5-하이드록시메틸-2-푸르알데하이드

5-하이드록시메틸-2-푸르알데하이드
5-하이드록시메틸-2-푸르알데하이드 구조식 이미지
카스 번호:
67-47-0
한글명:
5-하이드록시메틸-2-푸르알데하이드
동의어(한글):
5-하이드록시메틸-2-푸르알데하이드
상품명:
5-Hydroxymethylfurfural
동의어(영문):
HMF;5-HMF;5-(HYDROXYMETHYL)FURFURAL;2-Furancarboxaldehyde, 5-(hydroxymethyl)-;5-HYDROXYMETHYL-2-FURFURAL;5-(HYDROXYMETHYL)-2-FURALDEHYDE;5-HYDROXYMETHYL-2-FURANCARBOXALDEHYDE;HydroxyMethyl furfural;5-Oxymethylfurfurole;5-Hydroxymethylfuraldehyde
CBNumber:
CB6266813
분자식:
C6H6O3
포뮬러 무게:
126.11
MOL 파일:
67-47-0.mol
MSDS 파일:
SDS

5-하이드록시메틸-2-푸르알데하이드 속성

녹는점
28-34 °C (lit.) 28-34 °C (lit.)
끓는 점
114-116 °C/1 mmHg (lit.)
밀도
1.243 g/mL at 25 °C (lit.)
굴절률
n20/D 1.562(lit.)
인화점
175 °F
저장 조건
2-8°C
용해도
클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨)
용해도
클로로포름(약간), 에틸아세테이트(약간), 메탄올(약간)에 용해됨
산도 계수 (pKa)
12.82±0.10(Predicted)
물리적 상태
액체 또는 결정질 분말 및/또는 덩어리
색상
밝은 노란색에서 노란색까지
냄새
디프로필렌 글리콜 중 0.10%. 기름진 버터향 곰팡내 나는 왁스 같은 캐러멜향
?? ??
지방이 많은
수용성
물, 알코올, 에틸 아세테이트, 아세톤, 디메틸포름아미드, 벤젠, 에테르 및 클로로포름에 용해됩니다.
감도
Air & Light Sensitive
Merck
14,4832
BRN
110889
안정성
감광성, 흡습성이 매우 높음
InChIKey
NOEGNKMFWQHSLB-UHFFFAOYSA-N
LogP
-0.778 (est)
CAS 데이터베이스
67-47-0(CAS DataBase Reference)
NIST
2-Furancarboxaldehyde, 5-(hydroxymethyl)-(67-47-0)
EPA
2-Furancarboxaldehyde, 5-(hydroxymethyl)- (67-47-0)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38-52/53
안전지침서 26-36-24/25
WGK 독일 2
RTECS 번호 LT7031100
F 고인화성물질 8-10
TSCA Yes
HS 번호 29321900
유해 물질 데이터 67-47-0(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 2500 mg/kg
기존화학 물질 KE-20648
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P332+P313 피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
NFPA 704
2
2 1

5-하이드록시메틸-2-푸르알데하이드 MSDS


5-(Hydroxymethyl)-2-furaldehyde

5-하이드록시메틸-2-푸르알데하이드 C화학적 특성, 용도, 생산

개요

5-Hydroxymethylfurfural (5-HMF) derived from sugars is the link between biomass and furan-based chemicals. With its various functional groups and associated reaction sites, this small molecule opens the door to a wide range of chemical modifications, which makes 5-HMF a versatile renewable building block.
5-HMF is widely spread in food products and is formed in sugar containing food when exposed to heat. It is widely used as an indicator of quality in food products. It is also employed to indicate the adulteration of food products with acid converted invert syrups.
5-HMF.jpg

화학적 성질

Beige Coloured Crystalline Solid.
Among the organic compounds that can be obtained from biomass, 5-Hydroxymethylfurfural (5-HMF) is one of the most interesting ones. 5-HMF is an organic compound derived from dehydration of certain sugars (hexoses). This yellow, low-melting solid is highly water-soluble. The molecule consists of a furan ring, containing both aldehyde and alcohol functional groups. HMF as natural substance has been identified in a wide variety of heat-processed foods including milk, fruit juices, spirits, honey, etc. HMF, which is derived from cellulose, is a potential "carbon-neutral" feedstock for a number of chemical substances.

용도

An antioxidant for grape and apple juice.

주요 응용

5-Hydroxymethylfurfural has been used as a standard in the high performance liquid chromatographic (HPLC) analysis for the determination of 5-(hydroxymethyl)furfural content in co-hydrolysates and fermentation broth of lignocellulosic biomass for the lipid accumulation in M. isabellina type of microorganisms. 5-(Hydroxymethyl)furfural may be used as an analytical reference standard for the quantification of the analyte in vinegar and fruit juice samples using chromatography techniques.
5-Hydroxymethylfurfural has been used as standard in the high performance liquid chromatographic (HPLC) analysis for the determination of 5-(hydroxymethyl)furfural content in co-hydrolysates and fermentation broth of lignocellulosic biomass for the lipid accumulation in M. isabellina type of microorganisms.

제조 방법

5-Hydroxymethylfurfural (HMF) was synthesized from glucose in a slug flow capillary microreactor, using a combination of AlCl3 and HCl as the homogeneous catalyst in the aqueous phase and methyl isobutyl ketone as the organic phase for in-situ HMF extraction.
Continuous synthesis of 5-hydroxymethylfurfural from glucose using a combination of AlCl3 and HCl as catalyst in a biphasic slug flow capillary microreactor

정의

ChEBI: 5-hydroxymethylfurfural is a member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. It has a role as an indicator and a Maillard reaction product. It is a member of furans, an arenecarbaldehyde and a primary alcohol.

일반 설명

5-(Hydroxymethyl)furfural is an organic compound, widely spread in food products and is formed in sugar containing food when exposed to heat. It is widely used as an indicator of quality in food products. It is also employed to indicate the adulteration of food products with acid converted invert syrups.

생물학적 활성

5-Hydroxymethylfurfural is a furanic compound derived from the degradation of sugars. It can be derived from reducing sugars via acid-catalyzed degradation or the Maillard reaction during the heating and storage of foods. 5-Hydroxymethylfurfural is an intermediate in the synthesis of a variety of compounds including 2,5-diformylfuran (DFF), 2,5-furandicarboxylic acid (FDA), 2,5-bis(hydroxymethyl)furan (5-(hydroxymethyl)furfuryl alcohol; Item No. 20658), and dimethylfuran (DMF), among others. 5-Hydroxymethylfurfural has been found in the marine algae L. undulata and scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydroxyl, alkyl, and superoxide radicals in cell-free assays (IC50s = 27.1, 22.8, 45, and 33.5 μM, respectively).

Safety Profile

Questionable carcinogen with experimental tumorigenic data.Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES

신진 대사 경로

When 5-hydroxymethyl-2-furaldehyde (HMF) is administered orally or intravenously to rats, HMF or its metabolites are rapidly eliminated in the urine with the recovery of 95 ? 100% after 24 h. HMF is completely converted to two metabolites which are identified as 5- hydroxymethyl-2-furoic acid and N-(5-hydroxymethyl-2- furoyl)glycine.

Purification Methods

Crystallise it from diethyl ether/pet ether. [Beilstein 18 III/IV 100, 18/1 V 130.]

5-하이드록시메틸-2-푸르알데하이드 준비 용품 및 원자재

원자재

준비 용품


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