water High Pressure; under aerobic conditions; citric acid hydrate (2 mmol) and MnCO3 (1 mmol) dissolved in H2O, mixt. heated at 160°C in sealed teflon tube for 3 d; elem. anal.;84%
With Ca(NO3)2 In water High Pressure; under aerobic conditions; citric acid hydrate, Ca(NO3)2, and MnCO3 (molar ratio = 8:1:4-5) dissolved in H2O, mixt. heated at 160°C in sealed teflon tube for 3 d; elem. anal.;
64-17-5

ethanol

126-45-4

silver(I) citrate

5949-29-1

citric acid monohydrate

603-35-0

triphenylphosphine

1370733-78-0

[(Ph3P)2Ag(H2cit)]*EtOH

Conditions
ConditionsYield
In ethanol mixt. Ag3cit, citric acid monohydrate, PPh3 and EtOH was heated with stirring; soln. was filtered hot and allowed to cool slowly, ppt. was colledcted and washed with ice-cold EtOH; elem. anal.;84%

[(1R)-1-{2-[(5-bromo-2-chlorophenyl)formamido]acetamido}-3-methylbutyl]boronic acid

5949-29-1

citric acid monohydrate

2-{2-[(1R)-1-{2-[(5-bromo-2-chlorophenyl)formamido]acetamido}-3-methylbutyl]-4-(carboxymethyl)-5-oxo-1,3,2-dioxaborolan-4-yl}acetic acid

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 1.5h;83.1%

[(1R)-1-(2-{[2-fluoro-5-(trifluoromethyl)phenyl]formamido}acetamido)-3-methylbutyl]boronic acid

5949-29-1

citric acid monohydrate

2-[4-(carboxymethyl)-2-[(1R)-1-(2-{[2-fluoro-5-(trifluoromethyl)phenyl]formamido}acetamido)-3-methylbutyl]-5-oxo-1,3,2-dioxaborolan-4-yl]acetic acid

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 1.5h;82%

vanadia

5144-89-8

1,10-phenanthroline hydrate

5949-29-1

citric acid monohydrate

[V2O3(1,10-phenanthroline)3(citric acid(-3H))]*5H2O

Conditions
ConditionsYield
With KOH In ethanol; water V2O5 dissolved in KOH soln., mixed with an aq. soln. of citric acid monohydrate, 1,10-phenanthroline monohydrate in EtOH added, brought to pH 4.0 with a KOH soln.; crystd. for 2 wk, sepd., washed with EtOH; elem. anal.;81%
5949-29-1

citric acid monohydrate

74427-22-8

2,2-difluoroethyl triflate

1190893-07-2

1-(2,2-difluoroethyl)-7-methyl-2-oxo-1,2,3,4-tetrahydroquinoline-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide81%
1072833-69-2

[(1R)-1-{2-[(2,5-difluorophenyl)formamido]acetamido}-3-methylbutyl]boronic acid

5949-29-1

citric acid monohydrate

2-[4-(carboxymethyl)-2-[(1R)-1-{2-[(2,5-difluorophenyl)formamido]acetamido}-3-methylbutyl]-5-oxo-1,3,2-dioxaborolan-4-yl]acetic acid

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 2h;80.5%
7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

potassium hydroxide

dipotassium tricitratotitanate tetrahydrate

Conditions
ConditionsYield
In water aq. KOH was added to an aq. soln. to pH about 2; recrystd. from hot water; elem. anal.;80%

ammonium hydroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

(NH4)2[Ti(citric acid-2H)3]*3H2O

Conditions
ConditionsYield
In water pH of aq. soln. of TiCl4 and citric acid monohydrate adjusted to 2.0 by addn. aq. ammonia, stirred for 30 min; ppt. collected and recrystd. from hot water; elem. anal.;80%

ammonium hydroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

zinc(II) oxide

[NH4]2[Zn(H2O)6][Ti(citric acid(-2H))3]2*6H2O

Conditions
ConditionsYield
In water ZnO (5 mmol) added to aq. soln. of TiCl4 (10 mmol) and citric acid monohydrate (30 mmol); pH adjusted to 2.0 by addn. of NH4OH; elem. anal.;80%

ammonium hydroxide

7550-45-0

titanium tetrachloride

5949-29-1

citric acid monohydrate

[NH4]2[Fe(H2O)6][Ti(citric acid(-2H))3]2*6H2O

Conditions
ConditionsYield
In water Fe (5 mmol) added to aq. soln. of TiCl4 (10 mmol) and citric acid monohydrate (30 mmol); pH adjusted to 2.0 by addn. of NH4OH; elem. anal.;80%

[(1R)-1-{2-[(5-bromo-2-fluorophenyl)formamido]acetamido}-3-methylbutyl]boronic acid

5949-29-1

citric acid monohydrate

2-{2-[(1R)-1-{2-[(5-bromo-2-fluorophenyl)formamido]acetamido}-3-methylbutyl]-4-(carboxymethyl)-5-oxo-1,3,2-dioxaborolan-4-yl}acetic acid

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 0.5h;80%

(5-((2,5-difluorobenzyl)oxy)-1-(3,3-dimethylbutyl)-1H-pyrazol-3-yl)methylmethanesulfonate

5949-29-1

citric acid monohydrate

74-89-5

methylamine

1-{5-[(2,5-difluorobenzyl)oxy]-1-(3,3-dimethylbutyl)-1H-pyrazol-3-yl}-N-methylmethanamine monocitrate

Conditions
ConditionsYield
Stage #1: (5-((2,5-difluorobenzyl)oxy)-1-(3,3-dimethylbutyl)-1H-pyrazol-3-yl)methylmethanesulfonate; methylamine In methanol; toluene at 5℃; for 1.25h;
Stage #2: citric acid monohydrate In isopropyl alcohol
76.3%
6156-78-1

manganese (II) acetate tetrahydrate

6100-05-6

tripotassium citrate monohydrate

5949-29-1

citric acid monohydrate

860812-77-7

KMn(citrate)(H2O)

Conditions
ConditionsYield
In ethanol; water High Pressure; 2 equiv. of Mn-salt, 1.5 equiv. of K-citrate and 1.0 equiv. of citric acid were heated in alcohol/H2O at 160 °C for 3 d in a teflon-linedstainless steel autoclave; cooling, crystals were air-dried, elem. anal.;76%

NH4[Ce(ethylenediaminetetraacetate)(H2O)3]*5H2O

5949-29-1

citric acid monohydrate

[NH4]8[Ce2(citrate)2(ethylenediaminetetraacetate)2]*9H2O

Conditions
ConditionsYield
With ammonium hydroxide In water a soln. of Ce-complex and citric acid in water was stirred for 0.5 h, pHwas adjusted to 5.5 by 5% NH4OH, heated at 70°C for 2 days; evapd., washed with cold water and ethanol, dried in air; elem. anal.;76%
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Specification

The Citric acid monohydrate, with the CAS registry number 5949-29-1, is also known as cis-Permethric acid; cis-(Dichlorovinyl)dimethylcyclopropanecarboxylic acid; cis-DL-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid. It belongs to the product categories of Organic matters.This chemical's molecular formula is C6H8O7.H2O and molecular weight is 210.14.What's more,Its systematic name is Citric acid monohydrate. It is white crystals or powder,Stable.Incompatible with oxidizing agents, bases, reducing agents, nitrates.

Physical properties about CIS-Cypermethric Acid are:(1)ACD/LogP: -1.721; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -6.53; (4)ACD/LogD (pH 7.4): -7.46; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 7; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 6; (12)Flash Point: 155.2 °C; (13)Enthalpy of Vaporization: 63.82 kJ/mol ; (14)Boiling Point: 309.6 °C at 760 mmHg; (15)Vapour Pressure: 5.73E-05 mmHg at 25°C;

The Citric acid monohydrate is highly Flammable,risk of serious damage to eyes. It is Irritating to eyes, respiratory system and skin. Its Vapors may cause drowsiness and dizziness.When you use it, wear suitable protective clothing, gloves and eye/face protection,Keep away from sources of ignition - No smoking .In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.Keep container in a well-ventilated place.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(O)CC(O)(C(=O)O)CC(=O)O.O;
(2)Std. InChI:InChI=1S/C6H8O7.H2O/c7-3(8)1-6(13,5(11)12)2-4(9)10;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);1H2;
(3)Std. InChIKey:YASYEJJMZJALEJ-UHFFFAOYSA-N.

The toxicity data of Citric acid monohydrate as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 375mg/kg (375mg/kg)   National Technical Information Service. Vol. AD-A121-876,