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(S)-(-)-2-クロロプロピオン酸

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

HCID 107915
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
28554-00-9
標準SMILES
C[C@H](Cl)C(=O)O
InChIKey
GAWAYYRQGQZKCR-REOHCLBHSA-N
分子式
C3H5ClO2
平均分子量
108.52 g/mol
単同位体質量
107.99780708

概要

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.

名称と識別子

優先名称
(S)-(-)-2-Chloropropionic acid
IUPAC
(2S)-2-chloropropanoic acid
現地名
(S)-(-)-2-クロロプロピオン酸
英語名
(S)-(-)-2-Chloropropionic acid
分子式
C3H5ClO2
分子量
108.52

名称と別名

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
名称をさらに表示
(S)-(-)-2-クロロプロピオン酸(2S)-2-クロロプロピオン酸(S)-2-クロロプロピオン酸(S)-2-クロロプロパン酸[S,(-)]-2-クロロプロピオン酸(S)-(-)-2-クロロプロピオン酸 塩化物(S)‐(-)‐2‐クロロプロピオン酸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

物性

構造計算による物性

XLogP
0.8
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
6
形式電荷
0
複雑度
61.8

実験および物理化学的性質

Physical Description · 1 件

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.

物理化学的性質

融点
4 °C · 4 °C
沸点
77 °C/10 · 77 °C/10 mmHg (lit.)
比旋光度
-14.5 · -14.5 º (c=neat)
比重(密度)
1.249 g/mL · 1.249 g/mL at 25 °C (lit.)
蒸気圧
5 hPa · 5hPa at 20℃
屈折率
20 · n20/D 1.436
闪点
140 °F · 140 °F
貯蔵温度
2 · 2-8°C
溶解性
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
酸解離定数(Pka)
2.83 · 2.83(at 25℃)
外見
液体
色
クリアライトイエロー
水溶解度
溶ける
BRN
1720257 · 1720257
InChI
1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

Regulatory Information · 3 件

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 件

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.

化学と産業

応用分野 · 3 件

説明(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.

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

一般的な説明2-Chloropropionic acid is an essential raw material for synthesising pesticides, dyes and medicines. Its application involves many sectors of the national economy and people's daily lives. It is an essential fine chemical product. In particular, (S)-(-)-2-Chloropropionic acid is a crucial intermediate for synthesising highly efficient and low-toxic aromatic oxygen propionic acid herbicides. For example, it can be used to synthesize (R)-2-(4-hydroxyphenoxy) propionic acid (ester) intermediates, fenthionyl, fenthionyl, fenthionyl, etc. At present, the preparation methods of (S)-(-)-2-chloropropionic acid and (R)-(+)-2-chloropropionic acid include: (1) chemical resolution method; (2) bioenzymatic resolution method; (3) chromatographic resolution method; (4) asymmetric synthesis method, etc.

調製方法 · 1 件

純化方法Purify the acid by fractionating twice through a 115cm Podbielniak column (p 11, calculated 50 theoretical plates at atmospheric pressure) using a take-off ratio of 1:5. The acid chloride is prepared by dissolving the acid in SOCl2, adding a few drops of PCl3, refluxing and then distilling through a 30cm column, b 53o/100mm, [] -4.6o (neat), d 1.2689, n1.4368. [Fu et al. J Am Chem Soc 76 6954 1954, Beilstein 2 IV 745.]

上流・下流製品情報

上流原料

Propanal, 2-chloro-, (2R)- (9CI)(R)-(+)-2-クロロプロピオン酸

関連反応

2 件
反応記録を作成
HRID 708402 の反応式
HRID 708402反応物としてuspto-grants-2015_11
HRID 922772 の反応式
HRID 922772反応物としてuspto-grants-2016_03

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
28554-00-9、29617-66-1
PubChem CID
107915
DTXSID
DTXSID50896915
ChEBI
CHEBI:73956
UNII
PCC7J322CM
EC Number
411-150-5、608-381-0
Nikkaji
J669F
InChIKey
GAWAYYRQGQZKCR-REOHCLBHSA-N
SMILES
C[C@H](Cl)C(O)=O
LogP
0.82 at · 0.82 at 20.5℃
CAS データベース
29617 · 29617-66-1(CAS DataBase Reference)
NISTの化学物質情報
-2 · (S)-(-)-2-chloropropionic acid(29617-66-1)

化学的性質

化学的特性Colourless Oil

Air and Water ReactionsSoluble in water.
Hazard Classes and Categories · 4 件

Acute Tox. 4 (100%)

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute Tox. 4 *

安全と保護具

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)]:

安全データ

wgk
1
rtecs
UA2451950
ridadr
UN 2511 8/PG 3
PRTR法
第一種指定化学物質
hs_code
29159080
risk_code
21/22-35-48/22
化審法
(2)-1157
安衛法
57-2
消防法
危-4-3-III
hazard_code
C
safety_code
23-26-28-36/37/39-45
hazard_class
8
packing_group
III
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 OralEye Dam. 1Skin Corr. 1ASTOT RE 2
ストレージクラス
8A - Combustible corrosive hazardous materials
2-クロロプロピオン酸メチル

下流製品

(R)-2-(ベンジルオキシ)プロパン酸

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補足説明

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