1-Aminocyclopropanecarboxylic acid supplier

Name
1-Aminocyclopropanecarboxylic acid
EINECS 217-162-5
CAS No. 22059-21-8
Article Data44
CAS DataBase
Density 1.414 g/cm³
Solubility Soluble in water.
Melting Point 229-231 °C(lit.)
Formula C₄H₇NO₂
Boiling Point 228.9 °C at 760 mmHg
Molecular Weight 101.105
Flash Point 92.2 °C
Transport Information
Appearance Crystalline
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Amino-1-carboxycyclopropane;1-Aminocyclopropane-1-carboxylate;1-Aminocyclopropane-1-carboxylic acid;ACC;NSC 98430;a-Aminocyclopropanecarboxylic acid;
PSA 63.32000
LogP 0.26260

Synthetic route

: 84677-06-5
(benzyloxycarbonylamino)cyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol; water	99%
With hydrogenchloride In water for 1h; Heating;	66%

: 1-nitrocyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 50℃; Solvent; Large scale;	99%

: 137360-55-5
1-aminocyclopropane-1-carboxamide

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; dowex In water for 3h; Heating;	96%

: 827628-66-0
[(diphenylmethylene)amino]cyclopropyl benzyl ester

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol under 2068.59 Torr; for 1.5h;	96%

: 109541-75-5
methyl 1-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)cyclopropanecarboxylate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating;	91%

: 137360-56-6
1-(methylbenzyl)aminocylopropanecarboxylic acid hydrochloride

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With palladium dihydroxide; hydrogen In acetic acid under 760 Torr; for 30h; Ambient temperature;	91%

: 68781-13-5
α-amino-cyclopropanecarboxylic acid hydrochloride

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In 2-methyl-propan-1-ol; water pH=6; pH-value; Solvent;	84.1%
With triethylamine In dichloromethane
With potassium carbonate In methanol at 20℃; for 48h;
With triethylamine In 2-methyl-propan-1-ol; water at 20℃; pH=6.0; Solvent; Reagent/catalyst;

: 88950-64-5
1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With water for 12h; Heating;	82%
With hydrogenchloride; dowex Yield given. Multistep reaction;

: 82998-00-3
1-azidocyclopropane-1-carboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr;	69%

1-aminocyclopropanecarboxylic acid: 1-aminocyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 20℃; Purification / work up;	60%

: 6914-74-5
1-aminocarbonylcyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1-aminocarbonylcyclopropanecarboxylic acid With bromine; sodium hydroxide In water at 40℃; for 18h; Stage #2: With hydrogenchloride In water at 0℃; pH=5.4;	47%
With bromine; sodium hydroxide In water at 0 - 40℃; for 18h;	47%
Stage #1: 1-aminocarbonylcyclopropanecarboxylic acid With sodium hydroxide; water; bromine at 0 - 40℃; for 4.5 - 18h; Stage #2: With hydrogenchloride In water at 0℃; pH=5.4 - 5.7;	20%

: 1-azidocarbonyl-cyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
In diethyl ether; benzene at 40℃; for 1h; Rearrangement; Curtius rearrangement;	47%

1-aminocyclopropanecarboxylic acid: 1-aminocyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 20℃; Purification / work up;	24%

: 861339-27-7
1-ureidocyclopropane-1-carboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃;

: 861339-27-7
1-ureidocyclopropane-1-carboxylic acid

A: 22059-21-8
aminocyclopropane-1-carboxylic acid

B: 861317-43-3
1-(N-nitroso-ureido)-cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃;

: 99420-34-5
hydantoin-5-spirocyclopropane

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With barium dihydroxide In water at 155℃;
With ammonium carbonate; barium dihydroxide In water

: 5424-29-3
2-amino-3-hydroxy-2-methyl-propionic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With sulfur tetrafluoride In hydrogen fluoride

: 89985-88-6
1-<(Diphenylmethylene)-amino>-1-cyclopropanecarbonitrile

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride 1.) ether, 12 h, room temp., 2.) reflux, 4 h; Yield given. Multistep reaction;
With hydrogenchloride

: 1-Methyleneamino-cyclopropanecarboxylic acid tert-butyl ester

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; water; methyloxirane 2.) ethanol; Yield given. Multistep reaction;

: 72784-42-0
methyl 1-aminocyclopropane-1-carboxylate hydrochloride

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 16h; Ambient temperature; Yield given;

: 145618-70-8
1-(Benzhydrylidene-amino)-cyclopropanecarboxylic acid methyl ester

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; methyloxirane 1.) THF, RT, 6 h; 2.) ethanol, reflux, 20 min; Yield given. Multistep reaction;

: 143982-61-0
methyl N--1-aminocyclopropanecarboxylate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; methyloxirane 1.) THF, RT, 6 h; 2.) ethanol, reflux, 20 min; Yield given. Multistep reaction;

: 1-<(diphenylmethylene)amino>-1-cyclopropanecarbonitrile

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether; water 1.) room temperature, 12 h, 2.) reflux, 4 h;	2.8 g

: 1-(2,2,2-Trichloro-acetylamino)-cyclopropanecarboxylic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 4h; Heating; Yield given;

: 7647-01-0
hydrogenchloride

: 861339-27-7
1-ureidocyclopropane-1-carboxylic acid

sodium nitrite: sodium nitrite

A: 22059-21-8
aminocyclopropane-1-carboxylic acid

B: 861317-43-3
1-(N-nitroso-ureido)-cyclopropanecarboxylic acid

Conditions

Conditions	Yield
at 0℃;

...Expand

: 6914-71-2
dimethyl 1,1-cyclopropanedicarboxylate

A: 22059-21-8
aminocyclopropane-1-carboxylic acid

B: 6914-74-5
1-aminocarbonylcyclopropanecarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; ammonia In methanol

: 1-aminocyclopropane-carboxylic acid chlorohydrate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 48h;

: 107-06-2
1,2-dichloro-ethane

A benzylidene cyclopropyl phenyl ester: benzylidene cyclopropyl phenyl ester

B: 22059-21-8
aminocyclopropane-1-carboxylic acid

: cottoquinazoline D

: 22059-21-8
aminocyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 110℃; for 12h; Sealed tube;

: 67-56-1
methanol

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 72784-43-1
methyl 1-aminocyclopropane-1-carboxylate

Conditions

Conditions	Yield
With thionyl chloride at 0℃; Reflux;	100%
With thionyl chloride at 20℃; for 48h;	71%
With thionyl chloride for 2h; Reflux;	67%
With hydrogenchloride for 12h; Heating;	0.6 g
With hydrogenchloride for 6h; Heating;

: 67-56-1
methanol

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 72784-42-0
methyl 1-aminocyclopropane-1-carboxylate hydrochloride

Conditions

Conditions	Yield
Stage #1: methanol With acetyl chloride Stage #2: aminocyclopropane-1-carboxylic acid Reflux;	100%
With thionyl chloride Cooling with ice; Reflux;	99%
With thionyl chloride at 20℃; for 4h; Cooling with ice;	98%

: 64-17-5
ethanol

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 42303-42-4
ethyl 1-aminocyclopropanecarboxylate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0℃; for 2h; Reflux; Green chemistry;	100%
With thionyl chloride for 2h; Heating;	94%
With thionyl chloride at 0 - 70℃; for 20h;	80.6%
Stage #1: ethanol; aminocyclopropane-1-carboxylic acid With thionyl chloride at 0 - 70℃; for 20h; Stage #2: With hydrogenchloride In ethyl acetate at -30 - 0℃; for 0.5h;	80.6%
With thionyl chloride for 8h; Heating / reflux;

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 600-18-0
2-Oxobutyric acid

Conditions

Conditions	Yield
With tris(hydroxymethyl) aminomethane buffer at 30℃; for 1h; ACC deaminase;	100%
With 1-aminocyclopropane-1-carboxylic acid deaminase from Pseudomonas sp. pH=8; aq. TAPS buffer; Enzymatic reaction;

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 100-39-0
benzyl bromide

: 119326-95-3
benzyl 1-(N,N-dibenzylamino)cyclopropanecarboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 3h; Heating;	100%
With potassium carbonate In acetonitrile for 3h; Reflux;	78%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 107017-72-1
1-(hydroxymethyl)cyclopropylamine

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran for 18h; Reflux; Inert atmosphere;	100%
With potassium hydroxide; chloro-trimethyl-silane; lithium borohydride In tetrahydrofuran; methanol
With iodine In tetrahydrofuran at 0℃; for 18h; Reflux;

: 78-83-1
2-methyl-propan-1-ol

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 666857-61-0
1-aminocyclopropane-1-carboxylic acid isobutyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at -10 - 40℃; for 384h;	98%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: nickel(II) hydroxide

: 99127-02-3
bis(1-amino-1-cyclopropanecarboxylato-O,N)nickel(II)-dihydrate

Conditions

Conditions	Yield
With H2O In water addn. of organic acid to aq. suspension of Ni(OH)2 (prepared in situ from NiSO4 and NaOH), stirred 1h at 40°C, pptn. after short time; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	98%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 20427-59-2
copper hydroxide

: 93193-28-3
bis(1-amino-1-cyclopropanecarboxylato-O,N)copper(II) dihydrate

Conditions

Conditions	Yield
With H2O In water addn. of organic acid to aq. suspension of Cu(OH)2 (prepared in situ from CuSO4 and NaOH), stirred 1h at 40°C, pptn. after short time; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	98%

: 36339-86-3, 14263-01-5
bis(3,6-dimethylsalicylaldehydato)nickel(II)

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 99127-16-9
aqua[1-[(2-oxidobenzylidene)amino-O,N]-1-cyclopropanecarboxylato-O]nickel(II)

Conditions

Conditions	Yield
In ethanol complex stirred with organic acid in EtOH at 60°C for 18h; centrifugated, washed (H2O, EtOH, Et2O), dried in vac., elem. anal.;	96%

: 64-17-5
ethanol

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 72784-47-5
ethyl 1-aminocyclopropane-1-carboxylate

Conditions

Conditions	Yield
With thionyl chloride at 0℃; for 2h; Reflux;	95%
With thionyl chloride for 2h; Heating;
With thionyl chloride at 0℃; for 2.16667h; Heating / reflux;
With thionyl chloride at 70℃; for 20h;

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 501-53-1
benzyl chloroformate

: 84677-06-5
(benzyloxycarbonylamino)cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃; for 8h; Inert atmosphere;	95%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0℃;	43%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0℃;	43%

: 24424-99-5
di-tert-butyl dicarbonate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 88950-64-5
1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃;	93%
With tetramethyl ammoniumhydroxide In acetonitrile for 72h; Ambient temperature;	92%
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; for 12h;	91.7%

: sodium tetrachloropalladate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 99127-01-2
bis(1-amino-1-cyclopropanecarboxylato-O,N)palladium(II)

Conditions

Conditions	Yield
With NaOH In water complex and organic acid dissolved in water, addn. of 1 N NaOH, pptn., stirred 2h at room temp.; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	92%

: 848860-95-7
S-dodecyl trifluorothioacetate

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 669066-98-2
1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 20℃;	89%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 81-30-1
1,4,5,8-naphthalenetetracarboxylic dianhydride

: 1254956-05-2
1,1'-(1,3,6,8-tetraoxobenzo[lmn][3,8]phenanthroline-2,7-(1H,3H,6H,8H)-diyl)dicyclopropanecarboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 0.0833333h; Sonication; Microwave irradiation;	89%

: 383-63-1
ethyl trifluoroacetate,

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 669066-98-2
1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 24h; Inert atmosphere;	87%
With triethylamine In methanol at 20℃; for 24h; Inert atmosphere;	87%
With sodium hydroxide	5%
With triethylamine In methanol at 50℃; for 3h;	22.2 g

: chloro(1,5-cyclooctadiene)iridium(I) dimer

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 124155-23-3
(1-aminocyclopropanecarboxylato)(1,5-cyclooctadiene)iridium(I)

Conditions

Conditions	Yield
With NaOH In water; acetone addn. of amino acid and NaOH in water to supension of (CODIrCl)2 in water-acetone, stirring at room temp. 45 min; evapn. (vacuum), pptn., centrifugation, washing (H2O), drying (vacuum); elem. anal.;	84%

: 43190-54-1, 86195-53-1, 14523-25-2
bis-salicylaldehyde copper(II)

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 99127-17-0
aqua[1-[(2-oxidobenzylidene)amino-O,N]-1-cyclopropanecarboxylato-O]copper(II)

Conditions

Conditions	Yield
In ethanol complex stirred with organic acid in EtOH at 60°C for 18h; centrifugated, washed (H2O, EtOH, Et2O), dried in vac., elem. anal.;	84%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: 1-((5-(dimethylamino)naphthalene)-1-sulfonamido)cyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃;	82%

: 2-(1,3,6,8-tetraoxo-1,3,6,8-tetrahydro-2-oxa-7-aza-pyren-7-yl)-3-tritylsulfanyl-propionic acid

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 1350445-58-7
(R)-1-(7-(1-carboxy-2-(tritylthio)ethyl)-1,3,6,8-tetraoxo-7,8-dihydrobenzo[lmn][3,8]phenanthrolin-2(1H,3H,6H)-yl)cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 0.0833333h; Sonication; Microwave irradiation;	81%

: 22059-21-8
aminocyclopropane-1-carboxylic acid

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 88950-64-5
1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 2h; Ambient temperature;	80%

1-Aminocyclopropanecarboxylic acid Chemical Properties

Empirical Formula: C₄H₇NO₂
Molecular Weight: 101.1039
Index of Refraction: 1.568
Density: 1.414 g/cm³
Flash Point: 92.2 °C
Enthalpy of Vaporization: 51.28 kJ/mol
Boiling Point: 228.9 °C at 760 mmHg
Vapour Pressure: 0.0256 mmHg at 25 °C
Melting point: 229-231 °C(lit.)
Storage tempreture: Store at 0 °C
Appearance: Crystalline
Structure of 1-Aminocyclopropanecarboxylic acid (CAS NO.22059-21-8):

IUPAC Name: 1-Aminocyclopropane-1-carboxylic acid
Canonical SMILES: C1CC1(C(=O)O)N
InChI: InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
InChIKey: PAJPWUMXBYXFCZ-UHFFFAOYSA-N
Product Category of 1-Aminocyclopropanecarboxylic acid (CAS NO.22059-21-8): Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Cyclopropanes;Simple 3-Membered Ring Compounds;Peptide;Miscellaneous Reagents;Neurochemicals

1-Aminocyclopropanecarboxylic acid Uses

1-Aminocyclopropanecarboxylic acid (CAS NO.22059-21-8) can be used as an NMDA agonist acting at the glycine site.

1-Aminocyclopropanecarboxylic acid Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	intraperitoneal	> 500mg/kg (500mg/kg)		Biochemical Pharmacology. Vol. 5, Pg. 108, 1960.

1-Aminocyclopropanecarboxylic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.

1-Aminocyclopropanecarboxylic acid Specification

1-Aminocyclopropanecarboxylic acid , its cas register number is 22059-21-8. It also can be called 1-Aminocyclopropane-1-carboxylic acid ; 1-Amino-1-cyclopropanecarboxylic acid ; and alpha-Aminocyclopropane carboxylic acid . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, 1-Aminocyclopropanecarboxylic acid (CAS NO.22059-21-8) could be exposured to moist air or water. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, carbon dioxide.

Product Name

1-Aminocyclopropanecarboxylic acid

Synthetic route

1-Aminocyclopropanecarboxylic acid Chemical Properties

1-Aminocyclopropanecarboxylic acid Uses

1-Aminocyclopropanecarboxylic acid Toxicity Data With Reference

1-Aminocyclopropanecarboxylic acid Safety Profile

1-Aminocyclopropanecarboxylic acid Specification

Related Products

Hot Products