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2-Chloropropionic acid, (+)-

HCID 2724540
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
28554-00-9
Standard-SMILES
C[C@@H](Cl)C(=O)O
InChIKey
GAWAYYRQGQZKCR-UWTATZPHSA-N
Summenformel
C3H5ClO2
Durchschnittliche Molmasse
108,52 g/mol
Monoisotopische Masse
107,99780708

Überblick

Chloropropionic acid appears as a colorless to white colored crystalline solid. Denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.

Namen und Bezeichner

Bevorzugter Name
2-Chloropropionic acid, (+)-
IUPAC
(2R)-2-chloropropanoic acid
Englischer Name
(R)-(+)-2-Chloropropionic acid
Summenformel
C3H5ClO2
Molmasse
108.52

Namen und Synonyme

7474-05-7(R)-(+)-2-Chloropropionic acid(2R)-2-chloropropanoic acidD-2-Chloropropionic acid2-Chloropropionic acid, (+)-F60ST8319RPropanoic acid, 2-chloro-, (R)-(+)-2-Chloropropanoic acidD-Chloropropionic acidD-2-Chloropropanoic acidPropionic acid, 2-chloro-, D-(2R)-2-CHLOROPROPIONIC ACID
Weitere Namen anzeigen
(R)-(+)-2-ChLD-Chloropropionic AciR-2-CHLOROPROPIONIC ACID(R)-2-ChloropropanoicAciD-(A)-CHLOROPROPIONIC ACID(+)-2-Chloropropionic acidD-ALPHA-CHLOROPROPIONIC ACID
(R)-.ALPHA.-CHLOROPROPIONIC ACID(+)-.ALPHA.-CHLOROPROPANOIC ACID.ALPHA.-CHLOROPROPIONIC ACID, (+)-RefChem:470500(R)-alpha-Chloropropionic acid(+)-ALPHA-CHLOROPROPANOIC ACIDALPHA-CHLOROPROPIONIC ACID, (+)-626-432-5

Datenbank-Bezeichner

CAS
28554-00-9、7474-05-7

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,8
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
6
Formalladung
0
Komplexität
61,8

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesOptical coefficient
Physical Description · 1 Eintrag

Chloropropionic acid appears as a colorless to white colored crystalline solid. Denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.

Physikochemische Eigenschaften

Schmelzpunkt
-12 °C · -12°C
Siedepunkt
185 · 185-188 °C (lit.)
Dichte
1.258 g/mL · 1.258 g/mL at 20 °C (lit.)
Brechungsindex
20 · n20/D 1.4345(lit.)
Flammpunkt
140 °F · 140 °F
storage temp.
20 °C · −20°C
Löslichkeit
soluble in Chloroform, Methanol
pka
2.96 · 2.96±0.10(Predicted)
Aggregatzustand
clear liquid

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Propanoic acid, 2-chloro-, (R)-

(R)-(+)-2-Chloropropionic acid: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive
Fire HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 Eintrag

A halogenated organic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden(R)-(+)-2-Chloropropionic acid can be used as a starting material in the synthesis of: Thiolactic acid, a key intermediate, which is used for the preparation of 2(R),5(S)-oxathiolanones by reacting with pivalaldehyde. (R)-2-chloropropionyl chloride, a key intermediate, which is utilized in the synthesis of (R)-4,5-dihydro-5-methylpyridazin-3(2H)-one derivative with pyrazolopyridine ring as a potential phosphodiesterase inhibitor. 2-Chloropropionamide derivatives as protein disulfide isomerase (PID) inhibitors.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2-Pentene, 4-chloro-[R,(+)]-2-Chloropropionic acid ethyl esterD-Alanin

Nachgelagerte Produkte

(S)-(-)-2-Chloropropionic acid(R)-(-)-2-Chloropropan-1-ol(S)-1-OCTYN-3-OLMethanol

Anbieter100 Anbieter

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Zugehörige Reaktionen

4
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 273152
HRID 273152als Eduktuspto-grants-2008_11
Reaktionsgleichung von HRID 708398
HRID 708398als Eduktuspto-grants-2015_11
Reaktionsgleichung von HRID 732064
HRID 732064als Eduktuspto-grants-2009_09
Reaktionsgleichung von HRID 2093363
HRID 2093363als Eduktuspto-grants-2013_05

Notizen zur Verbindung

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
PubChem CID
2724540
DTXSID
DTXSID801367586
UNII
F60ST8319R
EC Number
626-432-5
Nikkaji
J626B
Farbe
Colorless to Almost colorless
BRN
1720258 · 1720258
InChI
1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m1/s1
InChIKey
GAWAYYRQGQZKCR-UWTATZPHSA-N
SMILES
C[C@@H](Cl)C(O)=O
CAS Datenbank
7474 · 7474-05-7(CAS DataBase Reference)
Air and Water ReactionsSoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
First AidExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Sicherheitsdaten

wgk
3
ridadr
UN 2511 8/PG 3
hs_code
29159000
risk_code
22-35
hazard_code
C
safety_code
23-26-28-36-45
hazard_class
8
packing_group
III
Speicherklasse
8A - Combustible corrosive hazardous materials
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Corr. 1A
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