hexachloropropan-2-one

• ChemBase编号: 104829
• 分子式: C3Cl6O
• 平均质量: 264.7495
• 单一同位素质量: 261.8080307
• SMILES: ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl
• Canonical SMILES: O=C(C(Cl)(Cl)Cl)C(Cl)(Cl)Cl
• InChI: InChI=1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9
• InChIKey: DOJXGHGHTWFZHK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: hexachloropropan-2-one
• IUPAC传统名: hexachloroacetone
• 别名: 六氯丙酮; 六氯-2-丙酮; 六氯丙酮; Hexachloroacetone; Hexachloro-2-propanone; HEXACHLORO-2-PROPANONE; HEXACHLOROACETONE PRACTICAL GRADE; perchloroacetone; HCA; Hexachloroacetone; Hexachloro-2-propanone; Hexachloroacetone

登记号

• CAS号: 116-16-5
• EC号: 204-129-5
• MDL号: MFCD00000796
• Beilstein号: 1707475
• PubChem SID: 24846842; 162093054; 24895685
• PubChem CID: 8303
• Chemspider ID: 13873693
• KEGG ID: C19122
• 维基百科标题: Hexachloroacetone

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 3.6110566
• LogD (pH = 7.4): 3.6110566
• Log P: 3.6110566
• 摩尔折射率: 47.224 cm^3
• 极化性: 18.095913 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -2°C; -2°C; -6--2 °C(lit.)
• 沸点: 203-205°C; 204°C; 66-70 °C/6 mmHg(lit.)
• 闪点: >110°C(230°F); 113 °C; 235.4 °F
• 密度: 1.444 g/cm^3; 1.74 g/ml; 1.743 g/mL at 25 °C(lit.); 1.748
• 折射率: 1.5115; n20/D 1.511; n20/D 1.511(lit.)

安全信息

• RTECS编号: UC2100000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2661; UN2661
• 德国WGK号: 2
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22-51/53
• 安全公开号: 24/25-61
• TSCA收录: 是
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H411
• GHS警示性声明: P273; P273-P264-P270-P301+P312-P330-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2661 6.1/PG 3

产品相关信息

• 纯度: ≥98.0% (GC); ≥99.0% (GC); 98%; 99%
• 级别: PRACTICAL; produced by Wacker; purum
• 线性分子式: CCl3COCCl3

详细说明

MP Biomedicals - 02157343

(Hexachloroacetone)
Purity: 98%
1 ml = approx. 1.74 g

MP Biomedicals - 05213580

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 10894

Other Notes
根据要求提供批量采购价
包装
1 kg in glass bottle

Sigma Aldrich - H5308

包装
250 g in glass bottle
Application
用于核苷-3′-膦酸酯类化合物转化为相应磷酸盐类化合物的试剂1，以及乙烯基化合物的聚合反应。2

Sigma Aldrich - 52080

Other Notes
在烯丙醇与三苯基膦进行区域选择性和立体选择性反应制备烯丙基氯类化合物的过程中 CCl4 的高沸点替代品1,2；烯胺类化合物的氯化试剂3

参考文献

• In combination with triphenylphosphine, converts primary and secondary allylic alcohols to their chlorides without isomerization: Tetrahedron Lett., 2999 (1977). Tertiary allylic alcohols do undergo allylic rearrangement to give the less substituted chloride: J. Org. Chem., 44, 359 (1979), but cyclopropyl carbinols are converted to their chlorides without rearrangement: J. Org. Chem., 49, 431 (1984). The method is also applicable to the mild conversion of carboxylic acids to acid chlorides: Tetrahedron Lett., 38, 6489 (1997); see also Trichloroacetonitrile, A10565.
• Reagent for protection of amino groups as their N-trichloroacetyl derivatives under neutral conditions: J. Org. Chem., 35, 2423 (1970); Org. Synth. Coll., 5, 1074 (1973). The group can be cleaved with NaBH₄ in ethanol: Chem. Ber., 103, 2437 (1970).
• With strong base, e.g. alkoxide, is a source of dichlorocarbene. For a review, see: Org. React., 13, 55 (1963).