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2,4-다이나이트로페놀

2,4-다이나이트로페놀
2,4-다이나이트로페놀 구조식 이미지
카스 번호:
51-28-5
한글명:
2,4-다이나이트로페놀
동의어(한글):
2,4-다이나이트로페놀;2,4-디니트로페놀;2.4-디니트로페놀용액;알파-디나이트로페놀;2,4-디니트로페놀;알파-디니트로페놀;디니트로페놀;1-하이드록시-2,4-디니트로벤젠;1-하이드록시-2,4-다이나이트로벤젠
상품명:
2,4-Dinitrophenol
동의어(영문):
X 32;EK 102;Dinitra;Dinofan;Fenoxyl;nsc1532;2,4-DNP;Aldifen;NSC 1532;Maroxol-50
CBNumber:
CB6358550
분자식:
C6H4N2O5
포뮬러 무게:
184.11
MOL 파일:
51-28-5.mol

2,4-다이나이트로페놀 속성

녹는점
108-112 °C (lit.)
끓는 점
318.03°C (rough estimate)
밀도
1,683 g/cm3
증기 밀도
6.35 (vs air)
증기압
39(x 10-5 mmHg) at 20 °C (Schwarzenbach et al., 1988)
굴절률
1.4738 (estimate)
인화점
11 °C
저장 조건
2-8°C
용해도
Solubility Sparingly soluble in water; soluble in ethanol, benzene
산도 계수 (pKa)
3.96(at 15℃)
물리적 상태
crystals
색상
Light yellow
pH 범위
2.8(colourless)-4.7(yellow)
냄새
Sweet, musty
수용성
0.6 g/100 mL (18 ºC)
감도
Light Sensitive
Merck
14,3280
BRN
1246142
Henry's Law Constant
5.70 x 10-8(atm?m3/mol) at 5 °C (average derived from six field experiments, Lüttke and Levsen, 1997)
안정성
Stable. Combustible.
주요 응용
Display device, recording materials, inks, paints, method for preserving food, method for gene expression profiling, treatment of parasitic diseases, neurological diseases, epilepsy, cancer, keratin materials, neoplasms, infectious diseases, neutropenia, detecting chromosome aberrations, bacteria in gastrointestinal track
CAS 데이터베이스
51-28-5(CAS DataBase Reference)
NIST
Phenol, 2,4-dinitro-(51-28-5)
EPA
2,4-Dinitrophenol (51-28-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,N,Xi,F
위험 카페고리 넘버 23/24/25-33-50-39/23/24/25-11-52/53-1
안전지침서 28-37-45-61-28A-36/37-16-7-35
유엔번호(UN No.) UN 1320 4.1/PG 1
WGK 독일 3
RTECS 번호 SL2800000
TSCA Yes
위험 등급 4.1
포장분류 I
HS 번호 29089990
유해 물질 데이터 51-28-5(Hazardous Substances Data)
독성 LD50 (subcutaneous) for rats 25 mg/kg (quoted, RTECS, 1985).
기존화학 물질 KE-11946
유해화학물질 필터링 97-1-415
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: 2,4-디니트로페놀 및 이를 25% 이상 함유한 혼합물
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H228 인화성 고체 인화성 고체 구분 1
구분 2
위험
경고
P210, P240,P241, P280, P370+P378
H300 삼키면 치명적임 급성 독성 물질 - 경구 구분 1,2 위험 P264, P270, P301+P310, P321, P330,P405, P501
H310 피부와 접촉하면 치명적임 급성 독성 물질 - 경피 구분 1,2 위험 P262, P264, P270, P280, P302+P350,P310, P322, P361, P363, P405, P501
H330 흡입하면 치명적임 급성 독성 물질 흡입 구분 1, 2 위험 P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 P273, P391, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P311 의료기관(의사)의 진찰을 받으시오.
P320 긴급히 (…) 처치를 하시오.
P330 입을 씻어내시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P405 밀봉하여 저장하시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.

2,4-다이나이트로페놀 MSDS


alpha-Dinitrophenol

2,4-다이나이트로페놀 C화학적 특성, 용도, 생산

화학적 성질

light yellow crystal powder

용도

Dinitrophenol is used in the manufacture of dyes, as a wood preservative, and as an indicator and analytical reagent.

용도

In manufacture of dyes, other organic chemicals, wood preservatives, photographic developer, and explosives

용도

2,4-Dinitrophenol (DNP) can be used:
  • As a reactant for catalytic reduction reactions.
  • To activate carboxylic acids by converting them into dinitrophenyl (DNP) esters.
  • To prepare the corresponding ester via acylation reaction using isobutyric anhydride catalyzed by hafnium triflate.
  • As an effective cocatalyst to accelerate the activity and enantioselectivity of primary amine organocatalyst derived from natural primary amino acids for direct asymmetric aldol reaction.
  • As an alternative activator to tetrazoles in the reaction of phosphoroamidites with nucleosides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 3445, 1995 DOI: 10.1021/jo00116a034

일반 설명

Solid yellow crystals. Explosive when dry or with less than 15% water. The primary hazard is from blast of an instantaneous explosion and not flying projectiles and fragments. slightly soluble in water and soluble in ether and solutions of sodium or potassium hydroxide.

공기와 물의 반응

Highly flammable. Slightly soluble in water.

반응 프로필

2,4-Dinitrophenol may explode if subjected to heat or flame. may explode if allowed to dry out. Forms explosive salts with alkalis and ammonia. Incompatible with heavy metals and their compounds. Also incompatible with strong oxidizing agents, strong bases and reducing agents. Reacts with combustibles.

건강위험

DUST: POISONOUS IF INHALED OR IF SKIN IS EXPOSED. SOLID: POISONOUS IF SWALLOWED.

건강위험

2,4-Dinitrophenol is a severely acute toxicant, exhibiting high toxicity in animals by all routes of administration. It can be absorbed through the intact skin. The toxic effects are heavy sweating, nausea, vomiting, collapse, and death. Ingestion of 1 g of solid can be fatal to humans. A 30-minute exposure to its vapors at a concentration of 300 mg/m3 was lethal to dogs (NIOSH 1986). Chronic effects include polyneuropathy, weight loss, cataracts, and dermatitis.
LD50 value, oral (rats): 30 mg/kg.

화재위험

Combustible. May explode if subjected to heat or flame. POISONOUS GAS IS PRODUCED WHEN HEATED. Vapors are toxic. Can detonate or explode when heated under confinement.

Safety Profile

A deadly human poison by ingestion. An experimental poison by ingestion, inhalation, intravenous, intraperitoneal, subcutaneous, and intramuscular routes. Moderately toxic by skin contact. Experimental teratogenic and reproductive effects. Human systemic effects: body temperature increase, change in heart rate, coma. A skin irritant. Mutation data reported. Phytotoxic. A pesticide. An explosive. Forms explosive salts with alkalies and ammonia. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.

Carcinogenicity

No teratogenic effects have been reported in limited developmental toxicity studies in rodents. Decreased fetal body weight and crown-rump length were noted in rats and mice after parenteral administration.
2,4-DNP was not genotoxic in most in vivo and in vitro studies.
An ACGIH threshold limit value (TLV) has not been established for 2,4-DNP.

환경귀착

Biological. When 2,4-dinitrophenol was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum, significant biodegradation with rapid adaptation was observed. At concentrations of 5 and 10 mg/L, 60 and 68% biodegradation, respectively, were observed after 7 d (Tabak et al., 1981). In activated sludge inoculum, 85.0% COD removal was achieved. The average rate of biodegradation was 6.0 mg COD/g?h (Pitter, 1976).
Photolytic. When an aqueous 2,4-dinitrophenol solution containing titanium dioxide was illuminated by UV light, ammonium, carbonate, and nitrate ions formed as the major products (Low et al., 1991).
Chemical/Physical. Ozonation of an aqueous solution containing 2,4-dinitrophenol (100 mg/L) yielded formic, acetic, glyoxylic and oxalic acids (Wang, 1990). 2,4-Dinitrophenol will not undergo hydrolysis (Kollig, 1993).

신진 대사 경로

The bacterial strain RB1, which is isolated by enrichment cultivation with 2,4-dinitrophenol, degrades this phenol into two aliphatic acids. One metabolite results from the release of the 2-nitro group as nitrile, with the production of aliphatic nitro compound, 3-nitroadipate. Then, the 3-nitro group is released from this metabolite as nitrile. The other metabolite is 4,6-dinitrohexanoic acid possessing two nitro groups from 2,4-dinitrophenol.

Purification Methods

Crystallise it from *benzene, EtOH, EtOH/H2O or H2O acidified with dilute HCl, dry it, then recrystallise it from CCl4. Dry it in an oven and store it in a vacuum desiccator over CaSO4. The benzoate has m 132o (from EtOH). [Beilstein 6 IV 1369.]

2,4-다이나이트로페놀 준비 용품 및 원자재

원자재

준비 용품


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