1,3-二碘-5,5-二甲基海因

1,3-二碘-5,5-二甲基海因用途

1、DIH 在硫酸存在时，室温下与芳香化合物反应，使对应的碘化具有较高的区域选择性和得率。甚至像硝基苯这样低活性的物质在硫酸做溶剂时也能够轻易被碘化；

2. 在氨水中使用DIH 可以使伯醇及伯、仲、叔胺被简单而有效地转化为相应的腈。

3. 利用DIH 通过氨基乙醇和醛反应有效合成2-唑啉-2-取代物。做为非对称合成中相当有用的手性配体，手性的双-2-唑啉也可以在同样的情况下，通过2-苯丙氨醇被制备出来。

是一种很实用的碘化试剂。

典型实例：利用DIH 通过氨基乙醇和醛反应有效合成2-唑啉-2-取代物

对甲基苯甲醛(120.2mg)的叔丁醇(10ml)溶液中添加(R)-(–)-2-苯丙氨醇(205.8mg)。通入氩气，在室温下搅拌的混合物30分钟，然后添加DIH(569.9mg)，混合物在50℃搅拌，24 h后，混合物加入饱和碳酸钠溶液，直至碘的颜色几乎已经消失，氯仿萃取(3× 15ml)。用碳酸钾水溶液(10ml)和卤水(10ml)有机层洗，硫酸钠干燥过滤后，将混合物蒸干，残渣是由硅胶层析纯化(洗脱液：乙酸乙酯)，得到(4R)-2 - (4'-甲基苯基)-4 -苯基- 2 -唑啉(201.7mg,85%)油。

1,3-二碘-5,5-二甲基海因名称

[ CAS 号 ]:
2232-12-4

[ 中文名 ]:
1,3-二碘-5,5-二甲基海因

[ 英文名 ]:
1,3-DIIODO-5,5-DIMETHYLHYDANTOIN

[中文别名 ]:

1,3-二碘-5,5-二甲基乙内酰脲

[英文别名 ]:

Hydantoin,1,3-diiodo-5,5-dimethyl
1,3-Diiodo-5,5-dimethyl hydantoin
1,3-diiodo-5,5-dimethylhydantion
N,N'-diiodo-5,5-dimethylhydantoin
2,4-Imidazolidinedione,1,3-diiodo-5,5-dimethyl
1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione
MFCD00020867
2,4-Imidazolidinedione, 1,3-diiodo-5,5-dimethyl-
1,3-DIIODO-5,5-DIMETHYLHYDANTOIN
1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione

1,3-二碘-5,5-二甲基海因物理化学性质

[ 密度 ]:
2.7±0.1 g/cm3

[ 沸点 ]:
298.4±23.0 °C at 760 mmHg

[ 熔点 ]:
198°C(dec.)(lit.)

[ 分子式 ]:
C₅H₆I₂N₂O₂

[ 分子量 ]:
379.922

[ 闪点 ]:
134.2±22.6 °C

[ 精确质量 ]:
379.851837

[ PSA ]:
40.62000

[ LogP ]:
2.67

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.743

[ 储存条件 ]:
-20°C

1,3-二碘-5,5-二甲基海因MSDS

详细MSDS(安全技术说明书)

1,3-二碘-5,5-二甲基海因毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MU0970000

CHEMICAL NAME :: Hydantoin, 1,3-diiodo-5,5-dimethyl-

CAS REGISTRY NUMBER :: 2232-12-4

BEILSTEIN REFERENCE NO. :: 0146040

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C5-H6-I2-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#05262

1,3-二碘-5,5-二甲基海因安全信息

[ 符号 ]:

GHS03, GHS05, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H272-H314-H400

[ 警示性声明 ]:
P220-P273-P280-P305 + P351 + P338-P310

[ 个人防护装备 ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ 危险品运输编码 ]:
UN 3085 5.1/PG 2

[ RTECS号 ]:
MU0970000

[ 海关编码 ]:
2933990090

1,3-二碘-5,5-二甲基海因合成路线

详细合成路线

1,3-二碘-5,5-二甲基海因上下游产品

1,3-二碘-5,5-二甲基海因上游产品

1,3-二碘-5,5-二甲基海因下游产品

1,3-二碘-5,5-二甲基海因海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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