(2S)-2-(chloromethyl)oxirane

• ChemBase编号: 85871
• 分子式: C3H5ClO
• 平均质量: 92.5242
• 单一同位素质量: 92.00289246
• SMILES: O1C[C@H]1CCl
• Canonical SMILES: ClC[C@@H]1CO1
• InChI: InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m1/s1
• InChIKey: BRLQWZUYTZBJKN-GSVOUGTGSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-(chloromethyl)oxirane
• IUPAC传统名: (S)-epichlorohydrin
• 别名: (S)-(+)-2-(氯甲基)环氧乙烷; (S)-(+)-环氧氯丙烷; (2S)-(Chloromethyl)oxirane; (+)-2-(Chloromethyl)oxirane; (+)-Epichlorohydrin; (2S)-Epichlorohydrine; (S)-(+)-Epichlorohydrin; (S)-(Chloromethyl)oxirane; (S)-1-Chloro-2,3-epoxypropane; (S)-2-Chloromethyloxirane; (S)-Epichlorhydrin; 2(S)-Epichlorohydrin; (S)-Epichlorohydrin; (2S)-2-(chloromethyl)oxirane; (2R)-(-)-2-(Chloromethyl)oxirane; (R)-(-)-Epichlorohydrin; (2R)-(-)-3-Chloro-1,2-propenoxide; (S)-(+)-2-(Chloromethyl)oxirane; (S)-(+)-Epichlorohydrin; (S)-2-(chloromethyl)oxirane; (S)-(+)-1-Chloro-2,3-epoxypropane

登记号

• CAS号: 67843-74-7; 51594-55-9
• MDL号: MFCD00077759; MFCD00077760
• Beilstein号: 1420784
• PubChem SID: 162072987; 24868781; 24878439
• PubChem CID: 149428

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.6772814
• LogD (pH = 7.4): 0.6772814
• Log P: 0.6772814
• 摩尔折射率: 20.057 cm^3
• 极化性: 8.123073 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 114°C; 116-117°C; 92-93 °C/360 mmHg(lit.)
• 闪点: 32 °C; 32°C; 32°C(90°F); 89.6 °F
• 自燃点: 1421 °F
• 密度: 1.180; 1.183 g/mL at 25 °C(lit.)
• 折射率: 1.4380; n20/D 1.438; n20/D 1.438(lit.)
• 蒸汽压: 12.5 mmHg ( 20 °C)
• 蒸汽密度: 3.2 (vs air)
• 比旋光度: [α]20/D +35°, c = 1 in methanol; [α]20/D +44.5±1°, neat; +35 (c=1 in methanol)
• 疏水性(logP): 0.46

安全信息

• 保存注意事项: Toxic/Flammable
• RTECS编号: RR0427100
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2023; UN2023
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 45-10-23/24/25-34-43
• 安全公开号: 53-45
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS05; GHS06; GHS08
• GHS警示词: Danger
• 爆炸极限: 21 %
• GHS危险声明: H226-H301-H311-H314-H317-H331-H350; H300-H310-H330-H317-H350-H314-H318-H226
• GHS警示性声明: P201-P261-P280-P301 + P310-P305 + P351 + P338-P310; P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A
• 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 2023 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.5% (sum of enantiomers, GC); 95%; 98%; 98+%
• 级别: puriss.
• 光学纯度: ee: 97% (GLC)
• Empirical Formula (Hill Notation): C3H5ClO

详细说明

Sigma Aldrich - 540080

Application
作为潜在的代谢调节剂，用以合成脂肪酸氧化抑制剂。
用于 Macquarimicins 的全合成和大环内酯 RK-397 的全合成。
用于对映选择性合成羟基异噁唑烷1和 (+)-顺式-sylvaticin（一种有潜力的抗肿瘤剂）的手性结构单元。2
包装
5, 25 g in glass bottle
Legal Information
经 Shasun Chemicals and Drugs Limited 授权，使用 Jacobsen HKR 技术制造。

Toronto Research Chemicals - E582310

S-enantiomer of Epichlorohydrin, an important industrial chemical, is a bifunctional alkylating agent with the potential to form DNA cross-links. It is used as a solvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishe

参考文献

• Romano, K.P. et al.: Chem. Res. Toxicol., 20, 832 (2007)
• Smyth, H.F., et al.: J. Ind. Hyg. Toxicol., 30, 63 (2007)