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(S)-(-)-2-Chloropropionic acid

HCID 107915
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Grundinformationen

CAS
28554-00-9
Standard-SMILES
C[C@H](Cl)C(=O)O
InChIKey
GAWAYYRQGQZKCR-REOHCLBHSA-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
(S)-(-)-2-Chloropropionic acid
IUPAC
(2S)-2-chloropropanoic acid
Englischer Name
(S)-(-)-2-Chloropropionic acid
Summenformel
C3H5ClO2
Molmasse
108.52

Namen und Synonyme

29617-66-1(S)-(-)-2-Chloropropionic acid(S)-2-Chloropropanoic acid(2S)-2-chloropropanoic acid(S)-2-Chloropropionic acidPropanoic acid, 2-chloro-, (2S)-L-2-Chloropropanoic acidL-2-Chloropropionic acidalpha-L-Chloropropionic acid(2S)-Chloropropanoic acid2(S)-Chloropropionic acid(-)-2-Chloropropionic acid
Weitere Namen anzeigen
2-CHLOROPROPANOIC ACIDL-CPAL-α-Chloropropionic acid)-2-Chlo(S)-()-2-Chlo(s)-propanoicaciL-2-CHLOROPROPINONICALS-(-)-2-ChloropropanoicS-2-Chlorpropionic acid
MFCD00064205(S)-(-)-2-Chloropropanoic acidPropanoic acid, 2-chloro-, (S)-2-Chloropropionic acid, (-)-Propionic acid, 2-chloro-, L-PCC7J322CM(S)-alpha-chloropropanoic acid(S)-alpha-chloropropionic acid

Datenbank-Bezeichner

CAS
28554-00-9、29617-66-1

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

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
4 °C · 4 °C
Siedepunkt
77 °C/10 · 77 °C/10 mmHg (lit.)
Dichte
1.249 g/mL · 1.249 g/mL at 25 °C (lit.)
Dampfdruck
5 hPa · 5hPa at 20℃
Brechungsindex
20 · n20/D 1.436
Flammpunkt
140 °F · 140 °F
storage temp.
2 · 2-8°C
Löslichkeit
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka
2.83 · 2.83(at 25℃)
Aggregatzustand
Liquid
Farbe
Clear light yellow

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 · 6 Einträge

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

H302+H312 (86.4%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 3 Einträge

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

Status: Active Update: 15-12-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/9643

(S)-(-)-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 · 2 Einträge

Beschreibung(S)-2-chloropropanoic acid is a monocarboxylic acid that is propanoic acid substituted at position 2 by a chloro group (the S-enantiomer). It has a role as a neurotoxin. It is a monocarboxylic acid and a chlorocarboxylic acid. It is functionally related to propionic acid. It is a conjugate acid of a (S)-2-chloropropanoate.

VerwendenThrough the stereo displacement of (S)-(-)-2-Chloropropionic acid PPAR Agonist can be synthesized via asymmetric hydrogenation of a cinnamic acid derivative.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Propanal, 2-chloro-, (2R)- (9CI)(R)-(+)-2-Chloropropionic acidMethyl-2-chlorpropionat

Nachgelagerte Produkte

(R)-(+)-2-BENZYLOXYPROPIONIC ACID

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
PubChem CID
107915
DTXSID
DTXSID50896915
ChEBI
CHEBI:73956
UNII
PCC7J322CM
EC Number
411-150-5、608-381-0
Nikkaji
J669F
Wasserlöslichkeit
soluble
BRN
1720257 · 1720257
InChI
1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1
InChIKey
GAWAYYRQGQZKCR-REOHCLBHSA-N
SMILES
C[C@H](Cl)C(O)=O
LogP
0.82 at · 0.82 at 20.5℃
CAS Datenbank
29617 · 29617-66-1(CAS DataBase Reference)
NIST chemische Informationen
-2 · (S)-(-)-2-chloropropionic acid(29617-66-1)
Air and Water ReactionsSoluble in water.
Hazard Classes and Categories · 4 Einträge

Acute Tox. 4 (100%)

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute Tox. 4 *

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
1
ridadr
UN 2511 8/PG 3
hs_code
29159080
RTECS-Nr.
UA2451950
risk_code
21/22-35-48/22
hazard_code
C
safety_code
23-26-28-36/37/39-45
hazard_class
8
packing_group
III
Speicherklasse
8A - Combustible corrosive hazardous materials
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1ASTOT RE 2
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Ergänzende Hinweise

DefinitionChEBI: A monocarboxylic acid that is propanoic acid substitued at position 2 by a chloro group (the S-enantiomer).