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α-溴代肉桂醛

α-溴代肉桂醛用途

【用途一】
用作有机合成原料
【用途二】
有机合成中间体。

α-溴代肉桂醛名称

[ CAS 号 ]:
5443-49-2

[ 中文名 ]:
2-溴代肉桂醛

[ 英文名 ]:
α-Bromocinnamaldehyde

[中文别名 ]:

[英文别名 ]:

A-BROMOCINNAMIC ACID
b36
b37
2-bromo-3-phenylpropenal
α-Bromocinnamic aldehyde
(2Z)-2-bromo-3-phenylprop-2-enal
2-Propenal, 2-bromo-3-phenyl-, (Z)-
EINECS 226-637-6
Cinnamaldehyde, α-bromo-
BROMOCINNAMAL

α-溴代肉桂醛物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
304.4±30.0 °C at 760 mmHg

[ 熔点 ]:
66-68 °C(lit.)

[ 分子式 ]:
C₉H₇BrO

[ 分子量 ]:
211.055

[ 闪点 ]:
110.2±11.9 °C

[ 精确质量 ]:
209.968018

[ PSA ]:
17.07000

[ LogP ]:
2.44

[ 外观性状 ]:
淡黄色至赭色结晶粉末

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.627

[ 储存条件 ]:
2-8°C

α-溴代肉桂醛MSDS

α-溴代肉桂醛毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GD6480000

CHEMICAL NAME :: Cinnamaldehyde, alpha-bromo-

CAS REGISTRY NUMBER :: 5443-49-2

BEILSTEIN REFERENCE NO. :: 1099733

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C9-H7-Br-O

MOLECULAR WEIGHT :: 211.07

WISWESSER LINE NOTATION :: VHYEU1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 470 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - ptosis Behavioral - ataxia Gastrointestinal - hypermotility, diarrhea

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 5 nmol/plate

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 110,1,1983

α-溴代肉桂醛安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36/37/39-S22

[ 危险品运输编码 ]:
UN 3335

[ WGK德国 ]:
3

[ RTECS号 ]:
GD6480000

[ 海关编码 ]:
2913000090

α-溴代肉桂醛合成路线

α-溴代肉桂醛上下游产品

α-溴代肉桂醛上游产品

α-溴代肉桂醛下游产品

α-溴代肉桂醛制备

1.将肉桂醛和冰乙酸激烈搅拌，冷却下加溴反应。然后加入无水碳酸钾，将反应物加热回流半小时，冷却，析出粗品。粗品用乙醇溶解，重结晶，得成品，产率约80%。

在干燥的四口烧瓶中分别安装搅拌器、冷凝器、滴液漏斗和温度计。向瓶中加入肉桂醛0.1mol（13.2g）和冰乙酸40ml，冷却搅拌使温度降至5℃以下，缓慢滴加16g溴素，其间反应温度不应大于5℃，溴素滴加完后继续反应半小时，反应液应呈微黄色。此生成物不需分离，即可进行消除反应。在搅拌下分批加
入无水碳酸钾10.3g，待不再发生气泡时，水浴加热至80℃，并在此温度下继续反应1.5h，反应结束，将反应液冷至40℃以下，倒入100ml蒸馏水中，产物即沉淀析出，减压抽滤得浅黄色产品，在80%乙醇中重结晶得白色晶体α  溴代肉桂醛18.2g，收率86%，熔点71～72℃。

2.制法

于装有搅拌器、回流冷凝器、滴液漏斗的反应瓶中，加入冰醋酸167mL，肉桂醛(2)44g（0.33mol），冰水浴冷却，剧烈搅拌下滴加液溴53.5g(0.33mol)。加完后加入无水碳酸钾23g(0.17mol),搅拌。放气停止后加热回流30min。冷却，搅拌下倒入450mL冷水中，析出红色粗品。抽滤，水洗，尽量抽干。溶于220mL(95%)的乙醇中，加入50mL水，加热至澄清，先室温放置析晶，而后冰箱中放置。抽滤，用80%的冷乙醇洗涤，干燥，得化合物(1)52～60g,收率75%～85%。

α-溴代肉桂醛海关

[ 海关编码 ]: 2913000090

[ 中文概述 ]:
2913000090 品目2912所列产品的其他衍生物〔指卤化,磺化,硝化或亚硝化的衍生物〕. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:5.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

α-溴代肉桂醛文献

Masuda borylation-Suzuki coupling (MBSC) sequence of vinylhalides and its application in a one-pot synthesis of 3,4-biarylpyrazoles.

Org. Biomol. Chem. 11(36) , 6113-8, (2013)

The Masuda borylation-Suzuki coupling (MBSC) sequence was successfully extended to the challenging coupling of vinylhalides with various (hetero)arylhalides using sterically hindered phosphane ligands...

[Alpha-bromocinnamaldehyde, its mutagenicity and contents in commercial products].

Eisei Shikenjo Hokoku. (107) , 21-5, (1989)

The amount of alpha-bromocinnamaldehyde (BCA), an anti-mildew agent, in some commercial products, was examined by high performance liquid chromatography (HPLC) using the following conditions: column, ...

Guanidinium ylide mediated aziridination: identification of a spiro imidazolidine-oxazolidine intermediate.

J. Org. Chem. 71(17) , 6600-3, (2006)

We successfully isolated a spiro imidazolidine-oxazolidine intermediate in the reaction of guanidinium ylide mediated aziridination using alpha-bromocinnamaldehyde. X-ray crystallographic analysis una...

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