2,2-dichloroacetic acid

• ChemBase编号: 6409
• 分子式: C2H2Cl2O2
• 平均质量: 128.94208
• 单一同位素质量: 127.94318466
• SMILES: OC(=O)C(Cl)Cl
• Canonical SMILES: ClC(C(=O)O)Cl
• InChI: InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)
• InChIKey: JXTHNDFMNIQAHM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,2-dichloroacetic acid
• IUPAC传统名: dichloroacetic acid
• 别名: 二氯乙酸; 去保护溶液（0.36M 二氯乙酸的甲苯溶液）; 二氯乙酸去保护溶液（0.36M 二氯乙酸的甲苯溶液）; 二氯乙酸 溶液; DCA; dichloroacetate; Dichloroacetic Acid; Dichloroacetic acid; DEBLOCK (0.36M dichloroacetic acid in toluene); DCA Deblock (0.36M dichloroacetic acid in toluene); 2,2-dichloroacetic acid; Dichloroethanoic acid; Bichloroacetic acid; 2,2-Dichloroacetic acid; Urner's Liquid; Dichloroacetic acid solution

登记号

• CAS号: 79-43-6
• EC号: 201-207-0
• MDL号: MFCD00004223
• Beilstein号: 1098596
• 默克索引号: 143050
• PubChem SID: 24893838; 24872892; 160969716; 24867907; 24862522
• PubChem CID: 6597
• CHEBI ID: 36386
• CHEMBL: 13960
• Chemspider ID: 10771217
• DrugBank ID: DB08809
• KEGG ID: C11149
• 医学主题词(MeSH): Dichloroacetate
• 美国药典/FDA物质标识码: 9LSH52S3LQ
• 维基百科标题: Dichloroacetic_acid

理论计算性质

JChem

• Acid pKa: 2.2969742
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -1.9773304
• LogD (pH = 7.4): -2.4598467
• Log P: 1.0581826
• 摩尔折射率: 22.6195 cm^3
• 极化性: 8.981123 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.99
• LOG S: -0.25
• 溶解度: 7.23e+01 g/l

分子性质

理化性质

• 溶解度: 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; miscible in water; miscible with ethanol, diethyl ether
• 外观: APHA: <50; Colorless liquid; Liquid
• 熔点: 10 °C (50 °F); -4 °C (24.6 °F) (2 crystalline forms); 9 - 11°C; 9 - 11°C; 9-11 °C(lit.); 9-11°C
• 沸点: 110-111 °C; 192 °C (378 °F); 194 °C (381 °F); 192-194°C; 194 °C(lit.); 194°C; 194°C
• 闪点: >110°C(230°F); 113 °C; 235.4 °F; 41 °F; 5 °C
• 密度: 0.884 g/mL at 25 °C; 1.335 g/mL at 20 °C; 1.563 g/mL at 25 °C(lit.); 1.5634 g/cm^3 (20 °C); 1.564; 1.564 at 20 °C (water = 1)
• 折射率: 1.4620; n20/D 1.466; n20/D 1.466(lit.)
• 蒸汽压: 0.19 mmHg ( 20 °C); 1.43 mm Hg (0.19 kPa) at 20 °C
• 蒸汽密度: 4.4 (air = 1); 4.5 (vs air)
• 疏水性(logP): 0.92 [HANSCH,C ET AL. (1995)]; 0.982
• pKa: 1.35
• 标准摩尔生成焓 (ΔfH^o298): -496.3 kJ·mol^-1
• 混浊度: 0.22 NTU (clear)

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Hygroscopic
• RTECS编号: AG6125000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1294; 1593; 1764; UN1764
• 德国WGK号: 2
• 联合国危险货物等级: 3; 6.1; 8
• 联合国危险货物包装类别(PG): 2; 3; II
• 澳大利亚Hazchem: 2X
• 危险公开号: 35-50; 36/38-40-50; 63-11-36/38-48/20-50-65-67; R:35-50; R35 R50
• 安全公开号: 16-26-36/37-61-62; 26-36/37-61; 26-45-61; S:26-45-61; S1/2 S26 S45 S61
• 欧盟危险货物分类: C9
• 欧盟危险识别号(EUHIN): 8B
• 美国ERG指导号: 153
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS07; GHS08; GHS09
• GHS警示词: Danger
• NFPA704:
  

  1

  3

  0
• GHS危险声明: H225-H304-H315-H318-H336-H361d-H373-H400; H311-H314-H400; H314-H400; H315-H318-H351-H400
• GHS警示性声明: P210-P261-P273-P280-P301 + P310-P305 + P351 + P338; P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P273-P280-P305 + P351 + P338; P273-P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1294 3/PG 2; UN 1593 6.1/PG 3; UN 1764 8/PG 2
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... ALDH1A1(216), PDK1(5163)rat ... Pdk1(116551)

产品相关信息

• 纯度: ≥95% (T); ≥98%; ≥98.5% (T); ≥99%; ≥99% (alkalimetric); 95%; 99%; 99+%
• 浓度: ≤100 ppm in H2O; 3% in methylene chloride
• 级别: analytical standard; biotech. grade; for DNA synthesis; PESTANAL®, analytical standard; puriss.; ReagentPlus®; technical
• 包装: ampule of 1000 mg
• 杂质: ≤0.01% water; ≤0.05% water
• 线性分子式: Cl2CHCOOH
• Empirical Formula (Hill Notation): C2H2Cl2O2

详细说明

MP Biomedicals - 02157638

1 ml = approx. 1.53 g

DrugBank - DB08809

• Drug Groups: experimental
• Description: Dichloroacetic acid, often abbreviated DCA, is an acid analogue of acetic acid in which two of the three hydrogen atoms of the methyl group have been replaced by chlorine atoms. The salts and esters of dichloroacetic acid are called dichloroacetates. Salts of DCA are used as drugs since they inhibit the enzyme pyruvate dehydrogenase kinase. Early reports of its activity against brain cancer cells led patients to treat themselves with DCA, which is commercially available in non-pharmaceutical grade. A phase 1 study in 5 patients concluded that DCA was safe, but wasn't designed to establish effectiveness.
• Toxicity: ORAL (LD50): Acute: 2820 mg/kg [Rat]; DERMAL (LD50): Acute: 510 mg/kg [Rabbit]
• External Links: Wikipedia

Sigma Aldrich - 707066

包装
200 L in Pure-Pac™ 1
4×4 L in glass bottle

Sigma Aldrich - 36545

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 49431

Application
用于亚磷酸三酯法合成寡核苷酸时 5′-保护基裂解的试剂。适用于 Milligen 7500 合成仪，或作为三氯乙酸更温和的酸性替代物。
General description
经过 1μm 过滤器过滤

Sigma Aldrich - D54702

包装
1 kg in glass bottle
2.5 L in glass bottle
5, 100, 500 g in glass bottle
5, 100, 500 mL in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

参考文献

• Moderately strong acid which has been recommended for the catalysis of mixed acetal formation by reaction of alcohols with Ethyl vinyl ether, A15691. Has also been used as an acid catalyst and deprotecting agent in various other applications including peptide synthesis.